638-07-3,MFCD00000939
Catalog No.:AA0034SG

638-07-3 | Ethyl 4-chloroacetoacetate

Pack Size
Purity
Availability
Price(USD)
Quantity
  
25g
>95.0%(GC)
in stock  
$22.00   $16.00
- +
500g
>95.0%(GC)
in stock  
$183.00   $128.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA0034SG
Chemical Name:
Ethyl 4-chloroacetoacetate
CAS Number:
638-07-3
Molecular Formula:
C6H9ClO3
Molecular Weight:
164.5869
MDL Number:
MFCD00000939
SMILES:
CCOC(=O)CC(=O)CCl
Properties
Properties
 
BP:
235.5°C at 760 mmHg  
Form:
Liquid  
MP:
-8 °C  
Refractive Index:
n20/D 1.452(lit.)  
Solubility:
47.0g/l  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
133  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
0  
Isotope Atom Count:
0  
Rotatable Bond Count:
5  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
0.9  

Literature

Title: Development of a substrate-coupled biocatalytic process driven by an NADPH-dependent sorbose reductase from Candida albicans for the asymmetric reduction of ethyl 4-chloro-3-oxobutanoate.

Journal: Biotechnology letters 20121201

Title: Overexpression and characterization of a novel (S)-specific extended short-chain dehydrogenase/reductase from Candida parapsilosis.

Journal: Bioresource technology 20121101

Title: Microwave-assisted synthesis of cyclopentanones using the relevant phosphorus ylides.

Journal: Combinatorial chemistry & high throughput screening 20120501

Title: Expression, purification, crystallization and preliminary X-ray analysis of carbonyl reductase S1 from Candida magnoliae.

Journal: Acta crystallographica. Section F, Structural biology and crystallization communications 20120501

Title: [Cloning, expression and characterization of chiral alcohol dehydrogenase from Rhodococcus erythropolis ATCC 4277].

Journal: Wei sheng wu xue bao = Acta microbiologica Sinica 20120101

Title: Robust optimization of alginate-Carbopol 940 bead formulations.

Journal: TheScientificWorldJournal 20120101

Title: A novel reductase from Candida albicans for the production of ethyl (S)-4-chloro-3-hydroxybutanoate.

Journal: Bioscience, biotechnology, and biochemistry 20120101

Title: Novel carbon-carbon bond formations for biocatalysis.

Journal: Current opinion in biotechnology 20111201

Title: Highly stereoselective reduction of prochiral ketones by a bacterial reductase coupled with cofactor regeneration.

Journal: Organic & biomolecular chemistry 20110807

Title: Highly efficient synthesis of chiral alcohols with a novel NADH-dependent reductase from Streptomyces coelicolor.

Journal: Bioresource technology 20110701

Title: Novel anti-Prelog stereospecific carbonyl reductases from Candida parapsilosis for asymmetric reduction of prochiral ketones.

Journal: Organic & biomolecular chemistry 20110607

Title: Biochemical characterisation of a NADPH-dependent carbonyl reductase from Neurospora crassa reducing α- and β-keto esters.

Journal: Enzyme and microbial technology 20110506

Title: Ethyl (2E)-2-(2H-1,3-benzodioxol-5-yl-methyl-idene)-4-chloro-3-oxobutano-ate.

Journal: Acta crystallographica. Section E, Structure reports online 20110501

Title: Purification and characterization of a novel NADH-dependent carbonyl reductase from Pichia stipitis involved in biosynthesis of optically pure ethyl (S)-4-chloro-3-hydroxybutanoate.

Journal: Bioresource technology 20110101

Title: First synthesis of 2-(benzofuran-2-yl)-6,7-methylene dioxyquinoline-3-carboxylic acid derivatives.

Journal: Beilstein journal of organic chemistry 20110101

Title: High-yield production of biologically active recombinant protein in shake flask culture by combination of enzyme-based glucose delivery and increased oxygen transfer.

Journal: Microbial cell factories 20110101

Title: Biocatalytic synthesis of (S)-4-chloro-3-hydroxybutanoate ethyl ester using a recombinant whole-cell catalyst.

Journal: Applied microbiology and biotechnology 20101201

Title: Biosynthesis of (S)-4-chloro-3-hydroxybutanoate ethyl using Escherichia coli co-expressing a novel NADH-dependent carbonyl reductase and a glucose dehydrogenase.

Journal: Bioresource technology 20101101

Title: Construction and co-expression of a polycistronic plasmid encoding carbonyl reductase and glucose dehydrogenase for production of ethyl (S)-4-chloro-3-hydroxybutanoate.

