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762-42-5

Basic Information
CAS No.: 762-42-5
Name: Dimethyl acetylenedicarboxylate
Molecular Structure:
Molecular Structure of 762-42-5 (Dimethyl acetylenedicarboxylate)
Formula: C6H6O4
Molecular Weight: 142.12
Synonyms: Dimethyl acetylenedicarboxylic acid;1,2-Bis(methoxycarbonyl)acetylene;Dimethyl ethynedicarboxylate;Di(carbomethoxy)acetylene;Dimethyl butynedioate;2-Butynedioic acid, dimethyl ester;Bis(methoxycarbonyl)acetylene;dimethyl but-2-ynedioate;Dimethyl but-2-yndioate;But-2-ynedioic acid dimethyl ester;Dimethyl 2-butynedioate;1, 2-Bis(methoxycarbonyl)acetylene;Methyl acetylenedicarboxylate;Acetylenedicarboxylic acid, dimethyl ester;1,2-Bis(methoxycarbonyl)ethyne;Acetylenedicarboxylic acid dimethyl ester;Acetylenedicarboxylic acid, dimethyl ester (8CI);
EINECS: 212-098-4
Density: 1.206 g/cm3
Melting Point: -18 °C
Boiling Point: 204.309 °C at 760 mmHg
Flash Point: 86.111 °C
Solubility: Soluble in most organic solvents. Insoluble in water.
Appearance: clear colorless to light yellow liquid
Hazard Symbols: CorrosiveC
Risk Codes: 34-22
Safety: 23-26-27-36/37/39-45
Transport Information: UN 3265 8/PG 2
PSA: 52.60000
LogP: -0.66420
Synthetic route
67-56-1

methanol

142-45-0

Acetylenedicarboxylic acid

762-42-5

dimethyl acetylenedicarboxylate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In 1,2-dichloro-ethane; toluene Reflux;93%
With sulfuric acid at 20℃; for 24h; Inert atmosphere;88%
With sulfuric acid
With toluene-4-sulfonic acid
1114-20-1, 62675-22-3, 116631-94-8

trans-2,3-dibromobutenedioic acid dimethyl ester

762-42-5

dimethyl acetylenedicarboxylate

Conditions
ConditionsYield
With zinc In tetrahydrofuran for 2h; Heating;93%
With zinc In tetrahydrofuran for 2h; Heating; Yield given;

(C5H5)2VC2(CO2CH3)2

A

12083-48-6

bis(cyclopentadienyl)vanadium dichloride

B

762-42-5

dimethyl acetylenedicarboxylate

Conditions
ConditionsYield
With chlorine In tetrachloromethaneA 68%
B 37%
With Cl2 In tetrachloromethaneA 68%
B 37%
86625-25-4

3-methoxycarbonyl-5-pyrazolinone

762-42-5

dimethyl acetylenedicarboxylate

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene In methanol 1.) -23 deg C, 45 min; 2.) rt, 1 h;59%
64995-84-2

dimethyl 2-oxo-3-triphenylphosphoranylidenebutanedioate

A

762-42-5

dimethyl acetylenedicarboxylate

B

791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
at 500℃; under 0.01 Torr;A 59%
B n/a
at 500℃; under 0.001 - 0.1 Torr; for 1h;A 59 % Spectr.
B n/a
68827-52-1

methyl 7-oxo-2-phenyl-7H-[1,2,4]triazolo[3,2-b][1,3]thiazine-5-carboxylate

67-56-1

methanol

A

762-42-5

dimethyl acetylenedicarboxylate

B

3414-94-6

3-phenyl-4,5-dihydro-1H-1,2,4-triazole-5-thione

Conditions
ConditionsYield
Stage #1: methyl 7-oxo-2-phenyl-7H-[1,2,4]triazolo[3,2-b][1,3]thiazine-5-carboxylate With potassium hydroxide In methanol; water for 48h;
Stage #2: methanol at 20℃; for 96h;
A n/a
B 59%
183586-23-4

(Z)-1-hydroperoxy-N-[(Z)-3-(methoxycarbonyl)-2-propenylidene]cyclohexylamine N-oxide

A

57314-32-6

Maleinaldehydsaeure-methylester

B

108-94-1

cyclohexanone

C

762-42-5

dimethyl acetylenedicarboxylate

D

183813-49-2

(Z)-4-[(E)-Hydroxyimino]-but-2-enoic acid methyl ester

Conditions
ConditionsYield
In benzene for 0.5h; Heating; Further byproducts given;A 32%
B 6%
C 32%
D n/a
183586-23-4

