762-21-0,MFCD00009186
Catalog No.:AA0034NA

762-21-0 | Diethyl acetylenedicarboxylate

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1g
98%(GC)
in stock  
$24.00   $17.00
- +
5g
98%
in stock  
$27.00   $19.00
- +
25g
98%
in stock  
$43.00   $30.00
- +
100g
98%
in stock  
$120.00   $84.00
- +
500g
98%
in stock  
$543.00 $380.00
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA0034NA
Chemical Name:
Diethyl acetylenedicarboxylate
CAS Number:
762-21-0
Molecular Formula:
C8H10O4
Molecular Weight:
170.1626
MDL Number:
MFCD00009186
SMILES:
CCOC(=O)C#CC(=O)OCC
Properties
Properties
 
BP:
107-110°C at 760 mmHg  
Form:
Liquid  
MP:
1-3 °C  
Refractive Index:
n20/D 1.443(lit.)  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
208  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
0  
Isotope Atom Count:
0  
Rotatable Bond Count:
4  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
1.5  

Literature

Title: rac-Diethyl 5-oxo-2-[(2,4,4-trimethyl-pentan-2-yl)amino]-4,5-dihydro-pyrano[3,2-c]chromene-3,4-dicarboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online 20120101

Title: Effects of 5-chloro-2-methyl-4-isothiazolin-3-one and other candidate biodiesel biocides on rat alveolar macrophages and NR8383 cells.

Journal: Archives of toxicology 20111101

Title: Enhanced toxicity of the protein cross-linkers divinyl sulfone and diethyl acetylenedicarboxylate in comparison to related monofunctional electrophiles.

Journal: Chemical research in toxicology 20110919

Title: Synthesis of 3,4-dihydropyridin-2(1H)-ones and 3,4-dihydro-2H-pyrans via Four-component reactions of aromatic aldehydes, cyclic 1,3-carbonyls, arylamines, and dimethyl acetylenedicarboxylate.

Journal: ACS combinatorial science 20110711

Title: Diethyl 4,5-diphenyl-3,6-bis-(trimethyl-sil-yl)benzene-1,2-dicarboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online 20110701

Title: Unprecedented noncatalyzed anti-carbozincation of diethyl acetylenedicarboxylate through alkylzinc group radical transfer.

Journal: Organic letters 20110401

Title: Structure-activity comparison of the cytotoxic properties of diethyl maleate and related molecules: identification of diethyl acetylenedicarboxylate as a thiol cross-linking agent.

Journal: Chemical research in toxicology 20110114

Title: Multicomponent reaction of imidazo[1,5-a]pyridine carbenes with aldehydes and dimethyl acetylenedicarboxylate or allenoates: a straightforward approach to fully substituted furans.

Journal: The Journal of organic chemistry 20101001

Title: Multicomponent reactions of dimethyl methoxymalonate and dialkyl acetylenedicarboxylate in the presence of N-nucleophiles: one-pot synthesis of 2H-pyridinyl-2-butenedioates in water.

Journal: Molecular diversity 20100801

Title: Novel cellulose-based polyelectrolytes synthesized via the click reaction.

Journal: Carbohydrate research 20100527

Title: Probing substituent effects in aryl-aryl interactions using stereoselective Diels-Alder cycloadditions.

Journal: Journal of the American Chemical Society 20100317

Title: Diels-Alder reactivity of polycyclic aromatic hydrocarbon bay regions: implications for metal-free growth of single-chirality carbon nanotubes.

Journal: Journal of the American Chemical Society 20091111

Title: The [3 + 2] cycloaddition reaction of thiazole carbene-derived C-C-Se 1,3-dipoles: a concise and highly efficient strategy for the construction of multifunctional dihydroselenophenes and selenopheno[2,3-b]pyrazines.

Journal: Organic & biomolecular chemistry 20090821

Title: An efficient synthesis of substituted 2-iminothiazolidin-4-one and thiadiazoloquinazolinone derivatives.