Journal: Bioresource technology 20100901

Title: Enantioselective bioconversion using Escherichia coli cells expressing Saccharomyces cerevisiae reductase and Bacillus subtilis glucose dehydrogenase.

Journal: Journal of microbiology and biotechnology 20100901

Title: High-level production of heterologous proteins using untreated cane molasses and corn steep liquor in Escherichia coli medium.

Journal: Applied microbiology and biotechnology 20100601

Title: Purification, cloning, and overexpression of an alcohol dehydrogenase from Nocardia globerula reducing aliphatic ketones and bulky ketoesters.

Journal: Applied microbiology and biotechnology 20100501

Title: Asymmetric synthesis of (S)-ethyl-4-chloro-3-hydroxybutanoate using Candida parapsilosis ATCC 7330.

Journal: Journal of industrial microbiology & biotechnology 20100201

Title: Synthesis of the marine pyrroloiminoquinone alkaloids, discorhabdins.

Journal: Marine drugs 20100101

Title: Molecular cloning and biochemical characterization of a novel erythrose reductase from Candida magnoliae JH110.

Journal: Microbial cell factories 20100101

Title: A new member of the short-chain dehydrogenases/reductases superfamily: purification, characterization and substrate specificity of a recombinant carbonyl reductase from Pichia stipitis.

Journal: Bioresource technology 20091201

Title: A novel carbonyl reductase from Pichia stipitis for the production of ethyl (S)-4-chloro-3-hydroxybutanoate.

Journal: Biotechnology letters 20090401

Title: Biosimulation of drug metabolism--a yeast based model.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20090131

Title: Asymmetric reduction of prochiral ketones to chiral alcohols catalyzed by plants tissue.

Journal: Journal of industrial microbiology & biotechnology 20080901

Title: Improvement of natural isolates of Saccharomyces cerevisiae strains for synthesis of a chiral building block using classic genetics.

Journal: Applied microbiology and biotechnology 20080301

Title: (Z)-Ethyl 4-chloro-2-[(4-chloro-phen-yl)hydrazono]-3-oxobutanoate.

Journal: Acta crystallographica. Section E, Structure reports online 20080201

Title: Whole-cell bioreduction of aromatic alpha-keto esters using Candida tenuis xylose reductase and Candida boidinii formate dehydrogenase co-expressed in Escherichia coli.

Journal: Microbial cell factories 20080101

Title: Engineering the phenylacetaldehyde reductase mutant for improved substrate conversion in the presence of concentrated 2-propanol.

Journal: Applied microbiology and biotechnology 20071201

Title: Bioconversion of ethyl 4-chloro-3-oxobutanoate by permeabilized fresh brewer's yeast cells in the presence of allyl bromide.

Journal: Journal of industrial microbiology & biotechnology 20070201

Title: Construction of a two-strain system for asymmetric reduction of ethyl 4-chloro-3-oxobutanoate to (S)-4-chloro-3-hydroxybutanoate ethyl ester.

Journal: Applied microbiology and biotechnology 20060301

Title: X-ray structures of NADPH-dependent carbonyl reductase from Sporobolomyces salmonicolor provide insights into stereoselective reductions of carbonyl compounds.

Journal: Journal of molecular biology 20050923

Title: Comparison of (+)- and (-)-hemipalmitoylcarnitinium as inhibitors of hepatic mitochondrial carnitine palmitoyltransferases in diabetic rats.

Journal: Medicinal chemistry (Shariqah (United Arab Emirates)) 20050901

Title: Robust NADH-regenerator: improved alpha-haloketone-resistant formate dehydrogenase.

Journal: Applied microbiology and biotechnology 20050401

Title: Asymmetric reduction of ethyl 4-chloro-3-oxobutanoate to ethyl (R)-4-chloro-3-hydroxybutanoate with two co-existing, recombinant Escherichia coli strains.

Journal: Biotechnology letters 20050101

Title: Efficient production of recombinant aldehyde reductase and its application for asymmetric reduction of ethyl 4-chloro-3-oxobutanoate to ethyl (R)-4-chloro-3-hydroxybutanoate.

Journal: Preparative biochemistry & biotechnology 20050101

Title: A novel NADH-dependent carbonyl reductase from Kluyveromyces aestuarii and comparison of NADH-regeneration system for the synthesis of ethyl (S)-4-chloro-3-hydroxybutanoate.

Journal: Bioscience, biotechnology, and biochemistry 20040301

Title: Fungal aerobic reductive dechlorination of ethyl 2-chloroacetoacetate by Saccharomyces cerevisiae: mechanism of a novel type of microbial dehalogenation.

