ChemicalBook--->CAS DataBase List--->17332-12-6

17332-12-6

17332-12-6 Structure

17332-12-6 Structure
IdentificationMore
[Name]

2-BROMO-4-METHOXYPHENOL
[CAS]

17332-12-6
[Synonyms]

2-BROMO-4-METHOXYPHENOL
Phenol, 3-bromo-4-methoxy-
3-Bromo-4-methoxyphenol 98%
[Molecular Formula]

C7H7BrO2
[MDL Number]

MFCD02113712
[Molecular Weight]

203.03
[MOL File]

17332-12-6.mol
Chemical PropertiesBack Directory
[Melting point ]

47°
[Boiling point ]

281.1±20.0 °C(Predicted)
[density ]

1.585±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[pka]

9.49±0.18(Predicted)
[Appearance]

Light brown to black Solid
[InChI]

InChI=1S/C7H7BrO2/c1-10-7-3-2-5(9)4-6(7)8/h2-4,9H,1H3
[InChIKey]

NOJOUQQJSGRBMN-UHFFFAOYSA-N
[SMILES]

C1(O)=CC=C(OC)C(Br)=C1
[CAS DataBase Reference]

17332-12-6(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HazardClass ]

IRRITANT
[HS Code ]

2909500090
Hazard InformationBack Directory
[Uses]

3-Bromo-4-methoxyphenol is a malate dehyrogenase inhibitor.
[Synthesis]

4-methoxyphenyl acetate

124764-37-0

2-BROMO-4-METHOXYPHENOL

17332-12-6

General procedure for the synthesis of 3-bromo-4-methoxyphenol from 3-bromo-4-methoxyphenyl acetate: a solution of potassium hydroxide (290 mg, 5.19 mmol) in water (2.5 mL) was added to a solution of 3-bromo-4-methoxyphenyl acetate (1.2 g, 4.9 mmol) in methanol (18.5 mL). The reaction mixture was stirred at room temperature for 30 min, followed by removal of the solvent under reduced pressure. Water (40 mL) was added to the residue and 1.2 M aqueous hydrochloric acid (4.3 mL) was added dropwise until the mixture was acidic. The mixture was extracted with dichloromethane (2 x 40 mL), the organic phases were combined and dried over anhydrous sodium sulfate. After filtration, the filtrate was evaporated under reduced pressure to give 3-bromo-4-methoxyphenol (976 mg, 98% yield) as a light yellow solid.LCMS analysis (Method A): retention time (RT) = 2.11 min; no ionization was observed.TLC analysis: Rf = 0.28 (unfolding reagent ratio 1:4 ethyl acetate:hexane).

[References]

[1] Patent: WO2009/109743, 2009, A1. Location in patent: Page/Page column 37; 38
[2] Patent: CN105001107, 2016, B. Location in patent: Paragraph 0045; 0047
[3] Patent: WO2004/16621, 2004, A1. Location in patent: Page 31
Spectrum DetailBack Directory
[Spectrum Detail]

2-BROMO-4-METHOXYPHENOL(17332-12-6)1HNMR
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