Journal: Molecular diversity 20090801

Title: Synthesis and antinociceptive activity of pyrazolyl isoxazolines and pyrazolyl isoxazoles.

Journal: Bioorganic & medicinal chemistry letters 20090701

Title: Synthesis of the anti-virus compound shuangkangsu's analogs.

Journal: Journal of Asian natural products research 20090701

Title: Copper-catalyzed domino rearrangement/dehydrogenation oxidation/carbene oxidation for one-pot regiospecific synthesis of highly functionalized polysubstituted furans.

Journal: Organic letters 20090507

Title: Diethyl 3H-naphtho[2,1-b]pyran-2,3-dicarboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online 20090401

Title: Tandem electrophilic cyclization-[3+2] cycloaddition-rearrangement reactions of 2-alkynylbenzaldoxime, DMAD, and Br2.

Journal: The Journal of organic chemistry 20090116

Title: Intermolecular sequential [4 + 2]-cycloaddition-aromatization reaction of aryl-substituted allenes with DMAD affording phenanthrene and naphthalene derivatives.

Journal: Organic & biomolecular chemistry 20081007

Title: Photooxygenation of 5-dialkylamino-4-pyrrolin-3-ones. Synthesis of highly functionalized ureas, 2-oxazolidinones, and 2-oxazolinones.

Journal: The Journal of organic chemistry 20080905

Title: Mechanistic twist of the [8+2] cycloadditions of dienylisobenzofurans and dimethyl acetylenedicarboxylate: stepwise [8+2] versus [4+2]/[1,5]-vinyl shift mechanisms revealed through a theoretical and experimental study.

Journal: Journal of the American Chemical Society 20070905

Title: Microwave assisted condensation reactions of 2-aryl hydrazonopropanals with nucleophilic reagents and dimethyl acetylenedicarboxylate.

Journal: Molecules (Basel, Switzerland) 20070824

Title: A highly efficient cycloaddition of vinylarenes with electron-deficient alkynes affording 1,2-disubstituted-3,4-dihydronaphthalenes catalysed by N,N-dimethylformamide dimethyl acetal.

Journal: Organic & biomolecular chemistry 20070621

Title: Novel multicomponent reaction of [60]fullerene: the first example of 1,4-dipolar cycloaddition reaction in fullerene chemistry.

Journal: Organic & biomolecular chemistry 20061121

Title: A one-pot entry to a novel 3-H-benzo[d]pyrazolo[1,5-b]isothiazole ring system.

Journal: Molecular diversity 20060501

Title: Reaction of dimethoxycarbene-DMAD zwitterion with 1,2-diones and anhydrides: a novel synthesis of highly substituted dihydrofurans and spirodihydrofurans.

Journal: The Journal of organic chemistry 20060317

Title: Three-component reaction between triphenylphosphine, dialkyl acetylenedicarboxylates and urea or N-methylurea.

Journal: Molecular diversity 20060201

Title: Facile synthesis of highly substituted 3-aminofurans from thiazolium salts, aldehydes, and dimethyl acetylenedicarboxylate.

Journal: The Journal of organic chemistry 20051028

Title: Engaging the pyridine-DMAD zwitterion in a novel strategy for the selective synthesis of highly substituted benzene and cyclopentenedione derivatives.

Journal: Organic letters 20051013

Title: Addition products of a P(III)-isothiocyanate to dialkyl acetylenedicarboxylates: a spirocyclic phosphinimine and a triphosphorus heterocycle with tetra- and penta-coordinate phosphorus.

Journal: Dalton transactions (Cambridge, England : 2003) 20050521

Title: Synthesis and biological evaluation of himanimide C and unnatural analogues.

Journal: Organic letters 20050217

Title: Metal-metal bonded homo- and heterobimetallic compounds of Pt(I) and Pd(I) supported by a bridging-N,P:N',P' moiety of a potentially hexadentate ligand.

Journal: Inorganic chemistry 20040628

Title: Highly chemo- and regioselective intermolecular cyclotrimerization of alkynes catalyzed by cationic rhodium(I)/modified BINAP complexes.

