| Identification | More | [Name]
3-Bromobenzyl alcohol | [CAS]
15852-73-0 | [Synonyms]
3-BROMOBENZYL ALCOHOL
M-BROMOBENZYL ALCOHOL
RARECHEM AL BD 0052
(3-Bromophenyl)methanol
Benzenemethanol, 3-bromo-
3-Bromobenzyl alcohol 98%
3-Bromobenzenemethanol | [EINECS(EC#)]
239-975-4 | [Molecular Formula]
C7H7BrO | [MDL Number]
MFCD00004629 | [Molecular Weight]
187.03 | [MOL File]
15852-73-0.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR COLOURLESS TO LIGHT YELLOW LIQUID | [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.)
| [Fp ]
>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 Data | Back Directory | [Hazard Codes ]
Xi | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
29062900 |
| Hazard Information | Back Directory | [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 |
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