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114446-55-8

114446-55-8 Structure

114446-55-8 Structure
IdentificationBack Directory
[Name]

(S)-1-(2-BROMOPHENYL)ETHANOL
[CAS]

114446-55-8
[Synonyms]

(S)-1-Phenyl-2-bromoethanol
(S)-1-(2-BroMohenyl)ethanol
(1S)-1-Phenyl 2-bromoethanol
(1S)-1-Phenyl-2-bromoethanol
(S)-1-(2-BROMOPHENYL)ETHANOL
(S)-L-(2-Bromophenyl)ethanol
(S)-1-(o-Bromophenyl)ethanol
(1S)-1-(2-bromophenyl)ethanol
(S)-(+)-2-BROMO-1-PHENYL ETHANOL
(S)-α-(Bromomethyl)benzyl alcohol
(S)-α-(Bromomethyl)benzenemethanol
(S)-α-Methyl-2-bromobenzyl alcohol
(S)-α-Methyl-2-bromobenzenemethanol
(αS)-α-Methyl-2-bromobenzenemethanol
(s)-(-)-2-bromo-α-methylbenzyl alcohol
(S)-2-BROMO-ALPHA-METHYLBENZYL ALCOHOL
(S)-(-)-2-BROMO-ALPHA-METHYLBENZYL ALCOHOL
(S)-(-)-2-BroMo-α-Methylbenzyl alcohol
(S)-2-Bromo-alpha-methylbenzyl alcohol, 98% ee
(S)-2-Bromo-alpha-methylbenzyl alcohol, 95% (98% e.e.)
[Molecular Formula]

C8H9BrO
[MDL Number]

MFCD00004509
[MOL File]

114446-55-8.mol
[Molecular Weight]

201.06
Questions And AnswerBack Directory
[Synthesis]

Asymmetric Synthesis of (S)-1-(2-BROMOPHENYL)ETHANOL:

Synthesis of (S)-1-(2-BROMOPHENYL)ETHANOL

Add 0.5 mmol of 1-(2-bromophenyl)ethanol to a test tube, add 1.5 mmol of dipropylene glycol dimethyl ether, purge with an oxygen bulb, and react at 120°C for 12 hours until the reaction is complete. Add 2.5 mmol of sodium formate to the reaction system, then add 0.0025 mmol of catalyst B, add 4 mL of methanol:water (3:1), and purge with nitrogen for 3 hours.

The reaction was carried out at 50°C for 12 hours. After the reaction, the sample was washed with water, and the aqueous phase was extracted three times with ethyl acetate. The combined organic phases were concentrated to dryness and separated by column chromatography (petroleum ether: ethyl acetate = 10:1) to give (S)-1-(2-BROMOPHENYL)ETHANOL (67.3 mg), with a yield of 91% and an ee value of 88%.
Chemical PropertiesBack Directory
[Appearance]

off-white to light yellow crystalline powder
[Melting point ]

56-58 °C(lit.)
[Boiling point ]

128 °C15 mm Hg(lit.)
[density ]

1.3646 (rough estimate)
[refractive index ]

1.5610 (estimate)
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

solid
[pka]

14.01±0.20(Predicted)
[Optical Rotation]

[α]30/D 54°, c = 1 in chloroform
[InChIKey]

DZLZSFZSPIUINR-LURJTMIESA-N
[CAS DataBase Reference]

114446-55-8
Hazard InformationBack Directory
[Chemical Properties]

off-white to light yellow crystalline powder
[Uses]

Used in the synthesis of chiral boronic acids, which serve as reagents for enantiomeric purity determination of diols by H-NMR.
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38-20/21/22
[Safety Statements ]

26-36-36/37/39
[WGK Germany ]

3
[HS Code ]

29062900
Spectrum DetailBack Directory
[Spectrum Detail]

(S)-1-(2-BROMOPHENYL)ETHANOL(114446-55-8)1HNMR
(S)-1-(2-BROMOPHENYL)ETHANOL(114446-55-8)Raman
(S)-1-(2-BROMOPHENYL)ETHANOL(114446-55-8)IR
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