5503-32-2

Basic information

• Product Name: 2,2-Pentamethylene-4-chloromethyl-1,3-dioxolane
• Synonyms: 1-Chloro-2,3-O-cyclohexylidenepropane;2-(Chloromethyl)-1,4-dioxaspiro[4.5]decane;2,2-Pentamethylene-4-chloromethyl-1,3-dioxolane
• CAS NO: 5503-32-2
• Molecular Formula: C₉H₁₅ClO₂
• Molecular Weight: 191
• Mol File: 5503-32-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 272℃
• Flash Point: 106℃
• Appearance: /
• Density: 1.15
• Vapor Pressure: 0.0101mmHg at 25°C
• Refractive Index: 1.492
• CAS DataBase Reference: 2,2-Pentamethylene-4-chloromethyl-1,3-dioxolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-Pentamethylene-4-chloromethyl-1,3-dioxolane(5503-32-2)
• EPA Substance Registry System: 2,2-Pentamethylene-4-chloromethyl-1,3-dioxolane(5503-32-2)

Safety Data

• Hazardous Substances Data: 5503-32-2(Hazardous Substances Data)

Usage

General Description

2,2-Pentamethylene-4-chloromethyl-1,3-dioxolane, also known as pentamethylene chlorohydrin, is a chemical compound with a molecular formula C7H13ClO2. It is a colorless liquid with a slightly sweet odor, and it is primarily used as a chemical intermediate in the production of pharmaceuticals and agrochemicals. Pentamethylene chlorohydrin is also used as a solvent and as a reagent in organic synthesis. It is considered to be a hazardous substance, as it can cause irritation to the skin, eyes, and respiratory system upon exposure, and it may have harmful effects on aquatic organisms. Therefore, proper precautions should be taken when handling and using this chemical.

InChI:InChI=1/C9H15ClO2/c10-6-8-7-11-9(12-8)4-2-1-3-5-9/h8H,1-7H2

Upstream product

• 108-94-1 cyclohexanone 
• 106-89-8 epichlorohydrin 
• 96-24-2 3-monochloro-1,2-propanediol 

Downstream Products

• 4715-17-7 2,2-pentamethylene-4-methylene-1,3-dioxolane 
• 121033-60-1 2-Benzylsulfanylmethyl-1,4-dioxa-spiro[4.5]decane 
• 108-94-1 cyclohexanone 
• 96-24-2 3-monochloro-1,2-propanediol 
• 121033-59-8 2-Phenylsulfanylmethyl-1,4-dioxa-spiro[4.5]decane 

Relevant articles and documents

Preparation of complexes of 1-amino-6,7-O-cyclohexylidene-4-azaheptane with transition metal acetates

1-Amino-6,7-O-cyclohexylidene-4-azaheptane (L) has been synthesized starting from 1-chloro-2,3-O-cyclohexylidenepropane prepared by the reaction of epichlorohydrin with cyclohexanone, catalyzed by BF3OEt2. Complexes of this ligand with Co(II), Ni(II) and Cu(II) acetates were prepared. The structures of the ligand and its complexes are proposed based on the elemental analyses, IR, UV-VIS, and 1H and 13C NMR spectra, magnetic susceptibilities, and conductomety data. Pleiades Publishing, Inc. 2006.

Enzymatic resolution of 2,2-disubstituted-1,3-dioxolane-4-methanol carboxylic esters

The enantioselectivity of enzymatic hydrolysis of carboxylic esters of various 1,2-ketals of glycerol has been investigated. The influence of the ketal group has been studied. A number of lipases and proteinases have been tested and the best enantioselectivity was obtained with proteinase from Aspergillus oryzae which gave an E-value of 9 with 2,2-dimethyl-1,3-dioxolane-4-methanol butanoate. Variations in the acyl part revealed that butanoyl was optimal. All hydrolysis products have been synthesised in homochiral forms from homochiral starting materials.

PERFLUORINATED RESINSULFONIC ACID - A CATALYST FOR CERTAIN ORGANIC REACTIONS.

The purpose of this work was to examine the possibility of using, as a catalyst in certain organic reactions, the perfluorinated resinsulfonic acid F-4SK in the H form, which is an analog of the perfluorinated resinsulfonic acid Nafion-H. To compare catalyst activity of the perfluorinated resinsulfonic acid in decomposition of cumene hydroperoxide, CHP was also decomposed in presence of KU-2 resin. It was found that during repeated use over a period of 150 h the activity of KU-2 catalyst under analogous conditions fell by 4-6%. During the same time the activity of the perfluorinated resinsulfonic acid remained unchanged. It is also known that the presence of a strong acid in the reaction mixture causes formation of by-products, namely the products of condensation of phenol with acetone and dimethylphenylcarbinol, and of dehydration of dimethylphenylcarbinol, with formation of alpha -methylstyrene and products of greater complexity.