Methyl 4-bromo-3-hydroxythiophene-2-carboxylate

HCID 2777611CAS 95201-93-7

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Basic information

Standard SMILES: COC(=O)c1scc(Br)c1O
InChIKey: UFTXASQYKJFRKI-UHFFFAOYSA-N
Molecular formula: C6H5BrO3S
Average molar mass: 237.07 g/mol
Monoisotopic mass: 235.91427712

Names & identifiers

Preferred name: Methyl 4-bromo-3-hydroxythiophene-2-carboxylate
IUPAC: methyl 4-bromo-3-hydroxythiophene-2-carboxylate
English name: METHYL 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE
Molecular formula: C6H5BrO3S
Molecular weight: 237.07

Names & synonyms

methyl 4-bromo-3-hydroxythiophene-2-carboxylate95201-93-7DTXSID30380589RefChem:355621DTXCID10331615MFCD000520812-Thiophenecarboxylic acid, 4-bromo-3-hydroxy-, methyl esterAKOS005067760methyl4-bromo-3-hydroxythiophene-2-carboxylateMethyl 4-bromo-3-hydroxy-2-thiophenecarboxylate2-Thiophenecarboxylicacid,4-bromo-3-hydroxy-,methyl esterMethyl-3-hydroxy-4-b

Show more names

Methyl-4-bromo-3-hydroxythophene2-carboxylateMethyl 4-bromo-3-hydroxythiophene-3-carboxylatemethyl 3-hydroxy-4-bromo-2-thiophenecarboxylatemethyl-3-hydroxy-4-bromo thiophen-2-carboxylate(4-bromo-3-oxo-2-thiophenylidene)-methoxymethanolate4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLIC ACID METHYL ESTERMETHYL 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE ISO 9001：2015 REACH

Maybridge1_0040124-Bromo-3-hydroxy-2-(methoxycarbonyl)thiopheneSCHEMBL1760863HMS552O08UFTXASQYKJFRKI-UHFFFAOYSA-NVDA20193SBB053878CCG-240049

Database identifiers

CAS: 95201-93-7
PubChem CID: 2777611
DTXSID: DTXSID30380589
Nikkaji: J284.778G

Properties

Computed structural properties

XLogP: 2.7
Topological polar surface area: 74.8 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 2
Heavy atoms: 11
Formal charge: 0
Complexity: 164

Physicochemical properties

Melting point: 79 · 79-80°C
Boiling point: 247.9 · 247.9±35.0℃ (760 Torr)
Density: 1.803 · 1.803±0.06 g/cm3 (20 ºC 760 Torr)
Flash point: 103.7 · 103.7±25.9℃
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
pka: 7.93 · 7.93±0.15(Predicted)
Appearance: White to off-white Solid
Water Solubility: 0.95 g/L · Sparingly Soluble in water 0.95 g/L @ 25°C.
InChI: InChI=1S/C6H5BrO3S/c1-10-6(9)5-4(8)3(7)2-11-5/h2,8H,1H3
InChIKey: UFTXASQYKJFRKI-UHFFFAOYSA-N
SMILES: C1(C(OC)=O)SC=C(Br)C=1O
CAS DataBase Reference: 95201 · 95201-93-7
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319
Precautionary statements: 501 · P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39
HS Code: 2934999090 · 2934999090

Safety & regulation

Safety data

hs_code: 2934999090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 26-37/39
Hazard statements: H302-H315-H319
Precautionary statements: P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Chemistry & industry

Applications

UsesThe synthesis of the thienopyranone scaffold began with the alkylation of methyl 4-bromo-3-hydroxythiophene-2-carboxylate with N-acetylmorpholine.