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91-01-0 - Benzhydrol, 99% - Diphenylcarbinol - Diphenylmethanol - A12884 - Alfa Aesar

A12884 Benzhydrol, 99%

CAS Number
91-01-0
Synonyms
Diphenylcarbinol
Diphenylmethanol

Size Price ($) Quantity Availability
50g 18.64
250g 48.31
1000g 154.50
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Benzhydrol, 99%

MDL
MFCD00004488
EINECS
202-033-8

Chemical Properties

Formula
C13H12O
Formula Weight
184.24
Melting point
64-68°
Boiling Point
297-298°
Flash Point
160°(320°F)
Solubility
Slightly soluble in water.

Applications

Benzhydrol is widely used as intermediates in pharmaceuticals (including antihistamines), agrochemicals, perfumes and other organic compounds. It is used as a fixative in the perfume industry. It is involved in polymerization reaction as a terminating group. It is used as precursor to prepare modafinil, benztropine and diphehydramine.

Notes

Incompatible with strong oxidizing agents, acids, acid chlorides and acid anhydrides.

Literature References

The protection of OH groups as benzhydryl ethers can be catalyzed by sulfuric acid: Org. Synth. Coll., 4, 72 (1963); Angew. Chem. Int. Ed., 15, 281 (1976). See also Benzhydryl­ bromide, L02211. Thiols, e.g. in cysteine residues in peptide synthesis, can be protected as thioethers in the presence of TFA or HBr/AcOH: J. Chem. Soc. (C), 2683 (1970). The group can be cleaved by TFA in the presence of a cation scavenger, e.g. phenol or anisole (same ref.), or by Na in liquid NH3: J. Am. Chem. Soc., 84, 3887 (1962). See Appendix 6.

Carboxyl groups can be protected by esterification in benzene with tosic acid catalyst. Deprotection can be effected with the same catalyst by refluxing in toluene, which undergoes electrophilic alkylation: Tetrahedron Lett., 37, 1965 (1996).

Misawa, T.; Dodo, K.; Ishikawa, M.; Hashimoto, Y.; Sagawa, M.; Kizaki, M.; Aoyama, H. Structure-activity relationships of benzhydrol derivatives based on 1'-acetoxychavicol acetate (ACA) and their inhibitory activities on multiple myeloma cell growth via inactivation of the NF-κB pathway. Bioorg. Med. Chem. 2015, 23 (9), 2241-2246.

Taskin, O. S.; Temel, B. A.; Tasdelen, M. A.; Yagci, Y. Synthesis of block copolymers by selective H-abstraction and radical coupling reactions using benzophenone/benzhydrol photoinitiating system. Eur. Polym. J. 2015, 62, 304-311.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335-H303

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation. May be harmful if swallowed.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. 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 INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,1090
Beilstein
1424379
Harmonized Tariff Code
2906.29
TSCA
Yes
RTECS
DC7452000

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