(Z)-1-hydroperoxy-N-[(Z)-3-(methoxycarbonyl)-2-propenylidene]cyclohexylamine N-oxide

A

108-94-1

cyclohexanone

B

762-42-5

dimethyl acetylenedicarboxylate

C

183586-28-9

(Z)-anti-methyl 4-(hydroxyimino)but-2-enoate

D

183813-49-2

(Z)-4-[(E)-Hydroxyimino]-but-2-enoic acid methyl ester

Conditions
ConditionsYield
In benzene for 0.5h; Heating; Further byproducts given. Title compound not separated from byproducts;A 6%
B 32%
C n/a
D n/a
58150-95-1

(1S,3aR)-1H-1,3a-Etheno-azulene-9,10-dicarboxylic acid dimethyl ester

A

58150-88-2

dimethyl heptalene-4,5-dicarboxylate

B

762-42-5

dimethyl acetylenedicarboxylate

C

275-51-4

azulene

Conditions
ConditionsYield
In (2)H8-toluene at 60℃; under 750.06 Torr; for 30h; thermolyse, other pressure;
116935-20-7

2-(2-thienyl)-4,5-dimethoxycarbonyl-1,3-dithiole

74-88-4

methyl iodide

A

2168-83-4

thiophene-2-carbodithioic acid methyl ester

B

762-42-5

dimethyl acetylenedicarboxylate

Conditions
ConditionsYield
With n-butyllithium 1) 2 h -30 deg C THF hexane, 2) 2 h; Multistep reaction;

Bicyclo[2.2.2]octa-2,5,7-triene-2,3,5,6-tetracarboxylic acid tetramethyl ester

A

131-11-3

phthalic acid dimethyl ester

B

762-42-5

dimethyl acetylenedicarboxylate

Conditions
ConditionsYield
With base
67-56-1

methanol

608-37-7

dibromomaleic acid

A

762-42-5

dimethyl acetylenedicarboxylate

B

624-49-7

dimethylfumarate

C

106-65-0

Dimethyl succinate

Conditions
ConditionsYield
With samarium; sulfuric acid 1) MeOH, 24 h, RT, 2) reflux; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
67-56-1

methanol

916065-46-8

meso-2,3-dibromosuccinic acid

A

762-42-5

dimethyl acetylenedicarboxylate

B

624-49-7

dimethylfumarate

C

106-65-0

Dimethyl succinate

Conditions
ConditionsYield
With samarium; sulfuric acid 1) MeOH, 24 h, Rt, 2) reflux; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
194220-96-7

Dimethyl 1-(2-chlorophenyl)-7-oxabicyclo[2.2.1]heptadiene-2,3-dicarboxylate

A

38527-56-9

2-(2-chlorophenyl)furan

B

762-42-5

dimethyl acetylenedicarboxylate

C

2'-Chloro-4-hydroxy-biphenyl-2,3-dicarboxylic acid dimethyl ester

D

5-[1-(2-Chloro-phenyl)-1-hydroxy-meth-(Z)-ylidene]-cyclopenta-1,3-diene-1,2-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With hydrogenchloride; water In dichloromethane for 24h; Product distribution; Further Variations:; Reagents; Solvents; Temperatures; retro-Diels-Alder reaction; Heating;
67-56-1

methanol

monopotassium salt of/the/ acetylenedicarboxylic acid

monopotassium salt of/the/ acetylenedicarboxylic acid

762-42-5

dimethyl acetylenedicarboxylate

Conditions
ConditionsYield
With sulfuric acid at 25℃;
With sulfuric acid
67-56-1

methanol

monopotassium-salt of/the/ butynedioic acid

monopotassium-salt of/the/ butynedioic acid

762-42-5

dimethyl acetylenedicarboxylate

Conditions
ConditionsYield
With sulfuric acid; sulfur trioxide; 1,2-dichloro-ethane
67-56-1

methanol

7664-93-9

sulfuric acid

142-45-0

Acetylenedicarboxylic acid

A

2215-12-5

2-methoxyfumaric acid

B

26579-97-5

2-methoxy-2-butenedioic acid dimethyl ester

C

762-42-5

dimethyl acetylenedicarboxylate

Conditions
ConditionsYield
Veresterung;
121619-92-9

tetrakis(2-bromobenzoato)bis(dimethyl acetylenedicarboxylate)tetracopper(I)

