| Weight | 142.11 g/mol |
|---|---|
| Formula | C6H6O4 |
| Hydrogen Acceptors | 4 |
| Hydrogen Donors | 0 |
| Aromatic Rings | 0 |
| Rotatable Bonds | 0 |
Dimethyl acetylenedicarboxylate (762-42-5)
diethyl acetylenedicarboxylate · acetylenedicarboxylic acid dimethyl ester
Score:
#6403 in Chemistry
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- ChemInform Abstract: A Novel [3 + 2] Cycloaddition Approach to Nitrogen Heterocycles via Phosphine-Catalyzed Reactions of 2,3-Butadienoates or 2-Butynoates and Dimethyl Acetylenedicarboxylate with Imines: A Convenient Synthesis of Pentabromopseudilin (VII). (Journal of Organic Chemistry, 1998)
- Selective Palladium-Catalyzed Cocyclotrimerization of Arynes with Dimethyl Acetylenedicarboxylate: A Versatile Method for the Synthesis of Polycyclic Aromatic Hydrocarbons (Journal of Organic Chemistry, 2000)
- The Formation of Cycl[3.2.2]azine Derivatives via the Reaction of Pyrrocoline with Dimethyl Acetylenedicarboxylate (Journal of the American Chemical Society, 1961)
- Free-radical additions of diselenides to dimethyl acetylenedicarboxylate, methyl propiolate, and dimethyl maleate (Journal of Organic Chemistry, 1988)
- 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 (ACS Combinatorial Science, 2011)
- The reaction of cyclohexyl isocyanide and dimethyl acetylenedicarboxylate with o- and p-quinones: a novel synthesis of iminolactones (Tetrahedron Letters, 2000)
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Predict GHS Hazards for Any Chemical in silico.
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - diethyl acetylenedicarboxylate
- acetylenedicarboxylic acid dimethyl ester
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SMILESCOC(=O)C#CC(=O)OC
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InChIKeyVHILMKFSCRWWIJ-UHFFFAOYSA-N
- Pubchem - Dimethyl acetylenedicarboxylate
- Wikipedia - dimethyl acetylenedicarboxylate
Dimethyl acetylenedicarboxylate (DMAD) is an organic compound with the formula CH3O2CC2CO2CH3. It is a di-ester in which the ester groups are conjugated with a C-C triple bond. As such, the molecule is highly electrophilic, and is widely employed as a dienophile in cycloaddition reactions, such as the Diels-Alder reaction.
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METHYL PROPIOLATE
(Sonogashira)
Similar Compounds
methyl 4-hydroxybut-2-ynoate
(31555-05-2)
3 alternate names
3 suppliers
Diethyl acetylenedicarboxylate
(762-21-0)
3 alternate names
3 suppliers
Methyl 2-butynoate
(23326-27-4)
3 alternate names
3 suppliers
Ethyl 2-butynoate
(4341-76-8)
3 alternate names
3 suppliers
di-tert-Butyl acetylenedicarboxylate
(66086-33-7)
3 alternate names
3 suppliers
METHYL PROPIOLATE
(922-67-8)
3 alternate names
3 suppliers
2-Butynoic acid
(590-93-2)
3 alternate names
3 suppliers
Methyl 2-octynoate
(111-12-6)
3 alternate names
3 suppliers
Ethyl propiolate
(623-47-2)
3 alternate names
3 suppliers
methyl 3-bromopropiolate
(23680-40-2)
3 alternate names
3 suppliers
Ethyl 2-nonynoate
(10031-92-2)
