Catalog Number
ACM29558778
Product Name
4-Bromo-4'-Hydroxybiphenyl
Category
Liquid Crystal (LC) Building Blocks; Liquid Crystal (LC) Materials
Synonyms
[1,1'-Biphenyl]-4-Ol, 4'-Bromo-
IUPAC Name
4-(4-bromophenyl)phenol
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
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.
Covalently-Bonded Unit Count
1
Monoisotopic Mass
247.98368g/mol