A

tetrakis(2-bromobenzoato)(dimethyl acetylenedicarboxylate)tetracopper(I)

B

762-42-5

dimethyl acetylenedicarboxylate

Conditions
ConditionsYield
In (2)H8-toluene N2, NMR tube, T: 213 - 293 K; (1)H NMR spectroscopy;
121619-91-8

tetrakis(2-chlorobenzoato)bis(dimethyl acetylenedicarboxylate)tetracopper(I)

A

tetrakis(2-chlorobenzoato)(dimethyl acetylenedicarboxylate)tetracopper(I)

B

762-42-5

dimethyl acetylenedicarboxylate

Conditions
ConditionsYield
In (2)H8-toluene N2, NMR tube, T: 213 - 293 K; (1)H NMR spectroscopy;
121619-90-7

tetrakisbenzoatobis(dimethyl acetylenedicarboxylate)tetracopper(I)

A

tetrakisbenzoato(dimethyl acetylenedicarboxylate)tetracopper(I)

B

762-42-5

dimethyl acetylenedicarboxylate

Conditions
ConditionsYield
In (2)H8-toluene N2, NMR tube, T: 213 - 298 K; (1)H NMR spectroscopy;

1,1,2-tricarbonyl-μ-(dimethyl 2-butynedioate-μ-C(2),μ-C(3)3)(2-3-η-dimethyl 2-butynedioate)-μ-(1-5:1'-5'-.eta-fulvalene)-dimolybdenum (Mo-Mo)

A

(η5:η5-fulvalene)tetracarbonyl(dimethyl ethynedicarboxylate)dimolybdenum

B

762-42-5

dimethyl acetylenedicarboxylate

Conditions
ConditionsYield
In toluene heating in toluene at 110°C; alkyne detected by NMR;
77590-29-5

Pd2((C6H5)4P2CH2)2C2(CO2CH3)2I2

A

67477-87-6

Pd2I2(μ-bis(diphenylphosphino)methane)2

B

762-42-5

dimethyl acetylenedicarboxylate

Conditions
ConditionsYield
In dichloromethane Irradiation (UV/VIS); Exposure of a CH2Cl2-soln. to light from Hg lamp;;

1,3-bis(azidopropyl)tetramethyldisiloxane

762-42-5

dimethyl acetylenedicarboxylate

18434-84-9

dimethyl (2E)-2,3-diiodo-2-butenedioate

762-42-5

dimethyl acetylenedicarboxylate

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide In nitrobenzene-d5 at 45℃; for 40h; Inert atmosphere; Darkness;
51575-86-1

dimethyl 2,3-dibromobutane-1,4-dicarboxylate

762-42-5

dimethyl acetylenedicarboxylate

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 4h; Time; Reflux;
96-54-8

N-Methylpyrrole

762-42-5

dimethyl acetylenedicarboxylate

1444-11-7

1-methyl-1,7a-dihydro-indole-2,3,3a,4-tetracarboxylic acid tetramethyl ester

Conditions
ConditionsYield
In dichloromethane at 40℃; under 11250900 Torr; for 6h;100%
762-42-5

dimethyl acetylenedicarboxylate

6237-59-8

hexamethyl benzenehexacarboxylate

Conditions
ConditionsYield
[Rh(CO)Cl(1,2-bis(diphenylphosphino)ethane)] In tetrahydrofuran-d8 at 65℃; for 1h; cyclotrimerization;100%
With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; (R)-(+)-2,2'-bis(diphenylphosphanyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl In dichloromethane at 20℃; for 1h;100%
Rh[C60(PhCH2)2Ph](cod) In 1,2-dichloro-benzene at 60℃; for 24h;99%
110-91-8

morpholine

762-42-5

dimethyl acetylenedicarboxylate

24432-42-6

dimethyl (Z)-2-(morpholino)-2-butenedioate

Conditions
ConditionsYield
at 20℃; for 0.05h; Michael addition;100%
at 100℃; for 3h;
With water; potassium carbonate at 20℃; stereoselective reaction;
106-49-0

p-toluidine

762-42-5

dimethyl acetylenedicarboxylate

24559-80-6

dimethyl (Z)-N-(4-methylphenyl)aminofumarate

Conditions
ConditionsYield
at 20℃; for 0.133333h; Michael addition;100%
In benzene at 5 - 10℃;70%
In diethyl ether
109-89-7

diethylamine

762-42-5

dimethyl acetylenedicarboxylate

996-85-0

dimethyl (2E)-2-(diethylamino)but-2-enedioate

Conditions
ConditionsYield
In water at 20℃; for 2h; Michael-type addition;100%
In diethyl ether
95-55-6

