3-Butenoic acid

HCID 32743
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Basic information

CAS
28391-17-5
Standard SMILES
C=CCC(=O)O
InChIKey
PVEOYINWKBTPIZ-UHFFFAOYSA-N
Molecular formula
C4H6O2
Average molar mass
86.09 g/mol
Monoisotopic mass
86.03677943

Overview

But-3-enoic acid is that isomer of butenoic acid having the double bond at position C-3. It is a conjugate acid of a but-3-enoate.

Names & identifiers

Preferred name
3-Butenoic acid
IUPAC
but-3-enoic acid
English name
Vinylacetic acid
Molecular formula
C4H6O2
Molecular weight
86.09

Names & synonyms

3-Butenoic acidVinylacetic acidBut-3-enoic acid625-38-7beta-Butenoic acidCHEBI:35897DTXSID60211539RefChem:93286DTXCID40134030210-892-5Vinyl acetic acidAcetic acid, ethenyl-
Show more names
3-ButensαureCH2=CHCH2COOHVinylaceticAciVinylessigsαurebut-3-enoicacidvinyl acetic caidRARECHEM AL BO 1247
.beta.-Butenoic acidMFCD00002782C4:1n-128391-17-53-ButenoicAcid2-propenylcarboxylic acidallylic acidVinylessigsaeure

Database identifiers

CAS
28391-17-5、625-38-7
PubChem CID
32743
DTXSID
DTXSID60211539
ChEBI
CHEBI:35897
EC Number
210-892-5
Nikkaji
J102.015C

Properties

Computed structural properties

XLogP
0.5
Topological polar surface area
37.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
2
Heavy atoms
6

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Organic Acids
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Unsaturated fatty acids [FA0103]
SpringerMaterials PropertiesBoiling point
Physical DescriptionClear light yellow liquid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point
39 °C · −39 °C(lit.)
Boiling point
163 °C · 163 °C(lit.)
Density
1.013 g/mL · 1.013 g/mL at 25 °C(lit.)
refractive index
20 · n20/D 1.423(lit.)
Flash point
150 °F · 150 °F
storage temp.
2 · 2-8°C

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (83.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 48 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationChemical: 3-Butenoic acid
Hazards SummaryCauses burns; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesAcute Tox. 4 (83.3%)

Toxicology

Adverse EffectsDermatotoxin - Skin burns.

Safety data

PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
2
ridadr
UN 2922 8/PG 2
hs_code
29161900
risk_code
22-34-68-43-40
Signal word
Danger

Chemistry & industry

Applications · 2 items

UsesVinylacetic acid used in the preparation of strained nitroso Diels-Aldrer adducts which undergo a domino ROC metathesis in the presence of Ru-carbene catalysts and olefins. It is used in the synthesis of polyethylene glycolated boltorn coatings. It was used to study the inhibition of the enzyme-catalyzed conversion of D-tyrosyl- phenylalanyl-glycine to D-tyrosyl-phenylaline amide by non-peptide carboxylic acids.

Uses3-Butenoic acid was used in the synthesis of polyethylene glycolated boltorn coatings. It was used to study the inhibition of the enzyme-catalysed conversion of D-tyrosyl- phenylalanyl-glycine to D-tyrosyl-phenylaline amide by non-peptide carboxylic acids. It was used in preparation of strained nitroso Diels-Aldrer adducts which undergo a domino ROC metathesis in the presence of Ru-carbene catalysts and olefins.

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]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]

Additional notes

DefinitionChEBI: That isomer of butenoic acid having the double bond at position C-3.

Related reactions

74 records
New reaction record

Compound notes

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