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Key Documents

193801

Sigma-Aldrich

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

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About This Item

Linear Formula:
(CH3)3CC6H4C6H4C(CH3)3
CAS Number:
Molecular Weight:
266.42
Beilstein:
2095855
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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