2-amino-phenol

762-42-5

dimethyl acetylenedicarboxylate

66628-73-7

(2Z)-[2-oxo-2H-1,4-benzoxazine-3(4H)-ylidene]acetic acid methyl ester

Conditions
ConditionsYield
at 20℃; for 0.0666667h; Michael addition;100%
In neat (no solvent) at 20℃; for 0.166667h; regioselective reaction;98%
In ethanol at 0℃; for 3h;94%
107-10-8

propylamine

762-42-5

dimethyl acetylenedicarboxylate

24559-78-2

dimethyl (Z)-2-(n-propylamino)fumarate

Conditions
ConditionsYield
at 20℃; for 0.05h; Michael addition;100%
In diethyl ether
762-42-5

dimethyl acetylenedicarboxylate

100-61-8

N-methylaniline

125735-97-9

2-(methylphenylamino)but-2-enedioic acid dimethyl ester

Conditions
ConditionsYield
In water at 20℃; for 2h; Michael-type addition;100%
In water at 20℃;71%
In water at 0 - 20℃; for 2h;69%
In diethyl ether
110-89-4

piperidine

762-42-5

dimethyl acetylenedicarboxylate

4596-77-4

1,4-dimethyl (2E)-2-(piperidin-1-yl)but-2-enedioate

Conditions
ConditionsYield
In water at 20℃; for 2h; Michael-type addition;100%
With silica gel for 0.0833333h; Neat (no solvent); optical yield given as %de; chemoselective reaction;82%
In 1,4-dioxane at 80℃; for 10h;60%
In diethyl ether
In diethyl ether at 0℃;
110-91-8

morpholine

762-42-5

dimethyl acetylenedicarboxylate

26138-59-0

dimethyl α-morpholinomaleate

Conditions
ConditionsYield
In water at 20℃; for 2h; Michael-type addition;100%
In diethyl ether for 24h; Ambient temperature;86%
With silica gel for 0.0833333h; Neat (no solvent); optical yield given as %de; chemoselective reaction;84%
In diethyl ether for 15h; Ambient temperature;70%
625-86-5

2,5-dimethylfuran

762-42-5

dimethyl acetylenedicarboxylate

18063-93-9

dimethyl 1,4-dimethyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate

Conditions
ConditionsYield
In 1,4-dioxane at 103℃;100%
In dichloromethane under 7500600 Torr; for 20h; Ambient temperature;95%
In 1,4-dioxane at 101℃; for 17.5h;81%
625-86-5

2,5-dimethylfuran

762-42-5

dimethyl acetylenedicarboxylate

18063-93-9

dimethyl 1,4-dimethyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate

Conditions
ConditionsYield
at 100℃; for 21h;100%
at 100℃; for 2h; Sealed tube;78%
In 1,4-dioxane at 100℃; for 24h; Diels-Alder reaction;
In toluene at 150℃; Diels-Alder reaction; Microwave irradiation;

(E)-2H-chromen-2-one oxime

762-42-5

dimethyl acetylenedicarboxylate

dimethyl (2H-<1>benzopyran-2-ylidenaminoxy)butenedioate

Conditions
ConditionsYield
With triethylamine In dichloromethane Ambient temperature;100%
6476-40-0

1-methyl-cis-2-benzoyl-3-phenylaziridine

762-42-5

dimethyl acetylenedicarboxylate

113405-17-7

(E)-2-[((E)-1-Benzoyl-2-phenyl-vinyl)-methyl-amino]-but-2-enedioic acid dimethyl ester

Conditions
ConditionsYield
for 24h; Ambient temperature;100%
2835-98-5

2-Hydroxy-4-methylanilin

762-42-5

dimethyl acetylenedicarboxylate

104827-36-3

(Z)-3-methoxycarbonylmethylene-7-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-one

Conditions
ConditionsYield
at 20℃; for 0.0333333h; Michael addition;100%
In ethanol at 0℃; for 3h;92%
In methanol Ambient temperature;88.89%
95-54-5

