193801

4,4′-Di-tert-butylbiphenyl

99%

• Synonym(s): 1-tert-Butyl-4-(4-tert-butylphenyl)benzene, 4,4′-Bis(1,1-dimethylethyl)-1,1′-biphenyl, 4,4′-Di-tert-butyl-1,1′-biphenyl, DBB, p,p′-Di-tert-butylbiphenyl
• Linear Formula: (CH₃)₃CC₆H₄C₆H₄C(CH₃)₃
• CAS Number: 1625-91-8
• Molecular Weight: 266.42
• Beilstein/REAXYS Number: 2095855
• EC Number: 216-615-4
• MDL number: MFCD00008834
• UNSPSC Code: 12352100
• PubChem Substance ID: 24851615
• NACRES: NA.22

Properties

• Quality Level: 200
• assay: 99%
• form: solid
• bp: 190-192 °C/13 mmHg (lit.)
• mp: 126-130 °C (lit.)
• SMILES string: CC(C)(C)c1ccc(cc1)-c2ccc(cc2)C(C)(C)C
• 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

Description

General description

4,4′-Di-tert-butylbiphenyl along with lithium catalyzes:

• reaction of chloromethyl ethyl ether and different carbonyl compounds to yield corresponding hydroxyethers
• reductive opening of N-phenylazetidine

Application

4,4′-Di-tert-butylbiphenyl was used in production of homoallylic amine derivatives. It was also used in the preparation of lithium di-tert-butylbiphenylide, a radical anion, superior to sodium or lithium naphthalenides for metalation reactions.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)