53883-86-6

Basic information

• Product Name: Propane,1,3-dichloro-2-(chloromethoxy)-
• Synonyms: Ether,2-chloro-1-(chloromethyl)ethyl chloromethyl (7CI);Ether, chloromethyl b,b'-dichloroisopropyl(2CI);1,3-Dichloro-2-propyl chloromethyl ether
• CAS NO: 53883-86-6
• Molecular Formula: C₄H₇Cl₃O
• Molecular Weight: 177.458
• Mol File: 53883-86-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 221.9 °C at 760 mmHg
• Flash Point: 89.8 °C
• Density: 1.31 g/cm³
• CAS DataBase Reference: Propane,1,3-dichloro-2-(chloromethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Propane,1,3-dichloro-2-(chloromethoxy)-(53883-86-6)
• EPA Substance Registry System: Propane,1,3-dichloro-2-(chloromethoxy)-(53883-86-6)

Safety Data

• Hazardous Substances Data: 53883-86-6(Hazardous Substances Data)

Usage

General Description

Propane,1,3-dichloro-2-(chloromethoxy)-, also known as DCPM, is a chemical compound used as a solvent and an intermediate in the synthesis of other chemicals. It is a colorless liquid with a faint, sweet odor, and it is not readily soluble in water. DCPM is primarily used in the production of pharmaceuticals, agrochemicals, and polymers. It is considered to have low toxicity and is not classified as a carcinogen, mutagen, or reproductive toxin. However, it may be harmful if swallowed, inhaled, or absorbed through the skin, and should be handled with caution and proper protective equipment.

Upstream product

• 7647-01-0 hydrogenchloride 
• 96-23-1 1,3-Dichloro-2-propanol 
• 110-88-3 1,3,5-Trioxan 
• 50-00-0 formaldehyd 

Downstream Products

• 90326-19-5 1-(2-chloro-1-chloromethyl-ethoxy)-pentane 
• 110578-14-8 1,3-Dichlor-2-tolyloxymethoxy-propan 
• 89583-55-1 1,3-dichloro-2-propoxy-propane 
• 89796-86-1 1-(2-chloro-1-chloromethyl-ethoxy)-butane 
• 89281-73-2 1,3-dichloro-2-acetoxymethoxypropane 
• 90876-39-4 1,3-Dichlor-2-phenoxymethoxy-propan 
• 89910-07-6 1,3-dichloro-2-propyloxymethyl propionate 
• 91090-72-1 1.3-Dichlor-2-benzoyloxymethoxy-propan 
• 763-62-2 Dithiokohlensaeure-S-<(2-chlor-1-chlormethyl-aethoxy)-methylester>-O-nonylester 
• 90842-61-8 1.3-Dichlor-2-(2.4.6-trichlor-phenoxymethoxy)-propan 
• 344322-77-6 2-ethoxy-1,3-dichloro-propane 
• 86357-13-3 2-(acetoxymethoxy)-1,3-propanediyl diacetate 
• 13906-82-6 (2-Chloro-1-chloromethyl-ethoxymethyl)-benzene 
• 207673-76-5 [2-(2-Chloro-1-chloromethyl-ethoxy)-ethyl]-trimethyl-silane 

Relevant articles and documents

A Facile, General Approach to the Synthesis of Electrophilic Acetone Equivalents

The facile, high-yielding, yet general synthesis of electrophilic chloroacetone equivalents 11a-f is described. The enol ethers are assembled in three steps starting with trichloride 29 in overall yields of 57-93%. Nucleophilic displacement of the chloromethyl chlorine with a range of organometallic reagents generates dichlorides 30 in yields of 58-99%, which can be dehydrohalogenated with t-BuOK/THF in yields of 87-99% to produce enol ethers 31. Conversion of the allyl chlorides 31 to the corresponding allyl iodides 11 with 72-99% yield completes the synthetic sequence. The entire sequence can be performed in less than 48 h on a 50 mmol scale.

Acyclic Analogs of Nucleosides. Synthesis of Hydroxyalkylbenzimidazoles and -Benzotriazoles

Condensation of trimethylsilyl derivatives of benzimidazole and benzotriazole with alkylating agents in the presence of trimethylsilyl trifluoromethanesulfonate or SnCl4, or direct alkylation of the sodium salts of benzimidazole and benzotriazole, gives 1-(2,3-dihydroxypropyl)-, 1-(3-hydroxy-2-oxabutyl)-, 1-(3-hydroxymethyl-4-hydroxy-2-oxabutyl)-, and 1-(1,5-dihydroxy-3-oxapent-2-yl)benzimidazole and -benzotriazole.