CAS 1625-91-8 4,4'-Di-tert-butylbiphenyl - Materials / Alfa Chemistry

NAVIGATION

4,4'-Di-tert-butylbiphenyl

PRICE INQUIRY

Catalog Number

ACM1625918-1

CAS Number

1625-91-8

Product Name

4,4'-Di-tert-butylbiphenyl

Structure

Category

Other Material Building Blocks

IUPAC Name

1-tert-butyl-4-(4-tert-butylphenyl)benzene

Molecular Weight

266.4g/mol

Molecular Formula

C20H26

Canonical SMILES

CC(C)(C)C1=CC=C(C=C1)C2=CC=C(C=C2)C(C)(C)C

InChI

InChI=1S/C20H26/c1-19(2,3)17-11-7-15(8-12-17)16-9-13-18(14-10-16)20(4,5)6/h7-14H,1-6H3

InChI Key

CDKCEZNPAYWORX-UHFFFAOYSA-N

Application

4,4'-Di-tert-butylbiphenyl serves a crucial role in various chemical synthesis processes. Primarily, it is used in the generation of 1,2-di(lithiomethyl)benzene by accepting electrons from lithium metal to form a radical anion. This radical anion is particularly effective in converting alkyl halides to alkyllithiums. Furthermore, the compound plays an important part in the production of homoallylic amine derivatives and the preparation of lithium di-tert-butylbiphenylide. This preparation generates a radical anion that is more efficient than sodium or lithium naphthalenides for metalation reactions. Additionally, alongside lithium, 4,4'-Di-tert-butylbiphenyl catalyzes reactions involving chloromethyl ethyl ether with various carbonyl compounds to produce hydroxyethers, as well as the reductive opening of N-phenylazetidine.

Complexity

253

Covalently-Bonded Unit Count

EC Number

216-615-4

Exact Mass

266.203451g/mol

Formal Charge

Heavy Atom Count

MeSH Entry Terms

4,4'-di-tert-butylbiphenyl;DBB biphenyl cpd;DTBB cpd

Monoisotopic Mass