Journal: Organic letters 20031127

Title: The surprising nucleophilic addition of aminochlorocarbenes to diethyl acetylenedicarboxylate and to oxalyl chloride: quinolines and benzo[1,4]diazepines from N-alkylformanilides and oxalyl chloride in the presence of Hünig's base.

Journal: Organic & biomolecular chemistry 20031021

Title: Unusual coupling reactions of aldehydes and alkynes: a novel preparation of substituted phthalic acid derivatives by automated synthesis.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20030523

Title: Synthesis, chemistry, and dynamic NMR study of new atropisomeric 4-dialkylamino-5-chloro-1,2-dithiole-3-thiones.

Journal: Organic letters 20030320

Title: The importance of chromatographic separation in LC/MS/MS quantitation of drugs in biological fluids: detection, characterization, and synthesis of a previously unknown low-level nitrone metabolite of a substance P antagonist.

Journal: Analytical chemistry 20030201

Title: The unique nucleophilic reactivity of arylaminochlorocarbenes.

Journal: Chemical communications (Cambridge, England) 20030107

Title: Synthesis and biological activities of (Z) and (E) alpha-ethenyl acyclonucleosides.

Journal: Nucleosides, nucleotides & nucleic acids 20010801

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:762-21-0 Molecular Formula|762-21-0 MDL|762-21-0 SMILES|762-21-0 Diethyl acetylenedicarboxylate
Catalog No.: AA0034NA
762-21-0,MFCD00009186
762-21-0 | Diethyl acetylenedicarboxylate
Pack Size: 1g
Purity: 98%(GC)
in stock
$24.00 $17.00
Pack Size: 5g
Purity: 98%
in stock
$27.00 $19.00
Pack Size: 25g
Purity: 98%
in stock
$43.00 $30.00
Pack Size: 100g
Purity: 98%
in stock
$120.00 $84.00
Pack Size: 500g
Purity: 98%
in stock
$543.00 $380.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA0034NA
Chemical Name: Diethyl acetylenedicarboxylate
CAS Number: 762-21-0
Molecular Formula: C8H10O4
Molecular Weight: 170.1626
MDL Number: MFCD00009186
SMILES: CCOC(=O)C#CC(=O)OCC
Properties
BP: 107-110°C at 760 mmHg  
Form: Liquid  
MP: 1-3 °C  
Refractive Index: n20/D 1.443(lit.)  
Storage: Keep in dry area;Room Temperature;  
Complexity: 208  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 12  
Hydrogen Bond Acceptor Count: 4  
Hydrogen Bond Donor Count: 0  
Isotope Atom Count: 0  
Rotatable Bond Count: 4  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 1.5  
Literature fold

Title: rac-Diethyl 5-oxo-2-[(2,4,4-trimethyl-pentan-2-yl)amino]-4,5-dihydro-pyrano[3,2-c]chromene-3,4-dicarboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online20120101

Title: Effects of 5-chloro-2-methyl-4-isothiazolin-3-one and other candidate biodiesel biocides on rat alveolar macrophages and NR8383 cells.

Journal: Archives of toxicology20111101

Title: Enhanced toxicity of the protein cross-linkers divinyl sulfone and diethyl acetylenedicarboxylate in comparison to related monofunctional electrophiles.

Journal: Chemical research in toxicology20110919

Title: Synthesis of 3,4-dihydropyridin-2(1H)-ones and 3,4-dihydro-2H-pyrans via Four-component reactions of aromatic aldehydes, cyclic 1,3-carbonyls, arylamines, and dimethyl acetylenedicarboxylate.

Journal: ACS combinatorial science20110711

Title: Diethyl 4,5-diphenyl-3,6-bis-(trimethyl-sil-yl)benzene-1,2-dicarboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online20110701

Title: Unprecedented noncatalyzed anti-carbozincation of diethyl acetylenedicarboxylate through alkylzinc group radical transfer.

