503-60-6

Basic information

• Product Name: 1-Chloro-3-methyl-2-butene
• Synonyms: 1-Chloro-3-methyl-2-butene,95%,stab.withpotassiumcarbonate;1-CHLORO-3-METHYL-2-BUTENE , STABILIZED WITH POTASSIUM CARBONATE;1-CHLORO-3-METHYL-2-BUTENE 96+%;1-Chloro-3-methyl-2-butene (stabilized with K2CO3);Isopentenyl chloride;1-Chloro-3-methyl-2-butene,95% (99% min. total isomers);1-Chloro-3-methyl-2-;3,3-Dimethylallyl chloride, Prenyl chloride
• CAS NO: 503-60-6
• Molecular Formula: C₅H₉Cl
• Molecular Weight: 104.58
• EINECS: 207-972-7
• Product Categories: Alkenyl;Halogenated Hydrocarbons;Organic Building Blocks;API Intermediate
• Mol File: 503-60-6.mol
• Article Data: 37

Chemical Properties

• Boiling Point: 58-59 °C120 mm Hg(lit.)
• Flash Point: 56 °F
• Appearance: light yellow transparent liquid
• Density: 0.928 g/mL at 25 °C(lit.)
• Vapor Pressure: 29.6mmHg at 25°C
• Refractive Index: n20/D 1.4488(lit.)
• Storage Temp.: 2-8°C
• Water Solubility: Miscible with chloroform, acetone, diethyl ether and alcohol. Immiscible with water.
• CAS DataBase Reference: 1-Chloro-3-methyl-2-butene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Chloro-3-methyl-2-butene(503-60-6)
• EPA Substance Registry System: 1-Chloro-3-methyl-2-butene(503-60-6)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-27-36/37/39
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• RTECS: EM4298500
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 503-60-6(Hazardous Substances Data)

Usage

Chemical Properties

Colorless Liquid

Uses

1-Chloro-3-methyl-2-butene is used in the synthesis of geraniol. It is also used as an alkylating agent and as a reagent in hyperforin. Further, it is used as an antibiotic to inhibit growth of tumor cells.

General Description

Kinetics of gas-phase reactions of ozone with 1-chloro-3-methyl-2-butene was studied. Reaction of 1-chloro-3-methyl-2-butene with potassium iodide in acetone and sodium ethoxide in ethanol was studied.

InChI:InChI=1/C5H9Cl/c1-5(2)3-4-6/h3H,4H2,1-2H3

Upstream product

• 115-18-4 2-methyl-3-buten-2-ol 
• 2190-48-9 3-chloro-3-methyl-1-butene 
• 7647-01-0 hydrogenchloride 
• 60-29-7 diethyl ether 
• 563-45-1 3-Methyl-1-butene 
• 78-79-5 isoprene 
• 2568-33-4 3-methyl-butane-1,3-diol 
• 556-82-1 3-methyl-2-buten-1-ol 
• 7719-12-2 phosphorus trichloride 
• 83011-43-2 3-hydroxy-4,5-dimethoxybenzoate 
• 75-36-5 acetyl chloride 
• 66213-68-1 (E)-1-chloro-3-methyl-1-butene 
• 66213-67-0 1c-chloro-3-methyl-but-1-ene 
• 98-88-4 benzoyl chloride 

Downstream Products

• 101738-79-8 2,5-dimethyl-1-(3-methyl-but-2-enyl)-piperidin-4-one 
• 1191-16-8 3-methylbut-2-enyl acetate 
• 24509-88-4 2-methyl-3-buten-2-yl acetate 
• 27125-60-6 N-(3-methylbut-2-enyl)aniline 
• 23446-47-1 1-methyl-2-(3-methylbut-2-enyloxy)benzene 
• 6800-76-6 2-Methyl-4-<3-methyl-buten-(2)-yl>-phenol 
• 24339-08-0 Dimethyl-<3-methyl-buten-(2)-yl>-phenyl-ammoniumhydroxyd 
• 23853-76-1 1-chloro-4-(3-methylbut-2-en-1-yl)benzene 
• 18293-99-7 Prenyltrimethylsilane 
• 23446-54-0 1-methyl-4-(3-methylbut-2-enyloxy)benzene 
• 26533-38-0 6-Methyl-3-isopropenyl-5-hepten-2-one 
• 42023-59-6 2-butyl-2-ethyl-5-methyl-hex-4-enal 
• 60012-79-5 Phenylsulfonyl-⁽³⁾-methyl-⁽⁶⁾-hepten-⁽⁵⁾-ol-1 
• 10276-09-2 2,2-dimethyl-but-3-enoic acid 

Relevant articles and documents

Surface-mediated hydrohalogenation of isoprene: A facile preparation of prenyl halides

The reaction of isoprene with SOCl2 (0.5 mol equiv.) or PBr3 (0.4 mol equiv.) or PI3 (0.4 mol equiv.) in the presence of SiO2 at -10°C produced prenyl chloride (82%), or bromide (70%) or iodide (65%), respectively, in less than 30 min reaction time.

Synthesis method of 5,5,5-trichloro-2-methyl-2-pentene

The invention provides a synthetic method of 5,5,5-trichloro-2-methyl-2-pentene. The synthetic method comprises the following steps: taking 2-methyl-3-butene-2-ol as an initial compound of a reaction;adding a haloid acid into the reaction system, and conducting distilling to obtain an intermediate product 1-halo-3-methyl-2-butene; adding the intermediate product and chloroform into a reaction kettle, conducting stirring at a low temperature, and adding an inorganic base into the system in batches; wherein the reaction temperature is 0-40 DEG C, the reaction time is 2-10 hours, the mass ratioof the 2-methyl-3-butene-2-ol to the haloid acid in the reaction is (0.3-1):1, the weight ratio of the chloroform to the 1-halo-3-methyl-2-butene is (1-10):1, and the weight ratio of the inorganic base to the 1-halo-3-methyl-2-butene is (0.1-2.0):1. The method is high in reaction yield and low in environmental pollution degree, and the corrosion degree of equipment is reduced.

Preparation method of 1-chloro-3-methyl-2-butene

The invention discloses a preparation method of 1-chloro-3-methyl-2-butene. The preparation method is characterized by comprising the following steps: adding 3-methyl-2-butene-1-ol into a closed reaction device, and introducing hydrogen chloride gas under the condition of -30 to 25 DEG C for carrying out reaction; after the reaction is finished, separating and removing the water layer to obtain the 1-chloro-3-methyl-2-butene product. The preparation method takes the 3-methyl-2-butene-1-ol and the hydrogen chloride as raw materials, and an organic solvent and a catalyst do not need to be used in a preparation process, so that an aftertreatment process is simplified, the environmental pollution is reduced, and the production efficiency and safety are improved.