1014-60-4

Basic information

• Product Name: 1,3-DI-TERT-BUTYLBENZENE
• Synonyms: 1,3-bis-(1,1-dimethylethyl)-benzene;1,3-bis(1,1-dimethylethyl)benzene;1,3-Ditertiarybutylbenzene;1,3-tert-dibutylbenzene;Benzene, m-di-tert-butyl-;m-Di-tert-butylbenzene;1,3-DI-TERT-BUTYLBENZENE;1,3-DI-TERT-BUTYLBENZENE 99%
• CAS NO: 1014-60-4
• Molecular Formula: C₁₄H₂₂
• Molecular Weight: 190.32
• Product Categories: Arenes;Building Blocks;Organic Building Blocks
• Mol File: 1014-60-4.mol
• Article Data: 28

Chemical Properties

• Melting Point: 10-11 °C(lit.)
• Boiling Point: 106-107 °C18 mm Hg(lit.)
• Flash Point: 183 °F
• Appearance: /
• Density: 0.859 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.143mmHg at 25°C
• Refractive Index: n20/D 1.488(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: Insoluble in water.
• CAS DataBase Reference: 1,3-DI-TERT-BUTYLBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-DI-TERT-BUTYLBENZENE(1014-60-4)
• EPA Substance Registry System: 1,3-DI-TERT-BUTYLBENZENE(1014-60-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1014-60-4(Hazardous Substances Data)

Usage

Uses

1,3-Di-tert-butylbenzene is used as a pharmaceutical intermediate.

Synthesis Reference(s)

The Journal of Organic Chemistry, 52, p. 1222, 1987 DOI: 10.1021/jo00383a009

General Description

The solute-solvent nuclear overhauser effects (NOEs) of 1,3-di-tert-butylbenzene was studied in solvents composed of tetramethylsilane, perfluoro-tert-butyl alcohol and carbon tetrachloride.

InChI:InChI=1/C14H22/c1-13(2,3)11-8-7-9-12(10-11)14(4,5)6/h7-10H,1-6H3

Upstream product

• 1012-72-2 1,4-di-tert-butylbenzene 
• 253185-03-4 tert-butylbenzene 
• 507-20-0 tertiary butyl chloride 
• 1460-02-2 1,3,5-Tri-tert-butylbenzene 
• 16204-73-2 4-tert-butyl-1,1-dimethylindan 
• 93131-79-4 3,5-Di-t-butylphenyl-tosylat 
• 87012-30-4 2,6-di-tert-butyl-1,3-cyclohexadiene 
• 87012-26-8 1,5-di-tert-butyl-1,4-cyclohexadiene 
• 7664-93-9 sulfuric acid 
• 7446-70-0 aluminium trichloride 
• 558-17-8 tert-Butyl iodide 
• 15181-11-0 3, 5-di-tert-butyltoluene 
• 1071592-55-6 2,4-di-tert-butylphenyl mesylate 
• 3975-77-7 1-bromo-2,4,6-tri-tert-butylbenzene 

Downstream Products

• 1756-31-6 1-(3,5-di-tert-butylphenyl)ethanone 
• 253185-03-4 tert-butylbenzene 
• 1460-02-2 1,3,5-Tri-tert-butylbenzene 
• 16225-26-6 3,5-di-tert-butylbenzoic acid 
• 189756-42-1 tris-(3,5- di- tert -butylphenyl)phosphine 
• 37055-53-1 1,3-di(tert-butyl)-5-iodobenzene 
• 96-76-4 2,4-di-tert-Butylphenol 
• 172220-14-3 ((CH₃)5C₅)Rh(P(CH₃)3)(H)(C₆H₃(C(CH₃)3)2) 
• 791640-00-1 (η5-C5Me5)(PMe3)Ir(3,5-C6H3(C(CH3)3)2)OTf 
• 2909-84-4 2,4-bis(1,1-dimethylethyl)benzenamine 
• 1577233-07-8 1,3-di-tert-butyl-5-(difluoromethyl)benzene 
• 213039-50-0 1,3-bis(aminomethyl)-4,6-di-tert-butylbenzene 
• 99758-86-8 2-[3,5-di(tert-butyl)phenyl]acetaldehyde 
• 259222-98-5 1,3-di-tert-butyl-4,6-bis(chloromethyl)benzene 

Relevant articles and documents

-

-

-

-

Interconversion equilibria between tert-butylbenzenes and tert-butyltoluenes

The equilibrium of six positional isomerization reactions in the systems of sterically unhindered tert-butylbenzenes (TBB) and tert-butyltoluenes (TBT) was experimentally studied in the liquid phase over a wide temperature range. The thermodynamic charact

Radical Hydrodehalogenation of Aryl Bromides and Chlorides with Sodium Hydride and 1,4-Dioxane

A practical method for radical chain reduction of various aryl bromides and chlorides is introduced. The thermal process uses NaH and 1,4-dioxane as reagents and 1,10-phenanthroline as an initiator. Hydrodehalogenation can be combined with typical cyclization reactions, proving the nature of the radical mechanism. These chain reactions proceed by electron catalysis. DFT calculations and mechanistic studies support the suggested mechanism.

Highly syn selective addition of aqueous HBr to hydrophobically shielded arylalkynes

Hydrophobically shielded alkynes HCC-aryl, carrying 2,6-di- and 2,4,6-tri-tert-butylphenyl as the aryl group, can add aqueous HBr on heating in moist chloroform solutions to produce pure H2CC(-Br)-aryl (isolated yields 96%, no hydrolysis). Employment of DCC-aryl furnished initially only the E stereoisomer of DHCC(-Br)-aryl (stereospecific syn addition), which was slowly both dedeuteriated and partially transformed to the Z stereoisomer by HBr. The strongly retarded HBr addition to H3C-CC-aryl in moist chloroform produced again more E than Z product, whereas a thermodynamic E/Z ratio of 10:87 was found in moist acetic acid. Substitution of Br by LiSnMe3produced H2CC(-SnMe3)-aryl with well resolved long range 119Sn NMR coupling constants.