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776-74-9 - Benzhydryl bromide, 90+% - Bromodiphenylmethane - Diphenylmethyl bromide - L02211 - Alfa Aesar

L02211 Benzhydryl bromide, 90+%

CAS Number
776-74-9
Synonyms
Bromodiphenylmethane
Diphenylmethyl bromide

Size Price ($) Quantity Availability
25g 21.22
100g 43.67
500g 124.80
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Benzhydryl bromide, 90+%

MDL
MFCD00000134
EINECS
212-279-8

Chemical Properties

Formula
C13H11Br
Formula Weight
247.14
Melting point
36-41°
Boiling Point
183-185°/20mm
Flash Point
>110°(230°F)
Sensitivity
Moisture Sensitive
Solubility
Insoluble in water.

Applications

Benzhydryl bromide is a halogenated building block. Benzhydryl group was preferred to the commoner benzyl to protect 2-nitrophenol in the Bartoli (vinyl Grignard) synthesis of 7-hydroxyindole. Protection was by reaction with the phenol in the presence of potassium carbonate in acetone; deprotection of the indole was by hydrogenolysis.

Notes

Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. Incompatible with oxidizing agents and bases. It is sensitive to moisture. Protect from humidity and water. Store under dry inert gas.

Literature References

S. Winstein.; Arnold H. Fainberg.; E. Grunwald. Correlation of Solvolysis Rates. VIII. Benzhydryl Chloride and Bromide. Comparison of mY and Swain's Correlations. J. Am. Chem. Soc. 1957, 79 (15), 4146-4155.

Anu Mahadevan.; Howard Sard.; Mario Gonzalez.; John C. McKew. A general method for C3 reductive alkylation of indoles. Tetrahedron Letters. 2003, 44(24), 4589-4591.

The benzhydryl group was preferred to the commoner benzyl to protect 2-nitrophenol in the Bartoli (vinyl Grignard) synthesis of 7-hydroxyindole. Protection was by reaction with the phenol in the presence of potassium carbonate in acetone; deprotection of the indole was by hydrogenolysis: Synth. Commun., 21, 611 (1991).

Compare also Benzhydrol, A12884.

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P280-P305+P351+P338-P309-P310

Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or if you feel unwell: Immediately call a POISON CENTER or doctor/physician.

Other References

Beilstein
638544
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2903.99
TSCA
Yes
RTECS
PA5350000

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