3 alternate names
3 suppliers
2-PENTYNOIC ACID
(5963-77-9)
3 alternate names
3 suppliers
Propargyl acetate
(627-09-8)
3 alternate names
3 suppliers
PROPIOLIC ACID
(471-25-0)
3 alternate names
3 safety hazards
3 suppliers
1606-85-5
(1606-85-5, 32167-31-0)
3 alternate names
3 suppliers
2-Hexynoic acid
(764-33-0)
3 alternate names
3 suppliers
tert-Butyl propiolate
(13831-03-3)
3 alternate names
3 suppliers
METHYL ACETATE
(79-20-9)
3 alternate names
3 safety hazards
3 suppliers
METHYL (TRIMETHYLSILYL)PROPIOLATE
(42201-71-8)
3 alternate names
3 suppliers
Methyl glycolate
(96-35-5)
3 alternate names
3 suppliers
3-cyclopropylprop-2-ynoic acid
(7358-93-2)
3 alternate names
3 suppliers
ETHYL ACETATE
(141-78-6)
3 alternate names
3 safety hazards
3 suppliers
Ethyl 3-(trimethylsilyl)propiolate
(16205-84-8)
3 alternate names
3 suppliers
Methyl methoxyacetate
(6290-49-9)
3 alternate names
3 suppliers
Methyl bromoacetate
(96-32-2)
3 alternate names
3 suppliers
METHYL THIOGLYCOLATE
(2365-48-2)
3 alternate names
3 suppliers
Vinyl Acetate
(108-05-4, 85306-26-9)
3 alternate names
5 safety hazards
3 suppliers
Acetic anhydride-d6
(16649-49-3)
3 alternate names
3 suppliers
Ethyl glycolate
(623-50-7)
3 alternate names
3 suppliers
Dimethyl oxalate
(553-90-2)
3 alternate names
3 suppliers
METHYL ACRYLATE
(96-33-3)
3 alternate names
7 safety hazards
3 suppliers
Methyl propargyl ether
(627-41-8)
3 alternate names
3 suppliers
2-Butyne-1,4-diol
(110-65-6)
3 alternate names
6 safety hazards
3 suppliers
METHYL CHLOROACETATE
(96-34-4)
3 alternate names
7 safety hazards
3 suppliers
Glycine methyl ester hydrochloride
(5680-79-5)
3 alternate names
3 suppliers
Methyl cyanoformate
(17640-15-2)
3 alternate names
3 suppliers
METHYL ISOBUTYRATE
(26161-42-2, 547-63-7)
3 alternate names
3 suppliers
Ethyl glyoxalate
(924-44-7)
3 alternate names
3 suppliers
2-Hydroxyethyl acetate
(65071-98-9, 51901-33-8, 542-59-6)
3 alternate names
3 suppliers
Methyl 3-oxopropanoate
(63857-17-0)
3 alternate names
3 suppliers
Methyl (methylthio)acetate
(16630-66-3)
3 alternate names
3 suppliers
ISOPROPYL ACETATE
(108-21-4)
3 alternate names
3 safety hazards
3 suppliers
Dimethyl diglycolate
(7040-23-5)
3 alternate names
3 suppliers
Ethyl thioglycolate
(623-51-8)
3 alternate names
3 suppliers
5781-53-3
(5781-53-3)
3 alternate names
3 suppliers
Allyl acetate
(591-87-7)
3 alternate names
3 safety hazards
3 suppliers
2-BROMOETHYL ACETATE
(927-68-4)
3 alternate names
3 suppliers
Methyl pivalate
(598-98-1)
3 alternate names
3 suppliers
Ethyl bromoacetate
(105-36-2)
3 alternate names
3 safety hazards
3 suppliers
3-(prop-2-yn-1-yloxy)propanoic acid
(55683-37-9)
3 alternate names
3 suppliers
Ethyl methoxyacetate
(3938-96-3)
3 alternate names
2 safety hazards
3 suppliers
1-Chloroethyl acetate
(5912-58-3)
3 alternate names
3 suppliers
METHYL PYRUVATE
(600-22-6)
3 alternate names
3 suppliers
Propargyl ether
(6921-27-3)
3 alternate names
3 suppliers
2-Ethoxyethyl acetate
(111-15-9)
3 alternate names
5 safety hazards
3 suppliers
2-Methoxyethyl acetate
