10523-96-3

Basic information

• Product Name: 1-Butene, 4-chloro-2-methyl-
• Synonyms: 1-Butene, 4-chloro-2-methyl-;2-Methyl-4-chloro-1-butene;4-Chloro-2-methyl-1-butene;1-chloro-3methyl-3butene
• CAS NO: 10523-96-3
• Molecular Formula: C₅H₉Cl
• Molecular Weight: 104.58
• Mol File: 10523-96-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 103.83°C (estimate)
• Flash Point: 6.9°C
• Appearance: /
• Density: 0.9000
• Vapor Pressure: 41.1mmHg at 25°C
• Refractive Index: 1.4300
• CAS DataBase Reference: 1-Butene, 4-chloro-2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Butene, 4-chloro-2-methyl-(10523-96-3)
• EPA Substance Registry System: 1-Butene, 4-chloro-2-methyl-(10523-96-3)

Safety Data

• Hazardous Substances Data: 10523-96-3(Hazardous Substances Data)

Usage

General Description

1-Butene, 4-chloro-2-methyl-, also known as tert-Butyl chloride, is a colorless flammable gas with a chloroform-like odor. It is used in the production of various chemicals, including pharmaceuticals, agrochemicals, and perfumes. It is also used as a solvent in organic synthesis and as a refrigerant. tert-Butyl chloride is considered hazardous due to its flammability and potential for causing irritation or damage to the respiratory system and skin. It should be handled and stored with proper safety measures in place.

InChI:InChI=1/C5H9Cl/c1-5(2)3-4-6/h1,3-4H2,2H3

Upstream product

• 763-32-6 2-methyl-1-buten-4-ol 
• 66213-67-0 1c-chloro-3-methyl-but-1-ene 
• 66213-68-1 (E)-1-chloro-3-methyl-1-butene 
• 78-79-5 isoprene 
• 7647-01-0 hydrogenchloride 
• 2568-33-4 3-methyl-butane-1,3-diol 
• 115-18-4 2-methyl-3-buten-2-ol 
• 7719-12-2 phosphorus trichloride 
• 98-88-4 benzoyl chloride 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 108886-34-6 (3R,4R)-4-Methyl-3-(3-methyl-but-3-enyl)-cyclohexanone 
• 169330-64-7 1-iodo-2-((3-methylbut-3-en-1-yl)oxy)benzene 
• 14918-80-0 3-methyl-4-oxobut-2-enyl acetate 
• 3330-25-4 4-chloro-2-methyl-2-buteneal 

Relevant articles and documents

Cycloshikonin and Its Derivatives. A Synthetic Route of Shikonin

Intramolecular cyclizations of 5,8-dihydroxy-2-(1,4-dihydroxy-4-methylpentyl)-1,4-naphthoquinone (4) and 2-(1-hydroxy-4-methyl-4-pentenyl)-1,4,5,8-tetramethoxynaphthalene (9) with p-toluenesulfonic acid gave 5,8-dihydroxy-2-(5,5-dimethyl-2-tetrahydrofuranyl)-1,4-naphthoquinone (2), and 2-(5,5-dimethyl-2-tetrahydrofuranyl)-1,4,5,8-tetramethoxynaphthalene (6), respectively.Demethylation of 6 with CAN and AgO-40percent HNO3 gave 2.Ring-opening of 2 in acetic anhydride with p-toluenesulfonic acid was succesful to afford 5,8-diacetoxy-2-(1,4-diacetoxy-4-methylpentyl)-1,4-naphthoquinone (12), and the following hydrolysis by alkali produced 4, which could be derived to (+/-)-shikonin.

Formamides as Lewis Base Catalysts in SNReactions—Efficient Transformation of Alcohols into Chlorides, Amines, and Ethers

A simple formamide catalyst facilitates the efficient transformation of alcohols into alkyl chlorides with benzoyl chloride as the sole reagent. These nucleophilic substitutions proceed through iminium-activated alcohols as intermediates. The novel method, which can be even performed under solvent-free conditions, is distinguished by an excellent functional group tolerance, scalability (>100 g) and waste-balance (E-factor down to 2). Chiral substrates are converted with excellent levels of stereochemical inversion (99 %→≥95 % ee). In a practical one-pot procedure, the primary formed chlorides can be further transformed into amines, azides, ethers, sulfides, and nitriles. The value of the method was demonstrated in straightforward syntheses of the drugs rac-Clopidogrel and S-Fendiline.

(E-Z)-ISOMERISATION OF CHLOROOLEFINS

Equilibrium constants for the (E-Z)-isomerisation of the compounds R-CH=CH-Cl were determined and the experimental values compared with energy differences, calculated by the CNDO/2 method.