107-30-2

Basic information

• Product Name: Chloromethyl methyl ether
• Synonyms: CHLOROMETHYL METHYL ETHER
• CAS NO: 107-30-2
• Molecular Formula: C₂H₅ClO
• Molecular Weight: 80.5135
• EINECS: -0
• Product Categories: API Intermediate
• Mol File: 107-30-2.mol
• Article Data: 43

Chemical Properties

• Melting Point: -103.5°C
• Boiling Point: bp 59°
• Flash Point: 15 ºC
• Appearance: colorless or light yellow liquid
• Density: d420 1.0605
• Vapor Pressure: 218mmHg at 25°C
• Refractive Index: nD20 1.39737
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility: decomposes
• CAS DataBase Reference: Chloromethyl methyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: Chloromethyl methyl ether(107-30-2)
• EPA Substance Registry System: Chloromethyl methyl ether(107-30-2)

Safety Data

• Hazard Codes: F:Flammable;;
• Statements: R45:; R11:; R20/21/22:
• Safety Statements: S53:; S45:
• Hazardous Substances Data: 107-30-2(Hazardous Substances Data)

Usage

Chemical Description

Chloromethyl methyl ether is used to add the MOM group to (S)-BINOL.

InChI:InChI=1/C2H5ClO/c1-4-2-3/h2H2,1H3

Upstream product

• 67-56-1 methanol 
• 50-00-0 formaldehyd 
• 109-87-5 Dimethoxymethane 
• 115-10-6 Dimethyl ether 
• 16520-04-0 methoxymethyl radical 
• 111-64-8 n-octanoic acid chloride 
• 7647-01-0 hydrogenchloride 
• 7782-50-5 chlorine 
• 534-15-6 1,1-dimethoxyethane 
• 15112-21-7 bis(chloromethoxy)methane 
• 64-17-5 ethanol 
• 7732-18-5 water 
• 75-77-4 chloro-trimethyl-silane 
• 24209-75-4 tert-butyl methoxymethyl ether 

Downstream Products

• 765-50-4 2-Chloromethylthiophene 
• 67036-97-9 1,3,7,9-tetramethyldipyrromethene hydrochloride 
• 66947-91-9 5-(chloromethyl)-6-methyluracil 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 99172-89-1 (α-methoxy-benzyl)-methoxymethyl ether 
• 6515-21-5 4-methoxymethoxy-benzaldehyde 
• 108994-34-9 methoxymethyl-phenyl-carbamoyl chloride 
• 5779-96-4 3-methoxy-2-(methoxymethyloxy)benzaldehyde 
• 116603-71-5 O-methoxymethyl-N,N-phthaloyl-L-tyrosin-ethyl ester 
• 5779-98-6 O-methoxymethylisovanillin 
• 99856-11-8 hippuric acid methoxymethyl ester 
• 109-87-5 Dimethoxymethane 
• 628-80-8 1-methoxypentane 
• 10606-42-5 3-methoxypropionic acid methyl ester 

Relevant articles and documents

Chain carbonylation of methoxymethyl chloride by using AgSbF6 catalyst under high pressure of CO

The chain carbonylation of methoxymethyl chloride (1) by the use of AgSbF6 catalyst smoothly proceeded under high pressure of carbon monoxide to give methyl methoxyacetate after treatment with methanol. The reaction was highly dependent on the CO pressure and the reaction temperature, indicating the presence of equilibrium processes. From the temperature dependence of the equilibrium constant, the enthalpy change of the reaction was calculated to be -25.4 kJ mol-1.

Heteropolyacid-catalyzed synthesis of chloromethyl methyl ether

An efficient (in terms of experiment and time) synthetic procedure for chloromethyl methyl ether (MOM-Cl) is described using heteropolyacids as catalysts.

Monodisperse microbeads of hypercrosslinked polystyrene for liquid and supercritical fluid chromatography

Monodisperse styrene-divinylbenzene (1 wt %) copolymer microbeads are obtained via the elaborate method of high-productivity precipitation polymerization. The crosslinking of this copolymer with chloromethyl methyl ether in the presence of Friedel-Crafts catalyst yields porous hypercrosslinked polymers with degrees of crosslinking that range from 200 to 500%. Microbead sorbents are shown to be suited for selective stationary phases for high-performance liquid chromatography and supercritical fluid chromatography.

