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100-79-8,MFCD00063238
Catalog No.:AA007X71

100-79-8 | Solketal

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25g
99%(contains isomer)
in stock  
$16.00   $11.00
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100g
99%(contains isomer)
in stock  
$26.00   $18.00
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500g
99%(contains isomer)
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA007X71
Chemical Name:
Solketal
CAS Number:
100-79-8
Molecular Formula:
C6H12O3
Molecular Weight:
132.1577
MDL Number:
MFCD00063238
SMILES:
OCC(C(=C(C)C)O)O
NSC Number:
59720
Properties
Computed Properties
 
Complexity:
101  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
1  
Undefined Atom Stereocenter Count:
1  
XLogP3:
-0.2  

Upstream Synthesis Route

[1]TetrahedronLetters,1989,vol.30,#39,p.5319-5322

[1]ACSCatalysis,2018,vol.8,#7,p.6738-6744

[2]Patent:JP2005/75784,2005,A,.Locationinpatent:Page/Pagecolumn16-17;22

[3]AngewandteChemie-InternationalEdition,2009,vol.48,#3,p.559-563

[4]Patent:WO2016/44770,2016,A1,.Locationinpatent:Page/Pagecolumn711

[5]Patent:EP3342768,2018,A1,.Locationinpatent:Paragraph0123

[6]HelveticaChimicaActa,1935,vol.18,p.598,599

[7]JournaloftheAmericanChemicalSociety,1967,vol.89,p.3568,3569-3571

[8]Chem.Penicillin,<Princeton1949>,S.688,840,

[9]ChemicalCommunications,1998,#21,p.2361-2362

[10]Patent:WO2004/22530,2004,A1,.Locationinpatent:Page33,36

[11]OrganicProcessResearchandDevelopment,2004,vol.8,#6,p.931-938

[1]Macromolecules,2010,vol.43,#13,p.5582-5588

[2]InorganicaChimicaActa,2016,vol.452,p.159-169

[3]Tetrahedron,1996,vol.52,#18,p.6437-6452

[4]Patent:US4927941,1990,A,

[5]Patent:US4977273,1990,A,

[1]Patent:US2009/270469,2009,A1,.Locationinpatent:Page/Pagecolumn29-30

Literature

Title: One-pot synthesis of trichloromethyl carbinols from primary alcohols.

Journal: The Journal of organic chemistry 20120518

Title: Enhancement of the enantioselectivity of carboxylesterase A by structure-based mutagenesis.

Journal: Journal of biotechnology 20120331

Title: Synthesis and application of highly reactive amino linkers for functional oligonucleotides.

Journal: Current protocols in nucleic acid chemistry 20120301

Title: New frontier in hypericin-mediated diagnosis of cancer with current optical technologies.

Journal: Annals of biomedical engineering 20120201

Title: Evaluation of 14 organic solvents and carriers for screening applications in zebrafish embryos and larvae.

Journal: PloS one 20120101

Title: Membrane plasmalogen composition and cellular cholesterol regulation: a structure activity study.

Journal: Lipids in health and disease 20100101

Title: 2,3-O-Isopropyl-idene-1-O-p-tolyl-sulfonylglycerol.

Journal: Acta crystallographica. Section E, Structure reports online 20090601

Title: (2,2-Dimethyl-1,3-dioxolan-4-yl)methyl 3-carboxy-propanoate.

Journal: Acta crystallographica. Section E, Structure reports online 20090601

Title: A genetic selection system for evolving enantioselectivity of enzymes.

Journal: Chemical communications (Cambridge, England) 20081121

Title: Photocytotoxicity of mTHPC (temoporfin) loaded polymeric micelles mediated by lipase catalyzed degradation.

Journal: Pharmaceutical research 20080901

Title: A novel genetic selection system for improved enantioselectivity of Bacillus subtilis lipase A.

Journal: Chembiochem : a European journal of chemical biology 20080505

Title: Purification and characterization of the enantioselective esterase from Kluyveromyces marxianus CBS 1553.

Journal: Journal of biotechnology 20080101

Title: Peripheral and axial substitution of phthalocyanines with solketal groups: synthesis and in vitro evaluation for photodynamic therapy.

Journal: Journal of medicinal chemistry 20070405

Title: Cardiovascular effects of selected water-miscible solvents for pharmaceutical injections and embolization materials: a comparative hemodynamic study using a sheep model.

Journal: PDA journal of pharmaceutical science and technology 20070101

Title: Fourier transform near-infrared vibrational circular dichroism used for on-line monitoring the epimerization of 2,2-dimethyl-1,3-dioxolane-4-methanol: A pseudo racemization reaction.

Journal: Chirality 20061101

Title: Organic solvents as vehicles for precipitating liquid embolics: a comparative angiotoxicity study with superselective injections of swine rete mirabile.

Journal: AJNR. American journal of neuroradiology 20061001

Title: Practical enantiospecific syntheses of lysobisphosphatidic acid and its analogues.

Journal: The Journal of organic chemistry 20060203

Title: Synthesis of acyclic analogs of adenosine.

Journal: Current protocols in nucleic acid chemistry 20051001

Title: Racemic and optically active 2-methoxy-4-oxatetradecanoic acids: novel synthetic fatty acids with selective antifungal properties.

Journal: Chemistry and physics of lipids 20050701

Title: Enhancement of enzyme activity and enantioselectivity by cyclopentyl methyl ether in the transesterification catalyzed by Pseudomonas cepacia lipase co-lyophilized with cyclodextrins.

Journal: Biotechnology letters 20050301

Title: Newly isolated Streptomyces spp. as enantioselective biocatalysts: hydrolysis of 1,2-O-isopropylidene glycerol racemic esters.

Journal: Journal of applied microbiology 20050101

Title: Extension of fourier transform vibrational circular dichroism into the near-infrared region: continuous spectral coverage from 800 to 10 000 cm(-1).

Journal: Applied spectroscopy 20040901

Title: Stereochemistry of a diastereoisomeric amphiphile and the species of the lipase influence enzyme activity in the transesterification catalyzed by a lipase-co-lyophilizate with the amphiphile in organic media.

Journal: Biotechnology letters 20031101

Title: Deuterium isotope effect on enantioselectivity in the Comamonas testosteroni quinohemoprotein alcohol dehydrogenase-catalyzed kinetic resolution of rac-2,2-dimethyl-4-hydroxymethyl-1,3-dioxolane, solketal.

Journal: Biochimica et biophysica acta 20030411

Title: Novel trifluoromethyl ketones as potent gastric lipase inhibitors.

Journal: Chembiochem : a European journal of chemical biology 20030103

Title: Enhanced enzyme activity and enantioselectivity of lipases in organic solvents by crown ethers and cyclodextrins.

Journal: Journal of bioscience and bioengineering 20030101

Title: Facile synthesis of plasmalogens via Barbier-type reactions of vinyl dioxanes and vinyl dioxolanes with alkyl halides in LiDBB solution.

Journal: The Journal of organic chemistry 20020906

Title: In vitro toxicities of experimental jet fuel system ice-inhibiting agents.

Journal: The Science of the total environment 20010702

Title: Comparative hemolytic activity of undiluted organic water-miscible solvents for intravenous and intra-arterial injection.

Journal: PDA journal of pharmaceutical science and technology 20010101

Title: 2-Hydroxymethyl-1,4-dioxane: synthesis, resolution and determination of the absolute configurations of the enantiomers.

Journal: Enantiomer 20010101

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