1,2-diamino-benzene

762-42-5

dimethyl acetylenedicarboxylate

53700-46-2

(Z)-methyl 2-(3-oxo-3,4-dihydroquinoxalin-2(1H)-ylidene)acetate

Conditions
ConditionsYield
at 20℃; for 0.0166667h; Michael addition;100%
for 0.0833333h; microwave irradiation;90%
In methanol Heating;
at 20℃; for 0.0833333h; Milling;
95-84-1

3-amino-4-hydroxytoluene

762-42-5

dimethyl acetylenedicarboxylate

70917-48-5

(Z)-3-methoxycarbonylmethylene-6-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-one

Conditions
ConditionsYield
at 20℃; for 0.0333333h; Michael addition;100%
In ethanol at 0℃; for 3h;93%
In methanol Ambient temperature;92.27%
922-69-0

1,1-dimethoxyethylene

762-42-5

dimethyl acetylenedicarboxylate

142645-55-4

dimethyl 3,3-dimethoxycyclobutene-1,2-dicarboxylate

Conditions
ConditionsYield
In chloroform at 18℃; for 3h;100%
In toluene at 28 - 32℃; for 15h;93%
In acetonitrile at 18 - 22℃; for 3h;53%
74-90-8

hydrogen cyanide

762-42-5

dimethyl acetylenedicarboxylate

6237-59-8

hexamethyl benzenehexacarboxylate

Conditions
ConditionsYield
With triphenyl phosphite; tetrakis(triphenylphosphite)nickel(0); zinc(II) chloride In toluene at 60℃; for 0.5h;100%
5634-52-6

1,1-dimethoxy-propene

762-42-5

dimethyl acetylenedicarboxylate

142645-56-5

3,3-Dimethoxy-4-methyl-cyclobut-1-ene-1,2-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
In chloroform at 18℃; for 3h;100%
In acetonitrile at 18 - 22℃; for 3h; Product distribution; Mechanism; other solvents, other temperatures, other times, other acetylenic ester; other 1,1-dimethoxyalkenes;58%
In acetonitrile at 18 - 22℃; for 3h;58%
99115-93-2

1,1-dimethoxy-but-1-ene

762-42-5

dimethyl acetylenedicarboxylate

4-Ethyl-3,3-dimethoxy-cyclobut-1-ene-1,2-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
In chloroform at 18℃; for 3h;100%
29634-51-3

tris(methylseleno)borane

762-42-5

dimethyl acetylenedicarboxylate

A

132330-33-7

(Z)-2-Methylselanyl-but-2-enedioic acid dimethyl ester

B

82849-75-0

(E)-2,3-Bis-methylselanyl-but-2-enedioic acid dimethyl ester

Conditions
ConditionsYield
In dichloromethane for 0.5h; Ambient temperature;A 100%
B n/a
In dichloromethane for 0.5h; Ambient temperature; Yields of byproduct given;A 75%
B n/a
29680-62-4

Tris(phenylseleno)borane

762-42-5

dimethyl acetylenedicarboxylate

15642-80-5

Phenylselenoethylendicarbonsaeure-dimethylester

Conditions
ConditionsYield
In dichloromethane for 0.5h; Ambient temperature;100%
2446-52-8

ethyl N-hydroxyiminobenzoate

762-42-5

dimethyl acetylenedicarboxylate

139172-68-2

ethyl O-(2'-ethoxycarbonylvinyl)-N-hydroxyiminobenzoate

Conditions
ConditionsYield
With triethylamine In dichloromethane Ambient temperature;100%
30907-73-4

2-(methylamino)-N'-(2-phenylacetyl)benzohydrazide

762-42-5

dimethyl acetylenedicarboxylate

2-Methoxycarbonylmethyl-1-methyl-4-oxo-3-phenylacetylamino-1,2,3,4-tetrahydro-quinazoline-2-carboxylic acid methyl ester

Conditions
ConditionsYield
In methanol for 2h; Heating;100%
124944-28-1

<4.3.2>Propella-2,4,8-trien-7-one

762-42-5

dimethyl acetylenedicarboxylate

C17H16O5

Conditions
ConditionsYield
at 80℃; for 12h;100%
89241-38-3

1,3-dimethyl-4-(phenylsulfonyl)-4H-furo[3,4-b]indole

762-42-5

dimethyl acetylenedicarboxylate

92399-38-7

Dimethyl 1,4-Epoxy-1,4-dimethyl-1,4-dihydro-5-(phenylsulfonyl)-2,3-carbazoledicarboxylate