Kinetic studies of the oxidation of dimethyl ether and its chain reaction with Cl2

The reaction between dimethyl ether radicals and molecular oxygen proceeds along two distinct pathways at temperatures between 230 and 350 K. Above about 100 Torr total pressure the peroxy radical, CH3OCH2O2, is predominantly formed. As the pressure is reduced, a channel leading to the formation of OH and two formaldehyde molecules becomes progressively more important. Real time kinetic measurements of these reactions are made using time-resolved UV spectroscopy to monitor CH3OCH2 loss and CH3OCH2O2 formation along with transient IR absorption to probe formaldehyde production. The OH radicals are identified via their UV spectrum. The reaction can be described via a modified Lindemann mechanism using the three parameters kro2,∞, kro2,0, and kprod,0, which represent the high- and low-pressure limits of the O2 addition reaction and the low-pressure limit of the OH/formaldehyde channel. At 295 K they have values of (1.1 ± 0.1) × 10-11 cm3 s-1, (2.6 ± 0.9) × 10-29 cm6 s-1, and (6 ± 2) × 10-12 cm3 s-1, respectively. At Ptot = ～120 Torr the reaction exhibits a negative temperature dependence with kr+o2 = (3.1+1.0-0.8) × 10-12 e(326±80)/T cm3 s-1. Experiments in the absence of oxygen were performed to investigate the CH3OCH2-mediated chain reaction between chlorine and dimethyl ether. Analysis of time-resolved UV spectra reveals rate constants of kr+c12 = (1.8+0.7-0.5) × 10-11 e(360±120)/T cm3 s-1 and kr+r = (1.8+0.6-0.5) × 10-11 e(200±100)/T cm3 s-1, respectively, for the chain propagation reaction between CH3OCH2 and molecular chlorine and for the chain-terminating recombination reaction.

Synthesis of methoxymethylhexachloroantimonate

1. A method was developed for the synthesis of methoxymethylhexachloroantimonate, in which connection all of the operations were carried out in vacuo. 2. The decomposition into molecular forms, which is characteristic for MMH solutions, depends to a large degree on the polarity of the medium.

A modified low-cost preparation of chloromethyl methyl ether (MOM-Cl)

The versatile reagent chloromethyl methyl ether (MOM-Cl) is synthesized by using inexpensive starting materials in a large scale. A modification of the existing methods reduces material costs by more than 80%.

Synthesis of 1,3-diketo derivatives of calix[4]arene with nonyl substituents at the lower rim as novel efficient sensibilizers of Tb3+ luminescence

Novel bis- and tetra-1,3-diketo derivatives of calix[4]arene with nonyl substituents at the lower rim have been synthesized. Their conformational and tautomeric composition have been determined; spectral parameters and complex formation properties with Tb3+ have been studied. Substitution of two 1,3-diketo groups with bromine under going from tetra- to bis 1,3-diketone derivatives was resulted in twofold increase luminescence intensity in their terbium complexes. Lifetime of the excited state of the terbium luminescence of the corresponding complexes as well as lifetime of excited triplet level of the 1,3-diketonate ligands have been determined.

PROCESS FOR PREPARING AN ALKOXYMETHYL ALKYNYL ETHER COMPOUND HAVING A TERMINAL TRIPLE BOND

The present invention provides a process for preparing an alkoxymethyl alkynyl ether compound having a terminal triple bond of the following formula (4):H-CtriplebondC(CH2)aOCH2OCH2R (4), wherein R represents a hydrogen atom, an n-alkyl group having 1 to 9 carbon atoms, or a phenyl group, and "a" represents an integer of 1 to 10, the method comprising subjecting an alkynol compound having a terminal triple bond of the following formula (1): H-CtriplebondC(CH2)aOH (1), wherein "a" is as defined above, to an alkoxymethylation with a halomethyl alkyl ether compound of the following formula (3): RCH2OCH2X (3), wherein X represents a halogen atom, and R is as defined above, in the presence of a dialkylaniline compound of the following formula (2): [CH3(CH2)b][CH3(CH2)c]NC6H5 (2), wherein b and c represent, independently of each other, an integer of 0 to 9, to form the alkoxymethyl alkynyl ether compound (4) having a terminal triple bond.

PROCESS FOR PREPARING AN ALKOXYMETHYL ALKYNYL ETHER COMPOUND HAVING A TERMINAL TRIPLE BOND

The present invention provides a process for preparing an alkoxymethyl alkynyl ether compound having a terminal triple bond of the following formula (4): H—C≡C(CH2)aOCH2OCH2R (4), wherein R represents a hydrogen atom, an n-alkyl group having 1 to 9 carbon atoms, or a phenyl group, and “a” represents an integer of 1 to 10, the method comprising subjecting an alkynol compound having a terminal triple bond of the following formula (1): H—C≡C(CH2)aOH (1), wherein “a” is as defined above, to an alkoxymethylation with a halomethyl alkyl ether compound of the following formula (3): RCH2OCH2X (3), wherein X represents a halogen atom, and R is as defined above, in the presence of a dialkylaniline compound of the following formula (2): [CH3(CH2)b][CH3(CH2)c]NC6H5 (2), wherein b and c represent, independently of each other, an integer of 0 to 9, to form the alkoxymethyl alkynyl ether compound (4) having a terminal triple bond.

Fluorine analogs of dicamba and tricamba herbicides; Synthesis and their pesticidal activity

Fluorine analogs of the dicamba and tricamba herbicides were synthesized. Their herbicide activities were compared with the activities of the pattern herbicides dicamba and tricamba.