2-Butynedioic acid

Names

[ CAS No. ]:
142-45-0

[ Name ]:
2-Butynedioic acid

[Synonym ]:
MFCD00004362
Acetylendicarboxylate
EINECS 205-536-0
Acetylenedicarboxylic acid
but-2-ynedioic acid
2-Butynedioic acid

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
362.4±25.0 °C at 760 mmHg

[ Melting Point ]:
180-187 °C (dec.)(lit.)

[ Molecular Formula ]:
C₄H₂O₄

[ Molecular Weight ]:
114.056

[ Flash Point ]:
187.2±19.7 °C

[ Exact Mass ]:
113.995308

[ PSA ]:
74.60000

[ LogP ]:
0.34

[ Vapour Pressure ]:
0.0±1.7 mmHg at 25°C

[ Index of Refraction ]:
1.560

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
soluble

MSDS

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301-H315-H319-H335

[ Precautionary Statements ]:
P261-P301 + P310-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges

[ Hazard Codes ]:
T:Toxic;Xi:Irritant;

[ Risk Phrases ]:
R25;R36/37/38

[ Safety Phrases ]:
S26-S45-S37/39

[ RIDADR ]:
UN 2811 6.1/PG 3

[ WGK Germany ]:
3

[ Packaging Group ]:
II

[ Hazard Class ]:
6.1

[ HS Code ]:
29171990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

2-Butine-1,4-diol
n-Butyllithium
bromoethene
Carbon dioxide
2-Butenedioic acid,2-bromo-, (2E)-
2-Butenedioic acid,2-bromo-, (2Z)-
2-chlorobut-2-enedioyl dichloride
sodium acetylide

DownStream

2-Butenedioic acid,2-chloro-, diethyl ester, (2Z)- (9CI)
Oxaloacetic acid
1,2,3-triazole-4,5-dicarboxylic acid
Propiolic acidd
Carbon dioxide
Acetylene
2-Butynedioic acid,1,4-dipropyl ester
1-methyl-4-(4-methylphenoxy)sulfonyl-benzene
bis(4-methylphenyl) but-2-ynedioate

Customs

[ HS Code ]: 2917190090

[ Summary ]:
2917190090 acyclic polycarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

Articles

An efficient and facile synthesis of 3-amino-5-chromenyl-butenolides from 3-formyl chromone, dialkyl acetylenedicarboxylate, and primary amines.

Mol. Divers. 17(1) , 55-61, (2013)

A three-component reaction of 3-formyl chromones, dialkyl acetylenedicarboxylate, and isocyanides in the presence of POCl(3) was used as a highly efficient and practical approach for the synthesis of ...

Efficient synthesis and in vitro antitubercular activity of 1,2,3-triazoles as inhibitors of Mycobacterium tuberculosis.

Bioorg. Med. Chem. Lett. 21 , 7273-6, (2011)

Efficient and rapid synthesis of 1,2,3-triazole derivatives has been achieved via Huisgen's 1,3-dipolar cycloaddition between alkyl/arylazides and diethyl/dimethyl acetylenedicarboxylate in excellent ...

Synthesis of symmetrical and unsymmetrical diarylalkynes from propiolic acid using palladium-catalyzed decarboxylative coupling.

J. Org. Chem. 75(18) , 6244-51, (2010)

Symmetrical diarylalkynes were obtained from propiolic acid (or 2-butynedioic acid) and aryl halides in good yields. The optimized reaction conditions were 2.0 equiv of aryl halide, 1.0 equiv of propi...