107-30-2 Usage
Chemical Description
Chloromethyl methyl ether is used to add the MOM group to (S)-BINOL.
Chemical Properties
Different sources of media describe the Chemical Properties of 107-30-2 differently. You can refer to the following data:
1. Colorless liquid.Decomposes in water; soluble
in alcohol and ether.
2. Chloromethyl methyl ether is a volatile, highly
flammable, corrosive liquid with an ethereal odor.
Uses
Different sources of media describe the Uses of 107-30-2 differently. You can refer to the following data:
1. In synthesis of chloromethylated compounds, plastics and ion-exchange resins.
2. Chloromethyl methyl ether (CMME) is usedas a methylating agent in the synthesis ofchloromethylated compounds.
3. Chemical intermediate; preparation of
ion-exchange resins
Hazard
Flammable, dangerous fire and explosion
risk. Toxic by ingestion and inhalation. TLV: Suspected human carcinogen.
Health Hazard
Different sources of media describe the Health Hazard of 107-30-2 differently. You can refer to the following data:
1. CMME is a moderately toxic compoundwith cancer-causing action. The inhalationtoxicity of this compound, like that of otherlower aliphatic haloethers, is greater thanthe acute oral or dermal toxicity. It is lesstoxic than dichloroethers. Exposure to thiscompound can cause irritation of the eyes,nose, and throat. At high concentrations, lunginjury can occurLC50 value, inhalation (rats): 180 mg (55ppm)/m3/7 hrLD50 value, oral (rats): 817 mg/kgCMME was found to be carcinogenic intest animals by inhalation and subcutaneousapplications. It produced lung and endocrinetumors. In humans its exposure can causelung cancer.
2. The acute toxicity of chloromethyl methyl ether is moderate to high. Inhalation of the vapor is severely irritating to the eyes, skin, nose, and respiratory tract, and causes sore throat, fever, chills, and difficulty breathing. Exposure to high concentrations can lead to delayed pulmonary edema, which can be fatal. Eye or skin contact with the liquid can result in severe and painful burns. Ingestion of this substance may lead to severe burns of the mouth and stomach and can be fatal. Chloromethyl methyl ether is regulated by OSHA as a carcinogen (29 CFR 1910.1006) and is listed in IARC Group 1 ("carcinogenic to humans"). This substance is classified as a "select carcinogen" under the criteria of the OSHA Laboratory Standard. Note also that some commercial samples of chloromethyl methyl ether contain up to 7% of highly carcinogenic bis(chloromethyl) ether. Hydrolysis of chloromethyl methyl ether produces HCl and formaldehyde, which can recombine to form bis(chloromethyl) ether. No information is available on the reproductive and developmental toxicity of chloromethyl methyl ether. Odor does not provide adequate warning of the harmful presence of this carcinogenic substance.
Fire Hazard
Chloromethyl methyl ether is highly flammable. Fires involving this substance should be extinguished with carbon dioxide or dry chemical extinguishers.
Flammability and Explosibility
Chloromethyl methyl ether is highly flammable. Fires involving this substance should be extinguished with carbon dioxide or dry chemical extinguishers.
Safety Profile
Confirmed human
carcinogen with experimental carcinogenic,
tumorigenic, and neoplastigenic data. Poison
by inhalation. Moderately toxic by ingestion.
Human mutation data reported. A very
dangerous fire hazard when exposed to heat
or flame. To fight fire, use alcohol foam,water, CO2, or dry chemical. Reaction with
dvalent metals forms a very reactive
product. When heated to decomposition it
emits toxic fumes of Cl-. See also ETHERS
and CHLORINATED
HYDROCARBONS, ALIPHATIC.
Potential Exposure
Chloromethyl. methyl ether is a highly
reactive methylating agent and is used in the chemical
industry for synthesis of organic chemicals. Most industrial
operations are carried out in closed process vessels so that
exposure is minimized.
