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ChemicalBook--->CAS DataBase List--->145691-59-4

145691-59-4

145691-59-4 Structure

145691-59-4 Structure
IdentificationMore
[Name]

3,5-DIBROMOBENZYL ALCOHOL
[CAS]

145691-59-4
[Synonyms]

3,5-DIBROMOBENZYL ALCOHOL
RARECHEM AL BD 0770
[Molecular Formula]

C7H6Br2O
[MDL Number]

MFCD01632143
[Molecular Weight]

265.93
[MOL File]

145691-59-4.mol
Chemical PropertiesBack Directory
[Melting point ]

107-108°C
[Boiling point ]

328℃
[density ]

1.960
[Fp ]

152℃
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

13.98±0.10(Predicted)
[Appearance]

Light brown to brown Solid
[Water Solubility ]

Slightly soluble in water.
[InChI]

InChI=1S/C7H6Br2O/c8-6-1-5(4-10)2-7(9)3-6/h1-3,10H,4H2
[InChIKey]

ZQNSHKZQTZSNTB-UHFFFAOYSA-N
[SMILES]

C1(CO)=CC(Br)=CC(Br)=C1
[CAS DataBase Reference]

145691-59-4(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

C
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[HS Code ]

2906290090
Hazard InformationBack Directory
[Uses]

It is used in the synthesis of substituted benzylamines.
[Synthesis]

3,5-Dibromobenzoic acid

618-58-6

3,5-DIBROMOBENZYL ALCOHOL

145691-59-4

Step 1: To a stirred solution of 3,5-dibromobenzoic acid (2 g, 7.168 mmol) in tetrahydrofuran (20 mL) was slowly added borane dimethyl sulfide (3.4 mL, 35.842 mmol, 5 eq.) at 0 °C. The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the mixture was cooled to 0 °C and the reaction was carefully quenched with methanol (appropriate amount). Subsequently, the reaction mixture was concentrated under reduced pressure to afford (3,5-dibromophenyl)methanol as an off-white solid (1.8 g, 94% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 4.47 (d, J = 6Hz, 2H), 5.39 (t, J = 6Hz, 1H), 7.49 (s, 2H), 7.65 (s, 1H).

[References]

[1] Patent: WO2017/46739, 2017, A1. Location in patent: Page/Page column 60
[2] Patent: JP2005/120047, 2005, A. Location in patent: Page/Page column 165
[3] Synlett, 2002, # 2, p. 251 - 254
[4] European Journal of Medicinal Chemistry, 2011, vol. 46, # 9, p. 4227 - 4237
Spectrum DetailBack Directory
[Spectrum Detail]

3,5-DIBROMOBENZYL ALCOHOL(145691-59-4)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

3,5-Dibromobenzyl alcohol, 99%(145691-59-4)
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