4,4'-DI-TERT-BUTYLBIPHENYL

4,4'-DI-TERT-BUTYLBIPHENYL Basic information
Product Name:4,4'-DI-TERT-BUTYLBIPHENYL
Synonyms:1,1'-Biphenyl, 4,4'-bis(1,1-dimethylethyl)-;4,4'-Ditert-butyl-1,1'-biphenyl;4,4'-DI-T-BUTYLBIPHENYL;4,4'-DI-TERT-BUTYLBIPHENYL;4,4'-Di-tert-butylbiphenyl, 99+%;TIMTEC-BB SBB007812;4,4'-Di-tert-butylbiphenyl Zone Refined (number of passes:30);4,4'-Di-tert-butyL
CAS:1625-91-8
MF:C20H26
MW:266.42
EINECS:216-615-4
Product Categories:Building Blocks;Chemical Synthesis;Arenes;Building Blocks;Organic Building Blocks;Organic Building Blocks;Biphenyl derivatives;Biphenyl & Diphenyl ether;Highly Purified Reagents;Other Categories;Zone Refined Products
Mol File:1625-91-8.mol
4,4'-DI-TERT-BUTYLBIPHENYL Structure
4,4'-DI-TERT-BUTYLBIPHENYL Chemical Properties
Melting point 126-130 °C(lit.)
Boiling point 190-192 °C13 mm Hg(lit.)
density 0.9463 (estimate)
refractive index 1.5928 (estimate)
Fp 190-192°C/13mm
storage temp. Sealed in dry,Room Temperature
solubility dioxane: 0.1 g/mL, clear
form Crystalline Powder
color Light yellow to yellow-orange
BRN 2095855
CAS DataBase Reference1625-91-8(CAS DataBase Reference)
NIST Chemistry Reference4,4'-Di-tert-butylbiphenyl(1625-91-8)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
HS Code 29029090
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
4,4'-DI-TERT-BUTYLBIPHENYL Usage And Synthesis
Chemical PropertiesPowder
UsesIt is used in the generation of 1,2-di(lithiomethyl)benzene. It is found to accept electrons from Li metal to give a radical anion which is highly effective in the conversion of alkyl halides to alkyllithiums. 4,4?-Di-tert-butylbiphenyl is used in production of homoallylic amine derivatives. It is also used in the preparation of lithium di-tert-butylbiphenylide, a radical anion, superior to sodium or lithium naphthalenides for metalation reactions. Along with lithium, 4,4?-Di-tert-butylbiphenyl catalyzes; reaction of chloromethyl ethyl ether and different carbonyl compounds to yield corresponding hydroxyethers and reductive opening of N-phenylazetidine.
Synthesis Reference(s)Tetrahedron Letters, 26, p. 1655, 1985 DOI: 10.1016/S0040-4039(00)98576-9
General Description4,4′-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
4,4'-BIS[(HEXAFLUOROISOPROPYLIDENE)PHTHALIC ANHYDRIDE]DIPHENYL 3,5-Di-tert-butyl-4-hydroxybenzyl alcohol Ultranox 626 2,2'-Di-tert-butylbiphenyl 4,4'-[[2,5-Bis(tert-butyl)-1,4-phenylene]bis(oxy)]bis[3-(trifluoromethyl)benzenamine 2,2'-BISNALTREXONE 3,5-Bis(tert-butyl)benzaldehyde 2 7-DI-TERT-BUTYL-9-FLUORENYLMETHANOL DIPHENYLMETHYLIDENE(CYCLOPENTADIENYL)(2,7-DI-TERT-BUTYLFLUOREN-9-YL)ZIRCONIUM DICHLORIDE (4'-Methoxy-3,5-di-tert-butylbiphenyl-4-yloxy)radical Bis(4-tert-butylphenyl)iodonium hexafluorophosphate Pseudomorphine (Morphine Impurity) CODEINE IMP C 2,7-DI-TERT-BUTYLFLUORENE-9-CARBOXYLIC ACID 2,2'-Dihydroxy-4,4'-di-tert-butylbiphenyl 2,7-Di-tert-butylfluorene 4,4'-DI-TERT-BUTYLBIPHENYL 2,7-DI(TERT-BUTYL)FLUORENYLMETHOXYCARBONYL CHLORIDE

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