CAS 590-93-2 2-Butynoic acid (HCID 68535)

Names & identifiers

Preferred name: 2-Butynoic acid
IUPAC: but-2-ynoic acid
English name: 2-Butynoic acid
Molecular formula: C4H4O2
Molecular weight: 84.07

Names & synonyms

2-Butynoic acid590-93-2but-2-ynoic acidTetrolic acid1-Propynecarboxylic acid3-Methylpropiolic acidW3AM9ANZ22NSC-174116DTXSID4060444RefChem:468156DTXCID6042521209-695-7

Show more names

2-Butynoic2-Butyl acid2- butynic acid2-Butynolc acid2-Butynoate acid2-Butynoicacid,98%

MFCD000043632-butynoicacidbutynoic acid2-Butynoic acid, 98%Tetrolsaure2-butynic acid2-butylnoic acidEINECS 209-695-7

Database identifiers

CAS: 590-93-2
PubChem CID: 68535
DTXSID: DTXSID4060444
ChEMBL: CHEMBL4073377
UNII: W3AM9ANZ22
EC Number: 209-695-7
Nikkaji: J6.755E

Properties

Computed structural properties

XLogP: 0.8
Topological polar surface area: 37.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 6
Formal charge: 0
Complexity: 112

Physicochemical properties

Melting point: 78 · 78-80 °C (lit.)
Boiling point: 200 · 200-203°C
Density: 0 · 0,9641 g/cm3
refractive index: 1.3918 · 1.3918 (estimate)
Flash point: 200 · 200-203°C
storage temp.: 2 · Sealed in dry,2-8°C
solubility: 50 mg/mL, · water: soluble50mg/mL, clear to very slightly hazy, colorless to very faintly yellow
form: Powder
pka: 2.62 · 2.62(at 25℃)
color: White to yellow
Water Solubility: Soluble in water. Slightly soluble in methanol and chloroform.
BRN: 1740205 · 1740205
InChI: 1S/C4H4O2/c1-2-3-4(5)6/h1H3,(H,5,6)
InChIKey: LUEHNHVFDCZTGL-UHFFFAOYSA-N
SMILES: CC#CC(O)=O
CAS DataBase Reference: 590 · 590-93-2(CAS DataBase Reference)
FDA UNII: 3 AM9ANZ22 · W3AM9ANZ22
NIST Chemistry Reference: 2 · 2-Butynoic acid(590-93-2)
EPA Substance Registry System: 2 · 2-Butynoic acid (590-93-2)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 314 · H314
Precautionary statements: 260 · P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363
PPE: 3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes: C
Risk Statements: 34 · 34-20/21/22
Safety Statements: 26 · 26-27-36/37/39-45
RIDADR: 3261 · UN 3261 8/PG 2
WGK Germany: 3 · 3
TSCA: TSCA listed
HazardClass: 8 · 8
PackingGroup: II
HS Code: 29161900 · 29161900
Storage Class: 8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications: 1 Skin · Eye Dam. 1Skin Corr. 1B
REACH Registrations: Active
Limited Quantities: 1 Kg · 1 Kg (2.2 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

Safety & regulation

Safety data

PPE: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk: 3
tsca: TSCA listed
ridadr: UN 3261 8/PG 2
hs_code: 29161900
risk_code: 34-20/21/22
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: C
safety_code: 26-27-36/37/39-45
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
packing_group: II
Hazard statements: H314
Limited Quantities: 1 Kg (2.2 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
REACH Registrations: Active
Hazard Classifications: Eye Dam. 1Skin Corr. 1B
Precautionary statements: P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363

Chemistry & industry

Applications · 3 items

UsesSynthon employed in a variety of reactions, including cycloacylation of phenols to flavones and chromones,1 and cyclization to γ-butyrolactones.2

Uses2-Butynoic acid is used as an intermediate in organic synthesis and pharmaceuticals. It is used as a synthon in various reactions, which includes cylcoalkylation of phenols to flavones and chromones. It is involved in the cyclization of gamma-butyrolactones. It is also used in the synthesis of Z-trisubstituted olefins through μ-alkylation. It plays an important role in the preparation of chirally pure 1,2,3,4-tetrahydroisoquinoline analogs, which finds application as anti-cancer agents.

General DescriptionThe rotational spectrum of 2-butynoic acid was measured by pulsed supersonic-jet Fourier transform microwave spectroscopy.