Liquid Crystal / Alfa Chemistry
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4-Bromo-4'-Hydroxybiphenyl

Catalog Number ACM29558778
CAS Number 29558-77-8
Structure
Synonyms [1,1'-Biphenyl]-4-Ol, 4'-Bromo-
IUPAC Name 4-(4-bromophenyl)phenol
Molecular Weight 249.1
Molecular Formula C12H9BrO
Canonical SMILES C1=CC(=CC=C1C2=CC=C(C=C2)Br)O
InChI InChI=1S/C12H9BrO/c13-11-5-1-9(2-6-11)10-3-7-12(14)8-4-10/h1-8,14H
InChI Key ARUBXNBYMCVENE-UHFFFAOYSA-N
Boiling Point 355.5 ºC
Melting Point 164-166 ºC
Purity 98%+
Appearance White solid
Application 4-Bromo-4'-Hydroxybiphenyl is a white or cream powder that serves as a versatile biphenyl starting material in chemical synthesis. It acts as a valuable intermediate, particularly in processes like the vinylation with ethyl acrylate using a Pd(OAc)2/PPh3 catalyst, which produces ethyl 4-(4'-hydroxyphenyl) cinnamate with some 4-hydroxybiphenyl and ethyl cinnamate as byproducts. Additionally, 4-Bromo-4'-Hydroxybiphenyl can be synthesized from 4-bromo-4'-benzenesulphonyloxybiphenyl through hydrolysis with sodium hydroxide in a dioxan-water mixture. It also plays a role in creating nanocomposite dendrimers based on cyclic phosphazene cores by reacting with phosphonitrilic chloride trimer in the presence of K2CO3 and THF, demonstrating its utility in a wide range of applications.