22385-77-9

Basic information

• Product Name: 3,5-Di-tert-butylbromobenzene
• Synonyms: TIMTEC-BB SBB005901;1-BROMO-3,5-DI-TERT-BUTYLBENZENE;1-BROMO-3,5-DI-T-BUTYLBENZENE;3,5-DI-T-BUTYLBROMOBENZENE;3,5-Di-tert-butylbromobenzene;3,5-Di-tert-butylbromobenze;1-BROMO-3,5-DI-TERT-BUTYLBENZENE 99%;1,3-Di-tert-butyl-5-bromobenzene
• CAS NO: 22385-77-9
• Molecular Formula: C₁₄H₂₁Br
• Molecular Weight: 269.22
• EINECS: -0
• Product Categories: Aryl;C13 to C37+;Halogenated Hydrocarbons
• Mol File: 22385-77-9.mol
• Article Data: 17

Chemical Properties

• Melting Point: 62-66 °C(lit.)
• Boiling Point: 251 °C at 760 mmHg
• Flash Point: 98.9 °C
• Appearance: /
• Density: 1.126 g/cm³
• Vapor Pressure: 0.0332mmHg at 25°C
• Refractive Index: 1.503
• Storage Temp.: Room temperature.
• Water Solubility: 35μg/L at 25℃
• BRN: 2091559
• CAS DataBase Reference: 3,5-Di-tert-butylbromobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Di-tert-butylbromobenzene(22385-77-9)
• EPA Substance Registry System: 3,5-Di-tert-butylbromobenzene(22385-77-9)

Safety Data

• Hazard Codes: Xi
• Statements: 22-24/25:
• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 22385-77-9(Hazardous Substances Data)

Usage

Chemical Properties

White solid

InChI:InChI=1/C14H21Br/c1-13(2,3)10-7-11(14(4,5)6)9-12(15)8-10/h7-9H,1-6H3

Upstream product

• 1460-02-2 1,3,5-Tri-tert-butylbenzene 
• 2380-36-1 3,5-di-tert-butylaniline 
• 1138-52-9 3,5-Di-tert-butylphenol 
• 71-43-2 benzene 
• 4026-05-5 3-tert-butylbenzene-1,2-diol 
• 16225-26-6 3,5-di-tert-butylbenzoic acid 
• 1012-72-2 1,4-di-tert-butylbenzene 
• 56-23-5 tetrachloromethane 
• 7726-95-6 bromine 

Downstream Products

• 116186-39-1 <α-¹³C>tris(3,5-di-tert-butylphenyl)methanol 
• 62907-84-0 (3,5-di-tert-butylphenyl)lithium 
• 157247-80-8 Bis(3,5-di-tert-butylphenyl)phosphinic acid 
• 67106-64-3 1-(3,5-di-tert-butylphenyl)-2,2-dimethylpropan-1-one 
• 863118-63-2 2,2'-bis(di-(3,5-di-tert-butyl)phenyl)phosphino-4,4'-dimethyl-diphenylether 
• 197223-39-5 3,5-di-tert-butylphenyl boronic acid 
• 276890-14-3 2-(3,5-di-tert-butylphenyl)-5-phenylindene 
• 218604-62-7 2-(3',5'-di-tert-butyl)phenylindene 
• 276890-12-1 2-(3,5-Di-t-butylphenyl)-5-t-butylindene 
• 37055-53-1 1,3-di(tert-butyl)-5-iodobenzene 
• 1242168-62-2 C₇₂H₆₀O₂ 
• 1242168-63-3 C₁₀₀H₁₀₀O₂ 
• 1352756-38-7 4-tert-butyl-N-(3,5-di-tert-butylphenyl)benzenamine 
• 1357267-69-6 4-(bis(3,5-di-tert-butylphenyl)amino)benzaldehyde 

Relevant articles and documents

Intermolecular Hydroaminoalkylation of Alkynes

Intermolecular hydroaminoalkylation reactions of alkynes with secondary amines, which selectively give access to allylic amines with E configuration of the alkene unit, are achieved in the presence of titanium catalysts. Successful reactions of symmetrically substituted diaryl- and dialkylalkynes as well as a terminal alkyne take place with N-benzylanilines, N-alkylanilines, and N-alkylbenzylamines.

Linear Hydroaminoalkylation Products from Alkyl-Substituted Alkenes

The regioselective conversion of alkyl-substituted alkenes into linear hydroaminoalkylation products represents a strongly desirable synthetic transformation. In particular, such conversions of N-methylamine derivatives are of great scientific interest, because they would give direct access to important amines with unbranched alkyl chains. Herein, we present a new one-pot procedure that includes an initial alkene hydroaminoalkylation with an α-silylated amine substrate and a subsequent protodesilylation reaction that delivers linear hydroaminoalkylation products with high selectivity from simple alkyl-substituted alkenes. For that purpose, new titanium catalysts have been developed, which are able to activate the α-C?H bond of more challenging α-silylated amine substrates. In addition, a direct relationship between the ligand structure of the new catalysts and the obtained regioselectivity is described.

Development of 3,5-Di- tert -butylphenol as a Model Substrate for Biomimetic Aerobic Copper Catalysis

We develop 3,5-di- tert butylphenol as a strategic substrate for the evaluation of biomimetic Cu 2 -O 2 complexes intended to mimic the activity of tyrosinase. We describe a practical and scalable synthesis and validate its use in an aerobic ortho -oxygenation catalyzed by N, N ′-di- tert -butylethylenediamine and [Cu(CH 3 CN) 4 ]PF 6.