2-Butynedioic acid

HCID 371
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Basic information

CAS
142-45-0
Standard SMILES
O=C(O)C#CC(=O)O
InChIKey
YTIVTFGABIZHHX-UHFFFAOYSA-N
Molecular formula
C4H2O4
Average molar mass
114.06 g/mol
Monoisotopic mass
113.99530854

Overview

Butynedioic acid is an acetylenic compound that is acetylene in which the hydrogens are replaced by carboxy groups. It is a C4-dicarboxylic acid and an acetylenic compound. It is a conjugate acid of an acetylenedicarboxylate(1-).

Names & identifiers

Preferred name
2-Butynedioic acid
IUPAC
but-2-ynedioic acid
English name
Acetylenedicarboxylic acid
Molecular formula
C4H2O4
Molecular weight
114.06

Names & synonyms

acetylenedicarboxylic acid142-45-02-butynedioic acidbut-2-ynedioic acidButynedioic acidNSC-1903NSC-6315972D2OJ4KO44DTXSID3059715CHEBI:30781RefChem:468155DTXCID9034608
Show more names
2-ButynedioateButyne acidbutynedioicaciAcetylen-dicarbonsαure
205-536-0acetylenedicarboxylate2-Butyne-1,4-dioic acidMFCD00004362acetylene dicarboxylic acid2-ButynedioicAcidNSC631597NSC 631597

Database identifiers

CAS
142-45-0
PubChem CID
371
DTXSID
DTXSID3059715
ChEMBL
CHEMBL1874364
ChEBI
CHEBI:30781
UNII
2D2OJ4KO44
EC Number
205-536-0
Nikkaji
J2.544E

Properties

Computed structural properties

XLogP
0.1
Topological polar surface area
74.6 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
4
Rotatable bonds
0
Heavy atoms
8

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Other Organic Compounds
SpringerMaterials PropertiesCrystal structure
Physical DescriptionBeige crystalline solid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point
180 · 180-187 °C (dec.) (lit.)
Boiling point
133.5 °C · 133.5°C (rough estimate)
Density
1.1794 · 1.1794 (rough estimate)
bulk density
550 kg/m3 · 550kg/m3
refractive index
1.526 · 1.5260 (estimate)
Flash point
131 °C · 131 °C

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (95.8%): Toxic if swallowed [Danger Acute toxicity, oral]

P260, P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 48 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information2-Butynedioic acid: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazards SummaryA skin and strong eye irritant; Toxic by ingestion; [Sigma-Aldrich MSDS] See Butynediol and Propiolic acid.
Hazard Classes and CategoriesAcute Tox. 3 (95.8%)

Safety data

PPE
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
wgk
3
tsca
TSCA listed
ridadr
UN 2811 6.1/PG 3
hs_code
29171990
risk_code
25-36/37/38

Chemistry & industry

Uses & manufacturing

General Manufacturing Information2-Butynedioic acid: ACTIVE
Applications · 1 item

UsesAcetylenedicarboxylic acid is employed in the preparation of dimethyl acetylenedicarboxylate and potassium hydrogenacetylenedicarboxylate. It is also used as a laboratory reagent. Further, it is used as a precursor in organic synthesis and also serves as a pharmaceutical intermediate.

Upstream & downstream products

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]

Additional notes

DefinitionChEBI: An acetylenic compound that is acetylene in which the hydrogens are replaced by carboxy groups.

Related reactions

22 records
New reaction record

Compound notes

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