18240-68-1

Basic information

• Product Name: 2,2-DICHLOROPENTANOIC ACID
• Synonyms: 2,2-DICHLOROPENTANOIC ACID;2,2-Dichloropentanoate;2,2-Dichloropentanoic acid, GC 92%;2,2-DICHLOROPENTANOIC ACID 92%;2,2-Dichlorovaleric acid;2,2-Dichloropentanoic acid,92%;CH3(CH2)2C(Cl)2COOH;Pentanoicacid, 2,2-dichloro-
• CAS NO: 18240-68-1
• Molecular Formula: C₅H₈Cl₂O₂
• Molecular Weight: 171.02
• Mol File: 18240-68-1.mol

Chemical Properties

• Boiling Point: 242.14°C (rough estimate)
• Flash Point: 95.8°C
• Appearance: /
• Density: 1.3444 (rough estimate)
• Vapor Pressure: 0.018mmHg at 25°C
• Refractive Index: 1.459-1.461
• CAS DataBase Reference: 2,2-DICHLOROPENTANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DICHLOROPENTANOIC ACID(18240-68-1)
• EPA Substance Registry System: 2,2-DICHLOROPENTANOIC ACID(18240-68-1)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 45-36/37/39-26
• Hazardous Substances Data: 18240-68-1(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless to brown liquid

InChI:InChI=1/C5H8Cl2O2/c1-2-3-5(6,7)4(8)9/h2-3H2,1H3,(H,8,9)/p-1

Upstream product

• 18240-56-7 1,1,2,2-Tetrachlor-1-trichlorphosphoranylidenamino-pentan 
• 41718-50-7 2,2-dichloropentanal 
• 19784-46-4 methyl 2,2-dichloropentanoate 
• 55339-93-0 Dimethyl-1-oxopentanphosphonat 
• 110-62-3 pentanal 
• 71-41-0 pentan-1-ol 
• 110-59-8 pentanonitrile 

Downstream Products

• 388092-77-1 p-methoxyphenyl 2,2-dichloropentanoate 
• 197857-83-3 2,2-Dichloro-pentanoic acid allyl-benzyl-amide 

Relevant articles and documents

The acylphosphonate function as an activating and masking moiety for the α-chlorination of fatty acids

α-Chloroacylphosphonates were prepared in situ by chlorination of acylphosphonates using sulfuryl chloride and were subsequently cleaved to the corresponding α-chlorinated fatty acids with hydrogen peroxide - sodium bicarbonate.

Oxidation of aliphatic 2,2-dichloroalkanals by HNO3 in CH 2Cl2: An easy and eco-friendly route to the corresponding 2,2-dichloroalkanoic acids

A simple, economically convenient, and eco-compatible procedure for the oxidation of 2,2-dichloroalkanals to the corresponding alkanoic acids has been set up, employing HNO3 in CH2O2, in the presence of NaNO2 as catalyst.

Kinetic evidence for hydrophobically stabilized encounter complexes formed by hydrophobic esters in aqueous solutions containing monohydric alcohols

The pH-independent hydrolysis of four esters, p-methoxyphenyl 2,2-dichloroethanoate (1a), p-methoxyphenyl 2,2-dichloropropanoate (1b), p-methoxyphenyl 2,2-dichlorobutanoate (1c), and p-methoxyphenyl 2,2-dichloropentanoate (1d), in dilute aqueous solution

2,2-dichloroaldehydes and 2,2-dichlorocarboxylic acids from 2- picoline·HCl catalyzed chlorination of aldehydes

An efficient preparation of 2,2-dichloroaldehydes and 2,2- dichlorocarboxylic acids has been achieved by chlorination of aldehydes using 2-picoline hydrochloride as recoverable catalyst.

Halogen atom transfer radical cyclization of N-allyl-N-benzyl-2,2-dihaloamides to 2-pyrrolidinones, promoted by Fe0-FeCl3 or CuCl-TMEDA

The halogen atom transfer radical cyclization of a N-allyl-N-benzyl-2,2-dihaloamides to 2-pyrrolidinones has been carried out in high yields under mild conditions, in a reaction promoted by CuCl-TMEDA or Fe0-FeCl3 in acetonitrile or N,N-dimethylformamide, respectively.

α,α-DICHLOROALDEHYDES AND α,α-DICHLOROCARBOXYLIC ACIDS FROM LONG CHAIN 1-ALKANOLS. IMPROVED CHLORINATION IN THE SYSTEM DMF-CHCl3-MgCl2

Production of α,α-dichloroaldehydes by direct chlorination of 1-alkanols with chlorine gas, catalyzed by DMF and DMF*HCl, was extended to long chain compounds (CnH2n+1OH; n = 5, 6, 8, 10, 12, 14, 16, 18).Two problems specific to the longer chains were solved to obtain isolated yields in the range 70-85 percent; a) parasitic radical chlorination was largely controlled by shielding from light; b) alkyl alkanoate side product (8 percent for n = 8 but 25 percent for n = 16 or 18) was decreased to 0-2 percent in the presence of MgCl2*H2O.Homogeneity of the reaction medium was improved with chloroform as a cosolvent.Oxidation of the aldehydes to dichlorocarboxylic acids proceeded smoothly with aqueous KMnO4 up to the tetradecanal.For the longer chains 30 percent hydrogen peroxide-NaHCO3 in acetone (overnight at 48-52 deg C) was the preferred oxidant.