Journal: Chembiochem : a European journal of chemical biology 20040103

Title: Purification and characterization of an alpha-haloketone-resistant formate dehydrogenase from Thiobacillus sp. strain KNK65MA, and cloning of the gene.

Journal: Bioscience, biotechnology, and biochemistry 20031001

Title: Purification and properties of a carbonyl reductase involved in stereoselective reduction of ethyl 4-chloro-3-oxobutanoate from Cylindrocarpon sclerotigenum IFO 31855.

Journal: Bioscience, biotechnology, and biochemistry 20030601

Title: Synthesis of ethyl ( S)-4-chloro-3-hydroxybutanoate using fabG-homologues.

Journal: Applied microbiology and biotechnology 20030401

Title: Applying the Taguchi robust design to the optimization of the asymmetric reduction of ethyl 4-chloro acetoacetate by bakers' yeast.

Journal: Journal of biotechnology 20030213

Title: Applying slow-release biocatalysis to the asymmetric reduction of ethyl 4-chloroacetoacetate.

Journal: Biotechnology letters 20030101

Title: Purification and properties of a carbonyl reductase useful for production of ethyl (S)-4-chloro-3-hydroxybutanoate from Kluyveromyces lactis.

Journal: Bioscience, biotechnology, and biochemistry 20020801

Title: Chiral alcohol production by NADH-dependent phenylacetaldehyde reductase coupled with in situ regeneration of NADH.

Journal: European journal of biochemistry 20020501

Title: Synthesis of ethyl (R)-4-chloro-3-hydroxybutanoate with recombinant Escherichia coli cells expressing (S)-specific secondary alcohol dehydrogenase.

Journal: Bioscience, biotechnology, and biochemistry 20020201

Title: Design of the pH profile for asymmetric bioreduction of ethyl 4-chloro-3-oxobutyrate on the basis of a data-driven method.

Journal: Biotechnology progress 20020101

Title: Stereoselective reduction of ethyl 4-chloro-3-oxobutanoate by fungi.

Journal: Bioscience, biotechnology, and biochemistry 20010701

Title: Synthesis of optically pure ethyl (S)-4-chloro-3-hydroxybutanoate by Escherichia coli transformant cells coexpressing the carbonyl reductase and glucose dehydrogenase genes.

Journal: Applied microbiology and biotechnology 20010501

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SDS
Tags:638-07-3 Molecular Formula|638-07-3 MDL|638-07-3 SMILES|638-07-3 Ethyl 4-chloroacetoacetate
Catalog No.: AA0034SG
638-07-3,MFCD00000939
638-07-3 | Ethyl 4-chloroacetoacetate
Pack Size: 25g
Purity: >95.0%(GC)
in stock
$22.00 $16.00
Pack Size: 500g
Purity: >95.0%(GC)
in stock
$183.00 $128.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA0034SG
Chemical Name: Ethyl 4-chloroacetoacetate
CAS Number: 638-07-3
Molecular Formula: C6H9ClO3
Molecular Weight: 164.5869
MDL Number: MFCD00000939
SMILES: CCOC(=O)CC(=O)CCl
Properties
BP: 235.5°C at 760 mmHg  
Form: Liquid  
MP: -8 °C  
Refractive Index: n20/D 1.452(lit.)  
Solubility: 47.0g/l  
Storage: Inert atmosphere;2-8℃;  
Complexity: 133  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 10  
Hydrogen Bond Acceptor Count: 3  
Hydrogen Bond Donor Count: 0  
Isotope Atom Count: 0  
Rotatable Bond Count: 5  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 0.9  
Literature fold

Title: Development of a substrate-coupled biocatalytic process driven by an NADPH-dependent sorbose reductase from Candida albicans for the asymmetric reduction of ethyl 4-chloro-3-oxobutanoate.

Journal: Biotechnology letters20121201

Title: Overexpression and characterization of a novel (S)-specific extended short-chain dehydrogenase/reductase from Candida parapsilosis.

Journal: Bioresource technology20121101

Title: Microwave-assisted synthesis of cyclopentanones using the relevant phosphorus ylides.

Journal: Combinatorial chemistry & high throughput screening20120501

Title: Expression, purification, crystallization and preliminary X-ray analysis of carbonyl reductase S1 from Candida magnoliae.

Journal: Acta crystallographica. Section F, Structural biology and crystallization communications20120501

Title: [Cloning, expression and characterization of chiral alcohol dehydrogenase from Rhodococcus erythropolis ATCC 4277].

Journal: Wei sheng wu xue bao = Acta microbiologica Sinica20120101

Title: Robust optimization of alginate-Carbopol 940 bead formulations.

