616-20-6

Basic information

• Product Name: 3-CHLOROPENTANE
• Synonyms: 1-Ethylpropyl chloride;1-ethylpropylchloride;3-chloro-pentan;pentane,3-chloro-;3-CHLOROPENTANE
• CAS NO: 616-20-6
• Molecular Formula: C₅H₁₁Cl
• Molecular Weight: 106.59
• EINECS: 210-467-4
• Mol File: 616-20-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: -105°C
• Boiling Point: 97.55°C
• Flash Point: 9.8°C
• Appearance: /
• Density: 0.8854
• Vapor Pressure: 46.2mmHg at 25°C
• Refractive Index: 1.4059
• CAS DataBase Reference: 3-CHLOROPENTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLOROPENTANE(616-20-6)
• EPA Substance Registry System: 3-CHLOROPENTANE(616-20-6)

Safety Data

• Hazardous Substances Data: 616-20-6(Hazardous Substances Data)

Usage

General Description

3-Chloropentane is a halogenated organic compound with the chemical formula C5H11Cl. It is a colorless liquid with a slight chloroform-like odor and is insoluble in water but soluble in organic solvents. 3-Chloropentane is primarily used as an intermediate in the production of pharmaceuticals and agrochemicals. It also has applications in the synthesis of other organic compounds and as a solvent in chemical reactions. The chemical is considered to be moderately toxic and should be handled with care due to its potential health hazards, including irritation to the skin, eyes, and respiratory system. Additionally, it can have harmful effects on aquatic life if released into the environment.

InChI:InChI=1/C5H11Cl/c1-3-5(6)4-2/h5H,3-4H2,1-2H3

Upstream product

• 109-68-2 2-pentene 
• 646-04-8 (E)-pent-2-ene 
• 584-02-1 2-pentanol 
• 67-66-3 chloroform 
• 10026-13-8 phosphorus pentachloride 
• 172973-70-5 C₁₁H₁₆O₃S 
• 506-77-4 cyanogen chloride 
• 7647-01-0 hydrogenchloride 
• 71-41-0 pentan-1-ol 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 625-29-6 2-methyl-1-chlorobutane 
• 543-59-9 1-Chloropentane 
• 627-20-3 (Z)-pent-2-ene 
• 64-19-7 acetic acid 

Downstream Products

• 625-29-6 2-methyl-1-chlorobutane 
• 584-02-1 2-pentanol 
• 616-31-9 pentane-3-thiol 
• 88-09-5 2-Ethylbutanoic acid 
• 6299-66-7 4-ethylhexanoic acid 
• 5682-46-2 2-Ethylbutyrophenon 
• 6668-43-5 2-ethyl-1-phenyl-butan-1-one oxime 
• 100874-89-3 3-ethyl-2-methyl-2-phenyl-pentylamine 
• 5414-98-2 bis-(1-ethyl-propyl)-sulfane 
• 56484-55-0 2-<(α-Ethylpropyl)thio>phenol 
• 29850-95-1 3-ethyl-2-methyl-2-phenyl-valeronitrile 

Relevant articles and documents

Highly selective halogenation of unactivated C(sp3)-H with NaX under co-catalysis of visible light and Ag@AgX

The direct selective halogenation of unactivated C(sp3)-H bonds into C-halogen bonds was achieved using a nano Ag/AgCl catalyst at RT under visible light or LED irradiation in the presence of an aqueous solution of NaX/HX as a halide source, in air. The halogenation of hydrocarbons provided mono-halide substituted products with 95% selectivity and yields higher than 90%, with the chlorination of toluene being 81%, far higher than the 40% conversion using dichlorine. Mechanistic studies demonstrated that the reaction is a free radical process using blue light (450-500 nm), with visible light being the most effective light source. Irradiation is proposed to cause AgCl bonding electrons to become excited and electron transfer from chloride ions induces chlorine radical formation which drives the substitution reaction. The reaction provides a potentially valuable method for the direct chlorination of saturated hydrocarbons.

Efficient procedures to prepare primary and secondary alkyl halides from alkanols via the corresponding sulfonates under mild conditions

The study presented herein shows that sulfonate/halide exchange can be advantageously performed in THF to avoid several side reactions such as elimination and epimerization when the reaction is performed from a chiral alkyl sulfonate or a substrate having a C-H acidic chiral center. The main limitation of this procedure was found to be the conversion of secondary alkyl sulfonates to alkyl chlorides. In this case, the addition of a catalytic amount of manganese chloride clearly accelerates the rate and the efficiency of the reaction. Copyright

Reactivity of bismuth(III) halides towards alcohols. A tentative to mechanistic investigation

The reactivity of bismuth(III) halides (BiX3; X=Cl, Br and I) towards a series of alcohols has been investigated. Three different reactions have been studied, namely: halogenation, dehydration and etherification. The behaviour of these bismuth derivatives was found to depend on the nature of the halide bonded to the bismuth atom. Their reactivities can be interpreted on the basis of the Hard and Soft Acids and Bases (HSAB) principle. A mechanism is proposed which involves the formation of a complex of the alcohol with Bi(III).