(32718-56-2, 110-49-6)
3 alternate names
5 safety hazards
3 suppliers
Methyl (ethylthio)acetate
(20600-64-0)
3 alternate names
3 suppliers
Ethyl Acrylate
(140-88-5, 9003-32-1)
3 alternate names
7 safety hazards
3 suppliers
Methyl 3-hydroxypropanoate
(6149-41-3)
3 alternate names
3 suppliers
ETHYL PROPIONATE
(105-37-3)
3 alternate names
2 safety hazards
3 suppliers
METHYL DICHLOROACETATE
(116-54-1)
3 alternate names
1 safety hazard
3 suppliers
3-Pentynoic acid ethyl ester
(52750-56-8)
3 alternate names
3 suppliers
3973-18-0
(3973-18-0)
3 alternate names
3 suppliers
METHOXYACETIC ACID
(625-45-6)
3 alternate names
4 safety hazards
3 suppliers
2-BUTYN-1-OL
(764-01-2)
3 alternate names
3 suppliers
GLYCINE ETHYL ESTER HYDROCHLORIDE
(623-33-6)
3 alternate names
3 suppliers
Methylthiomethyl Acetate
(16437-69-7)
3 alternate names
3 suppliers
Ethyl cyanoformate
(623-49-4)
3 alternate names
3 suppliers
ETHYL FLUOROACETATE
(459-72-3)
3 alternate names
3 suppliers
Methyl difluoroacetate
(433-53-4)
3 alternate names
3 suppliers
TERT-BUTYL ACETATE
(540-88-5)
3 alternate names
2 safety hazards
3 suppliers
ISOBUTYL ACETATE
(110-19-0)
3 alternate names
3 safety hazards
3 suppliers
1,3-Diacetoxypropane
(628-66-0)
3 alternate names
3 suppliers
Ethyl ethoxyacetate
(817-95-8)
3 alternate names
3 suppliers
Methylene diacetate
(25231-38-3, 628-51-3)
3 alternate names
3 suppliers
ETHYL CHLOROACETATE
(105-39-5)
3 alternate names
6 safety hazards
3 suppliers
ISOPROPYL GLYCOLATE
(623-61-0)
3 alternate names
3 suppliers
ETHYL ISOBUTYRATE
(97-62-1)
3 alternate names
1 safety hazard
3 suppliers
METHYL LACTATE
(2155-30-8, 547-64-8)
3 alternate names
2 safety hazards
3 suppliers
Acetoxyacetic acid
(13831-30-6)
3 alternate names
3 suppliers
2806-97-5
(2806-97-5)
3 alternate names
3 suppliers
35976-76-2
(35976-76-2)
3 alternate names
3 suppliers
Vinyl acrylate
(2177-18-6, 30811-69-9)
3 alternate names
3 suppliers
Methyl 4-hydroxybutanoate
(925-57-5)
3 alternate names
3 suppliers
1,4-Dioxan-2-one
(29223-92-5, 3041-16-5)
3 alternate names
3 suppliers
Methyl 2-Hydroxy-2-methoxyacetate
(19757-97-2)
3 alternate names
3 suppliers
Dimethyl 2,2'-thiobisacetate
(16002-29-2)
3 alternate names
3 suppliers
Ethyl trimethylacetate
(3938-95-2)
3 alternate names
3 suppliers
Ethyl phenylpropiolate
(2216-94-6)
3 alternate names
3 suppliers
Isopropenyl acetate
(108-22-5)
3 alternate names
3 suppliers
Propionic acid, 3-iodo-, methyl ester
(5029-66-3)
3 alternate names
3 suppliers
METHYL 3-MERCAPTOPROPIONATE
(2935-90-2)
3 alternate names
3 suppliers
Methyl isocyanoacetate
(39687-95-1)
3 alternate names
3 suppliers
1,4-Dioxane-2,5-dione
(502-97-6)
3 alternate names
3 suppliers
Methyl 3-oxoisobutyrate
(51673-64-4)
3 alternate names
3 suppliers
Methyl cyclopropanecarboxylate
(2868-37-3)
3 alternate names
3 suppliers
Methyl allylthioacetate
(72867-23-3)
3 alternate names
3 suppliers
Methyl tert-butylacetate
(10250-48-3)
3 alternate names
3 suppliers
Dimethyl acetylenedicarboxylate
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