Journal: Organic letters20110401

Title: Structure-activity comparison of the cytotoxic properties of diethyl maleate and related molecules: identification of diethyl acetylenedicarboxylate as a thiol cross-linking agent.

Journal: Chemical research in toxicology20110114

Title: Multicomponent reaction of imidazo[1,5-a]pyridine carbenes with aldehydes and dimethyl acetylenedicarboxylate or allenoates: a straightforward approach to fully substituted furans.

Journal: The Journal of organic chemistry20101001

Title: Multicomponent reactions of dimethyl methoxymalonate and dialkyl acetylenedicarboxylate in the presence of N-nucleophiles: one-pot synthesis of 2H-pyridinyl-2-butenedioates in water.

Journal: Molecular diversity20100801

Title: Novel cellulose-based polyelectrolytes synthesized via the click reaction.

Journal: Carbohydrate research20100527

Title: Probing substituent effects in aryl-aryl interactions using stereoselective Diels-Alder cycloadditions.

Journal: Journal of the American Chemical Society20100317

Title: Diels-Alder reactivity of polycyclic aromatic hydrocarbon bay regions: implications for metal-free growth of single-chirality carbon nanotubes.

Journal: Journal of the American Chemical Society20091111

Title: The [3 + 2] cycloaddition reaction of thiazole carbene-derived C-C-Se 1,3-dipoles: a concise and highly efficient strategy for the construction of multifunctional dihydroselenophenes and selenopheno[2,3-b]pyrazines.

Journal: Organic & biomolecular chemistry20090821

Title: An efficient synthesis of substituted 2-iminothiazolidin-4-one and thiadiazoloquinazolinone derivatives.

Journal: Molecular diversity20090801

Title: Synthesis and antinociceptive activity of pyrazolyl isoxazolines and pyrazolyl isoxazoles.

Journal: Bioorganic & medicinal chemistry letters20090701

Title: Synthesis of the anti-virus compound shuangkangsu's analogs.

Journal: Journal of Asian natural products research20090701

Title: Copper-catalyzed domino rearrangement/dehydrogenation oxidation/carbene oxidation for one-pot regiospecific synthesis of highly functionalized polysubstituted furans.

Journal: Organic letters20090507

Title: Diethyl 3H-naphtho[2,1-b]pyran-2,3-dicarboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online20090401

Title: Tandem electrophilic cyclization-[3+2] cycloaddition-rearrangement reactions of 2-alkynylbenzaldoxime, DMAD, and Br2.

Journal: The Journal of organic chemistry20090116

Title: Intermolecular sequential [4 + 2]-cycloaddition-aromatization reaction of aryl-substituted allenes with DMAD affording phenanthrene and naphthalene derivatives.

Journal: Organic & biomolecular chemistry20081007

Title: Photooxygenation of 5-dialkylamino-4-pyrrolin-3-ones. Synthesis of highly functionalized ureas, 2-oxazolidinones, and 2-oxazolinones.

Journal: The Journal of organic chemistry20080905

Title: Mechanistic twist of the [8+2] cycloadditions of dienylisobenzofurans and dimethyl acetylenedicarboxylate: stepwise [8+2] versus [4+2]/[1,5]-vinyl shift mechanisms revealed through a theoretical and experimental study.

Journal: Journal of the American Chemical Society20070905

Title: Microwave assisted condensation reactions of 2-aryl hydrazonopropanals with nucleophilic reagents and dimethyl acetylenedicarboxylate.

Journal: Molecules (Basel, Switzerland)20070824

Title: A highly efficient cycloaddition of vinylarenes with electron-deficient alkynes affording 1,2-disubstituted-3,4-dihydronaphthalenes catalysed by N,N-dimethylformamide dimethyl acetal.

Journal: Organic & biomolecular chemistry20070621

Title: Novel multicomponent reaction of [60]fullerene: the first example of 1,4-dipolar cycloaddition reaction in fullerene chemistry.

Journal: Organic & biomolecular chemistry20061121

Title: A one-pot entry to a novel 3-H-benzo[d]pyrazolo[1,5-b]isothiazole ring system.