Journal: TheScientificWorldJournal20120101

Title: A novel reductase from Candida albicans for the production of ethyl (S)-4-chloro-3-hydroxybutanoate.

Journal: Bioscience, biotechnology, and biochemistry20120101

Title: Novel carbon-carbon bond formations for biocatalysis.

Journal: Current opinion in biotechnology20111201

Title: Highly stereoselective reduction of prochiral ketones by a bacterial reductase coupled with cofactor regeneration.

Journal: Organic & biomolecular chemistry20110807

Title: Highly efficient synthesis of chiral alcohols with a novel NADH-dependent reductase from Streptomyces coelicolor.

Journal: Bioresource technology20110701

Title: Novel anti-Prelog stereospecific carbonyl reductases from Candida parapsilosis for asymmetric reduction of prochiral ketones.

Journal: Organic & biomolecular chemistry20110607

Title: Biochemical characterisation of a NADPH-dependent carbonyl reductase from Neurospora crassa reducing α- and β-keto esters.

Journal: Enzyme and microbial technology20110506

Title: Ethyl (2E)-2-(2H-1,3-benzodioxol-5-yl-methyl-idene)-4-chloro-3-oxobutano-ate.

Journal: Acta crystallographica. Section E, Structure reports online20110501

Title: Purification and characterization of a novel NADH-dependent carbonyl reductase from Pichia stipitis involved in biosynthesis of optically pure ethyl (S)-4-chloro-3-hydroxybutanoate.

Journal: Bioresource technology20110101

Title: First synthesis of 2-(benzofuran-2-yl)-6,7-methylene dioxyquinoline-3-carboxylic acid derivatives.

Journal: Beilstein journal of organic chemistry20110101

Title: High-yield production of biologically active recombinant protein in shake flask culture by combination of enzyme-based glucose delivery and increased oxygen transfer.

Journal: Microbial cell factories20110101

Title: Biocatalytic synthesis of (S)-4-chloro-3-hydroxybutanoate ethyl ester using a recombinant whole-cell catalyst.

Journal: Applied microbiology and biotechnology20101201

Title: Biosynthesis of (S)-4-chloro-3-hydroxybutanoate ethyl using Escherichia coli co-expressing a novel NADH-dependent carbonyl reductase and a glucose dehydrogenase.

Journal: Bioresource technology20101101

Title: Construction and co-expression of a polycistronic plasmid encoding carbonyl reductase and glucose dehydrogenase for production of ethyl (S)-4-chloro-3-hydroxybutanoate.

Journal: Bioresource technology20100901

Title: Enantioselective bioconversion using Escherichia coli cells expressing Saccharomyces cerevisiae reductase and Bacillus subtilis glucose dehydrogenase.

Journal: Journal of microbiology and biotechnology20100901

Title: High-level production of heterologous proteins using untreated cane molasses and corn steep liquor in Escherichia coli medium.

Journal: Applied microbiology and biotechnology20100601

Title: Purification, cloning, and overexpression of an alcohol dehydrogenase from Nocardia globerula reducing aliphatic ketones and bulky ketoesters.

Journal: Applied microbiology and biotechnology20100501

Title: Asymmetric synthesis of (S)-ethyl-4-chloro-3-hydroxybutanoate using Candida parapsilosis ATCC 7330.

Journal: Journal of industrial microbiology & biotechnology20100201

Title: Synthesis of the marine pyrroloiminoquinone alkaloids, discorhabdins.

Journal: Marine drugs20100101

Title: Molecular cloning and biochemical characterization of a novel erythrose reductase from Candida magnoliae JH110.

Journal: Microbial cell factories20100101

Title: A new member of the short-chain dehydrogenases/reductases superfamily: purification, characterization and substrate specificity of a recombinant carbonyl reductase from Pichia stipitis.

Journal: Bioresource technology20091201

Title: A novel carbonyl reductase from Pichia stipitis for the production of ethyl (S)-4-chloro-3-hydroxybutanoate.

Journal: Biotechnology letters20090401

Title: Biosimulation of drug metabolism--a yeast based model.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences20090131

Title: Asymmetric reduction of prochiral ketones to chiral alcohols catalyzed by plants tissue.

Journal: Journal of industrial microbiology & biotechnology20080901

Title: Improvement of natural isolates of Saccharomyces cerevisiae strains for synthesis of a chiral building block using classic genetics.

Journal: Applied microbiology and biotechnology20080301

Title: (Z)-Ethyl 4-chloro-2-[(4-chloro-phen-yl)hydrazono]-3-oxobutanoate.

Journal: Acta crystallographica. Section E, Structure reports online20080201

Title: Whole-cell bioreduction of aromatic alpha-keto esters using Candida tenuis xylose reductase and Candida boidinii formate dehydrogenase co-expressed in Escherichia coli.

