4830-95-9

Basic information

• Product Name: 3-Chloro-3-methylbutylbenzene
• Synonyms: (3-Chloro-3-methylbutyl)benzene;1-Phenyl-3-chloro-3-methylbutane;3-Chloro-3-methylbutylbenzene
• CAS NO: 4830-95-9
• Molecular Formula: C₁₁H₁₅Cl
• Molecular Weight: 182.69
• Mol File: 4830-95-9.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 125-126 °C(Press: 15 Torr)
• Appearance: /
• Density: 0.997±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 3-Chloro-3-methylbutylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chloro-3-methylbutylbenzene(4830-95-9)
• EPA Substance Registry System: 3-Chloro-3-methylbutylbenzene(4830-95-9)

Safety Data

• Hazardous Substances Data: 4830-95-9(Hazardous Substances Data)

Upstream product

• 31469-15-5 1-methoxy-2-methyl-1-trimethylsiloxy-1-propene 
• 19031-66-4 2-fluoro-2-methyl-4-phenylbutane 
• 2049-94-7 (3-methylbutyl)benzene 
• 103-05-9 4-phenyl-2-methyl-2-butanol 
• 6683-51-8 2-methyl-4-phenyl-1-butene 
• 2550-26-7 4-Phenyl-2-butanone 
• 97231-89-5 3-methoxy-3-methyl-1-phenylbutane 

Downstream Products

• 75490-38-9 2,2-dimethyl-4-phenylbutanenitrile 
• 1431295-04-3 C₁₄H₁₈ 
• 1446696-31-6 C₂₀H₃₁BO₂ 
• 1446696-21-4 C₂₀H₃₁BO₂ 
• 1243146-59-9 1-(1,1-dimethyl-3-phenylpropyl)-1H-indene 

Relevant articles and documents

Cu-Catalyzed Site-Selective Benzylic Chlorination Enabling Net C–H Coupling with Oxidatively Sensitive Nucleophiles

Site-selective chlorination of benzylic C–H bonds is achieved using a CuICl/bis(oxazoline) catalyst with N-fluorobenzenesulfonimide as the oxidant and KCl as a chloride source. This method exhibits higher benzylic selectivity, relative to estab

Lewis Base Catalysis Enables the Activation of Alcohols by means of Chloroformates as Phosgene Substitutes

Nucleophilic substitutions (SN) are typically promoted by acid chlorides as sacrificial reagents to improve the thermodynamic driving force and lower kinetic barriers. However, the cheapest acid chloride phosgene (COCl2) is a highly toxic gas. Against this background, phenyl chloroformate (PCF) was discovered as inherently safer phosgene substitute for the SN-type formation of C?Cl and C?Br bonds using alcohols. Thereby, application of the Lewis bases 1-formylpyrroldine (FPyr) and diethylcyclopropenone (DEC) as catalysts turned out to be pivotal to shift the chemoselectivity in favor of halo alkane generation. Primary, secondary and tertiary, benzylic, allylic and aliphatic alcohols are appropriate starting materials. A variety of functional groups are tolerated, which includes even acid labile moieties such as tert-butyl esters and acetals. Since the by-product phenol can be isolated, a recycling to PCF with inexpensive phosgene would be feasible on a technical scale. Eventually, a thorough competitive study demonstrated that PCF is indeed superior to phosgene and other substitutes.

Ti-Catalyzed Radical Alkylation of Secondary and Tertiary Alkyl Chlorides Using Michael Acceptors

Alkyl chlorides are common functional groups in synthetic organic chemistry. However, the engagement of unactivated alkyl chlorides, especially tertiary alkyl chlorides, in transition-metal-catalyzed C-C bond formation remains challenging. Herein, we describe the development of a TiIII-catalyzed radical addition of 2° and 3° alkyl chlorides to electron-deficient alkenes. Mechanistic data are consistent with inner-sphere activation of the C-Cl bond featuring TiIII-mediated Cl atom abstraction. Evidence suggests that the active TiIII catalyst is generated from the TiIV precursor in a Lewis-acid-assisted electron transfer process.