Journal: Molecular diversity20060501

Title: Reaction of dimethoxycarbene-DMAD zwitterion with 1,2-diones and anhydrides: a novel synthesis of highly substituted dihydrofurans and spirodihydrofurans.

Journal: The Journal of organic chemistry20060317

Title: Three-component reaction between triphenylphosphine, dialkyl acetylenedicarboxylates and urea or N-methylurea.

Journal: Molecular diversity20060201

Title: Facile synthesis of highly substituted 3-aminofurans from thiazolium salts, aldehydes, and dimethyl acetylenedicarboxylate.

Journal: The Journal of organic chemistry20051028

Title: Engaging the pyridine-DMAD zwitterion in a novel strategy for the selective synthesis of highly substituted benzene and cyclopentenedione derivatives.

Journal: Organic letters20051013

Title: Addition products of a P(III)-isothiocyanate to dialkyl acetylenedicarboxylates: a spirocyclic phosphinimine and a triphosphorus heterocycle with tetra- and penta-coordinate phosphorus.

Journal: Dalton transactions (Cambridge, England : 2003)20050521

Title: Synthesis and biological evaluation of himanimide C and unnatural analogues.

Journal: Organic letters20050217

Title: Metal-metal bonded homo- and heterobimetallic compounds of Pt(I) and Pd(I) supported by a bridging-N,P:N',P' moiety of a potentially hexadentate ligand.

Journal: Inorganic chemistry20040628

Title: Highly chemo- and regioselective intermolecular cyclotrimerization of alkynes catalyzed by cationic rhodium(I)/modified BINAP complexes.

Journal: Organic letters20031127

Title: The surprising nucleophilic addition of aminochlorocarbenes to diethyl acetylenedicarboxylate and to oxalyl chloride: quinolines and benzo[1,4]diazepines from N-alkylformanilides and oxalyl chloride in the presence of Hünig's base.

Journal: Organic & biomolecular chemistry20031021

Title: Unusual coupling reactions of aldehydes and alkynes: a novel preparation of substituted phthalic acid derivatives by automated synthesis.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany)20030523

Title: Synthesis, chemistry, and dynamic NMR study of new atropisomeric 4-dialkylamino-5-chloro-1,2-dithiole-3-thiones.

Journal: Organic letters20030320

Title: The importance of chromatographic separation in LC/MS/MS quantitation of drugs in biological fluids: detection, characterization, and synthesis of a previously unknown low-level nitrone metabolite of a substance P antagonist.

Journal: Analytical chemistry20030201

Title: The unique nucleophilic reactivity of arylaminochlorocarbenes.

Journal: Chemical communications (Cambridge, England)20030107

Title: Synthesis and biological activities of (Z) and (E) alpha-ethenyl acyclonucleosides.

Journal: Nucleosides, nucleotides & nucleic acids20010801

Building Blocks More >
81-13-0
81-13-0
(2R)-2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide
AA0034QD | MFCD00065006
1474-78-8
1474-78-8
Ethyl diethoxyphosphinylformate
AA0034TC | MFCD00009108
108-55-4
108-55-4
Glutaric anhydride
AA0034W2 | MFCD00006679
26776-13-6
26776-13-6
1,3-Benzenedicarboxylic acid, homopolymer
AA01X3YQ | MFCD00002516
3663-79-4
3663-79-4
Methyl 1,4-benzodioxan-2-carboxylate
AA00352I | MFCD00297092
5202-89-1
5202-89-1
Methyl 2-amino-5-chlorobenzoate
AA003558 | MFCD00007837
691-24-7
691-24-7
N,N-di-tert-butylcarbodiimide
AA003584 | MFCD00010231
7385-67-3
7385-67-3
Nile red
AA0035BA | MFCD00011639
24388-23-6
24388-23-6
Phenylboronic acid, pinacol ester
AA0035ED | MFCD00966985
107760-17-8
107760-17-8
Pyrrole
AA01X44S | MFCD00005216
Submit
© 2017 AA BLOCKS, INC. All rights reserved.