3-Bromobenzyl alcohol Chemical Properties

Melting point:

110-112

Boiling point:

165 °C16 mm Hg(lit.)

Density 

1.56 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.584(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

Water Solubility 

Slightly soluble in water

form 

clear liquid

pka

14.28±0.10(Predicted)

color 

Colorless to Light yellow to Light orange

Specific Gravity

1.560

BRN 

2242512

InChI

InChI=1S/C7H7BrO/c8-7-3-1-2-6(4-7)5-9/h1-4,9H,5H2

InChIKey

FSWNRRSWFBXQCL-UHFFFAOYSA-N

SMILES

C1(CO)=CC=CC(Br)=C1

CAS DataBase Reference

15852-73-0(CAS DataBase Reference)

NIST Chemistry Reference

3-Bromobenzyl alcohol(15852-73-0)

Safety Information

Hazard Codes 

Xi

Safety Statements 

24/25

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29062900

MSDS

• Language:English Provider:3-Bromobenzyl alcohol
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3-Bromobenzyl alcohol Usage And Synthesis

Chemical Properties

CLEAR COLOURLESS TO LIGHT YELLOW LIQUID

Uses

3-Bromobenzyl alcohol was employed in the preparation of tert-butyl 3-(3-bromophenyl)-2-cyanopropanoate and silyl ether.

Synthesis Reference(s)

Synthetic Communications, 19, p. 1217, 1989 DOI: 10.1080/00397918908054526

Synthesis

Example 49: Synthesis of (3-bromophenyl)methanol Sodium borohydride (7.1 g, 186.1 mmol) was added in one batch to a solution of 3-bromobenzaldehyde (114.8 g, 620.4 mmol) in ethanol (650 mL) at 25 °C. The reaction mixture was stirred at room temperature for 1 hour. Upon completion of the reaction, the reaction was quenched with water (200 mL). After ethanol was removed by distillation under reduced pressure, the residue was dissolved in ethyl acetate (500 mL) and filtered. The filtrate was washed sequentially with water (150 mL) and brine (150 mL) and then dried over anhydrous sodium sulfate. After concentration under reduced pressure to remove the solvent, 115.8 g of 3-bromobenzyl alcohol was obtained in 99.8% yield.

References

[1] Patent: US2009/203657, 2009, A1. Location in patent: Page/Page column 54
[2] Patent: US2009/203677, 2009, A1. Location in patent: Page/Page column 57; 58
[3] Patent: US2009/197871, 2009, A1. Location in patent: Page/Page column 57
[4] Patent: WO2009/100169, 2009, A1. Location in patent: Page/Page column 138
[5] European Journal of Medicinal Chemistry, 2016, vol. 108, p. 564 - 576

3-Bromobenzyl alcohol(15852-73-0)Related Product Information

• Benzyl alcohol
• Brompheniramine
• 3-Bromoanisole
• 1,2-Dibromobenzene
• 4-Bromoanisole
• 2-Bromofluorobenzene
• Ethyl acetate
• Bromoxynil octanoate
• Brompheniramine hydrogen maleate
• 2-Bromobenzonitrile
• 3-Bromobenzaldehyde
• 3-Nitrobenzyl bromide
• (3-NITROPHENYL)ACETIC ACID METHYL ESTER
• 3-Nitroacetophenone
• 3-Bromobenzyl bromide
• 3-Nitrobenzaldehyde
• 1-Bromo-3-iodobenzene
• 3-Bromobenzonitrile