Journal: Microbial cell factories20080101

Title: Engineering the phenylacetaldehyde reductase mutant for improved substrate conversion in the presence of concentrated 2-propanol.

Journal: Applied microbiology and biotechnology20071201

Title: Bioconversion of ethyl 4-chloro-3-oxobutanoate by permeabilized fresh brewer's yeast cells in the presence of allyl bromide.

Journal: Journal of industrial microbiology & biotechnology20070201

Title: Construction of a two-strain system for asymmetric reduction of ethyl 4-chloro-3-oxobutanoate to (S)-4-chloro-3-hydroxybutanoate ethyl ester.

Journal: Applied microbiology and biotechnology20060301

Title: X-ray structures of NADPH-dependent carbonyl reductase from Sporobolomyces salmonicolor provide insights into stereoselective reductions of carbonyl compounds.

Journal: Journal of molecular biology20050923

Title: Comparison of (+)- and (-)-hemipalmitoylcarnitinium as inhibitors of hepatic mitochondrial carnitine palmitoyltransferases in diabetic rats.

Journal: Medicinal chemistry (Shariqah (United Arab Emirates))20050901

Title: Robust NADH-regenerator: improved alpha-haloketone-resistant formate dehydrogenase.

Journal: Applied microbiology and biotechnology20050401

Title: Asymmetric reduction of ethyl 4-chloro-3-oxobutanoate to ethyl (R)-4-chloro-3-hydroxybutanoate with two co-existing, recombinant Escherichia coli strains.

Journal: Biotechnology letters20050101

Title: Efficient production of recombinant aldehyde reductase and its application for asymmetric reduction of ethyl 4-chloro-3-oxobutanoate to ethyl (R)-4-chloro-3-hydroxybutanoate.

Journal: Preparative biochemistry & biotechnology20050101

Title: A novel NADH-dependent carbonyl reductase from Kluyveromyces aestuarii and comparison of NADH-regeneration system for the synthesis of ethyl (S)-4-chloro-3-hydroxybutanoate.

Journal: Bioscience, biotechnology, and biochemistry20040301

Title: Fungal aerobic reductive dechlorination of ethyl 2-chloroacetoacetate by Saccharomyces cerevisiae: mechanism of a novel type of microbial dehalogenation.

Journal: Chembiochem : a European journal of chemical biology20040103

Title: Purification and characterization of an alpha-haloketone-resistant formate dehydrogenase from Thiobacillus sp. strain KNK65MA, and cloning of the gene.

Journal: Bioscience, biotechnology, and biochemistry20031001

Title: Purification and properties of a carbonyl reductase involved in stereoselective reduction of ethyl 4-chloro-3-oxobutanoate from Cylindrocarpon sclerotigenum IFO 31855.

Journal: Bioscience, biotechnology, and biochemistry20030601

Title: Synthesis of ethyl ( S)-4-chloro-3-hydroxybutanoate using fabG-homologues.

Journal: Applied microbiology and biotechnology20030401

Title: Applying the Taguchi robust design to the optimization of the asymmetric reduction of ethyl 4-chloro acetoacetate by bakers' yeast.

Journal: Journal of biotechnology20030213

Title: Applying slow-release biocatalysis to the asymmetric reduction of ethyl 4-chloroacetoacetate.

Journal: Biotechnology letters20030101

Title: Purification and properties of a carbonyl reductase useful for production of ethyl (S)-4-chloro-3-hydroxybutanoate from Kluyveromyces lactis.

Journal: Bioscience, biotechnology, and biochemistry20020801

Title: Chiral alcohol production by NADH-dependent phenylacetaldehyde reductase coupled with in situ regeneration of NADH.

Journal: European journal of biochemistry20020501

Title: Synthesis of ethyl (R)-4-chloro-3-hydroxybutanoate with recombinant Escherichia coli cells expressing (S)-specific secondary alcohol dehydrogenase.

Journal: Bioscience, biotechnology, and biochemistry20020201

Title: Design of the pH profile for asymmetric bioreduction of ethyl 4-chloro-3-oxobutyrate on the basis of a data-driven method.

Journal: Biotechnology progress20020101

Title: Stereoselective reduction of ethyl 4-chloro-3-oxobutanoate by fungi.

Journal: Bioscience, biotechnology, and biochemistry20010701

Title: Synthesis of optically pure ethyl (S)-4-chloro-3-hydroxybutanoate by Escherichia coli transformant cells coexpressing the carbonyl reductase and glucose dehydrogenase genes.

Journal: Applied microbiology and biotechnology20010501

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