Conditions
ConditionsYield
In benzene 1.) 1h, room temp., 2.) 5h, reflux;100%
116375-45-2

3,4-di-tert-butyl-thiophene 1,1-dioxide

762-42-5

dimethyl acetylenedicarboxylate

116375-46-3

4,5-Di-tert-butyl-phthalic acid dimethyl ester

Conditions
ConditionsYield
In 1,2-dichloro-benzene for 7h; Heating;100%
4473-99-8

<4.3.2>propella-2,4,7,10-tetraene

762-42-5

dimethyl acetylenedicarboxylate

131236-31-2

C17H16O4

Conditions
ConditionsYield
at 70℃; for 3h;100%
130935-28-3

N-(diazoacetoacetyl)-N-phenyl-1-pyrrolidinecarboxamide

762-42-5

dimethyl acetylenedicarboxylate

130935-29-4

dimethyl 2-acetyl-5-pyrrolidine-3,4-furandicarboxylate

Conditions
ConditionsYield
rhodium(II) octanoate In benzene at 25℃; for 0.25h;100%
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  • 2-butynedioic acid dimethyl ester

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    2-butynedioic acid dimethyl ester

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    Acetylenedicarboxylic acid dimethyl ester

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  • Dimethyl acetylenedicarboxylate

  • Casno:

    762-42-5

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    span lang="EN-US" style="font-size: 9.0pt;font-family:"Arial",sans-serif;color:#4D4D4D">As a leading manufacturer and supplier of chemicals in china, weckchem not only supply popular chemicals, but also weckchem’s r&d center off

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  • Dimethyl acetylenedicarboxylateCAS NO.: 762-42-5

  • Casno:

    762-42-5

    Dimethyl acetylenedicarboxylateCAS NO.: 762-42-5

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Chemistry


IUPAC Name: Dimethyl but-2-ynedioate
Molecular Formula: C6H6O4
Molecular Weight: 142.11 g/mol
Canonical SMILES: C(C(OC)=O)#CC(OC)=O
InChI: InChI=1/C6H6O4/c1-9-5(7)3-4-6(8)10-2/h1-2H3
EINECS: 212-098-4
Classification Code: Agricultural Chemical; Experimental pesticide; Unspecified / Unclassified pesticide
Product Categories: Aromatic Esters;Small molecule; Acetylenes; Acetylenic Carboxylic Acids & Their Derivatives
Sensitive: Light Sensitive
Surface Tension: 41.1 dyne/cm
Density: 1.205 g/cm3
Flash Point: 86.1 °C
Enthalpy of Vaporization: 44.05 kJ/mol
Boiling Point: 204.3 °C at 760 mmHg
Melting Point: -18 °C
Vapour Pressure of Dimethyl acetylenedicarboxylate (CAS NO.762-42-5): 0.265 mmHg at 25 °C

Uses

 Dimethyl acetylenedicarboxylate (CAS NO.762-42-5) is mainly used in organic synthesis. It is is a lachrymator and a vesicant.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 550mg/kg (550mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BEHAVIORAL: ATAXIA
BEHAVIORAL: COMA
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 28(6), Pg. 55, 1984.
rat LDLo oral 50mg/kg (50mg/kg)   National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 13, 1953.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Poison by ingestion. A dienophile. Explosive reaction with 1-methylsilacyclopenta-2,4-diene at 150°C. Octakis(trifluorophosphine)dirhodium catalyzes explosive polymerization of the acid above 20°C. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: CorrosiveC
Risk Statements: 34-22 
R34: Causes burns. 
R22: Harmful if swallowed.
Safety Statements: 23-26-27-36/37/39-45 
S23: Do not breathe vapour. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S27: Take off immediately all contaminated clothing. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3265 8/PG 2
WGK Germany: 3
RTECS: ES0175000
F: 8-19
HazardClass: 8
PackingGroup  of Dimethyl acetylenedicarboxylate (CAS NO.762-42-5): III

Specification

 Dimethyl acetylenedicarboxylate (CAS NO.762-42-5), its Synonyms are Acetylenedicarboxylic acid dimethyl ester ;  2-Butynedioic acid, 1,4-dimethyl ester ; 2-Butynedioic acid, dimethyl ester ; 1,2-Bis(methoxycarbonyl)acetylene ; Bis(methoxycarbonyl)acetylene . It is clear colorless to light yellow liquid.