Methyl 4-bromobut-2-enoate

HCID 14229

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Basic information

CAS: 1117-71-1
Standard SMILES: COC(=O)C=CCBr
InChIKey: RWIKCBHOVNDESJ-UHFFFAOYSA-N
Molecular formula: C5H7BrO2
Average molar mass: 179.01 g/mol
Monoisotopic mass: 177.96294156

Names & identifiers

Preferred name: Methyl 4-bromobut-2-enoate
IUPAC: methyl 4-bromobut-2-enoate
English name: Methyl 4-bromocrotonate
Molecular formula: C5H7BrO2
Molecular weight: 179.01

Names & synonyms

methyl 4-bromobut-2-enoateSCHEMBL25769SCHEMBL11456693SCHEMBL11456694STR01036AKOS025393589(E)-4-bromo-crotonic acid methyl ester(E)-Methyl 4-broMobut-2-enoate4-bromocrotonateMethyl bromocrotonateBromo Methyl CrotonateMethyl Trans-4-Bromocrotonate

Show more names

methylbromocrotonateRemazolam impurity 2Methyl-4-bromcrotonatMethyl 4-bromocrotote

Database identifiers

CAS: 1117-71-1
PubChem CID: 14229
DTXSID: DTXSID8061503

Properties

Computed structural properties

XLogP: 1.1
Topological polar surface area: 26.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 3
Heavy atoms: 8
Formal charge: 0
Complexity: 98.6

Physicochemical properties

Boiling point: 83 · 83-85 °C13 mm Hg(lit.)
Density: 1.522 g/mL · 1.522 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.501
Flash point: 197 °F · 197 °F
storage temp.: 2 · 2-8°C
form: Liquid
Specific Gravity: 1.52 · 1.52
color: Clear yellow
Water Solubility: Slightly soluble in water.
BRN: 1745755 · 1745755
InChI: InChI=1S/C5H7BrO2/c1-8-5(7)3-2-4-6/h2-3H,4H2,1H3/b3-2+
InChIKey: RWIKCBHOVNDESJ-NSCUHMNNSA-N
SMILES: C(=O)(OC)/C=C/CBr
CAS DataBase Reference: 1117 · 1117-71-1(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
NIST Chemistry Reference: 2 · 2-Butenoic acid, 4-bromo-, methyl ester(1117-71-1)
EPA Substance Registry System: 2 · 2-Butenoic acid, 4-bromo-, methyl ester (1117-71-1)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05,GHS07
Signal word: Danger
Hazard statements: 315 · H315-H318-H335
Precautionary statements: 261 · P261-P280-P305+P351+P338
target organs: Respiratory system
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xi,C
Risk Statements: 37 · 37/38-41-34-20/21/22
Safety Statements: 26 · 26-39-45-36/37/39
RIDADR: 3265 · 3265
WGK Germany: 3 · 3
RTECS: 3120000 · GQ3120000
F: 8 · 8-9
Hazard Note: Corrosive
TSCA: TSCA listed
HazardClass: 8 · 8
PackingGroup: III
HS Code: 29161900 · 29161900
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 1 Skin · Eye Dam. 1Skin Irrit. 2STOT SE 3
REACH Registrations: Active

Safety & regulation

Safety data

F: 8-9
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
rtecs: GQ3120000
ridadr: 3265
hs_code: 29161900
risk_code: 37/38-41-34-20/21/22
Signal word: Danger
Symbol(GHS): GHS05,GHS07
hazard_code: Xi,C
hazard_note: Corrosive
safety_code: 26-39-45-36/37/39
hazard_class: 8
Storage Class: 10 - Combustible liquids
packing_group: III
target organs: Respiratory system
Hazard statements: H315-H318-H335
REACH Registrations: Active
Hazard Classifications: Eye Dam. 1Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P280-P305+P351+P338

Chemistry & industry

Applications

UsesIt is a useful synthetic intermediate. It was used in the synthesis of irreversible inhibitors of EGFR and HER-2 tyrosine kinases with enhanced antitumor activities.