Carcinogenicity
Technical-grade chloromethyl methyl ether (CMME) are known to be human carcinogens based on sufficient evidence of carcinogenicity from studies in humans.
storage
work with this substance should be conducted in a fume hood to prevent exposure by inhalation, and appropriate impermeable gloves and splash goggles should be worn at all times to prevent skin and eye contact. Chloromethyl methyl ether is also highly flammable and should be used only in areas free of ignition sources; quantities greater than 1 liter should be stored in tightly sealed metal containers in areas separate from oxidizers in secondary containers.
Shipping
UN1239 Methyl chloromethyl ether, Hazard
class: 6.1; Labels: 6.1-Poison Inhalation Hazard,
3-Flammable liquid, Inhalation Hazard Zone A. PGI.
Purification Methods
If suspect (check IR), shake it with saturated aqueous CaCl2 solution, dry over CaCl2 and fractionally distil taking middle fraction. [Marvel & Porter Org Synth Coll Vol I 377 1941, Beilstein 1 H 580, 1 I 304, 1 II 645, 1 III 2587, 1 IV 3046.] VERY TOXIC and CARCINOGENIC.
Incompatibilities
May form explosive mixture with air.
May be able to form unstable and explosive peroxides on
contact with oxygen. Contact with (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine,
fluorine, etc.); contact may cause fires or explosions. Keep
away from alkaline materials, strong bases, strong acids,
oxoacids, epoxides. Decomposes on contact with water,
forming hydrochloric acid and formaldehyde. Attacks various metals in presence of water.
Waste Disposal
Incineration, preferably after
mixing with another combustible fuel. Care must be exercised to assure complete combustion to prevent the formation of phosgene. An acid scrubber is necessary to remove
the halo acids produced.
Check Digit Verification of cas no
The CAS Registry Mumber 107-30-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 7 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 107-30:
(5*1)+(4*0)+(3*7)+(2*3)+(1*0)=32
32 % 10 = 2
So 107-30-2 is a valid CAS Registry Number.
InChI:InChI=1/C2H5ClO/c1-4-2-3/h2H2,1H3
107-30-2Relevant articles and documents
Chain carbonylation of methoxymethyl chloride by using AgSbF6 catalyst under high pressure of CO
Ohga, Yasushi,Netsu, Fuminori,Mori, Sadayuki,Kudo, Kiyoshi,Komatsu, Koichi,Sugita, Nobuyuki
, p. 11119 - 11124 (1995)
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.
Monodisperse microbeads of hypercrosslinked polystyrene for liquid and supercritical fluid chromatography
Tsyurupa,Blinnikova,Il'In,Davankov,Parenago,Pokrovskii,Usovich
, p. 2064 - 2071 (2015)
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.
Notiz zur Herstellung von Chloromethylmethylether aus Methoxyessigsaeure
Stadlwieser, Josef
, p. 490 (1985)
-
A novel, convenient synthesis of chloromethyl methyl ether
Jones
, p. 727 - 727 (1984)
-
Synthesis of methoxymethylhexachloroantimonate
Komarov,Rozenberg,Enikolopyan
, p. 1795 - 1797 (1975)
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)
Reggelin, Michael,Doerr, Sebastian
, p. 1117 - 1117 (2004)
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%.
PROCESS FOR PREPARING AN ALKOXYMETHYL ALKYNYL ETHER COMPOUND HAVING A TERMINAL TRIPLE BOND
-
Paragraph 0107-0109; 0119-0121; 0127-0129; 0132-0134; ..., (2021/06/26)
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.
Fluorine analogs of dicamba and tricamba herbicides; Synthesis and their pesticidal activity
Huras, Bogumi?a,Zakrzewski, Jerzy,Zelechowski, Krzysztof,Kie?czewska, Anna,Krawczyk, Maria,Hupko, Jaros?aw,Jaszczuk, Katarzyna
, p. 181 - 192 (2021/02/27)
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.
Trisubstituted Imidazoles with a Rigidized Hinge Binding Motif Act As Single Digit nM Inhibitors of Clinically Relevant EGFR L858R/T790M and L858R/T790M/C797S Mutants: An Example of Target Hopping
Juchum, Michael,Günther, Marcel,D?ring, Eva,Sievers-Engler, Adrian,L?mmerhofer, Michael,Laufer, Stefan
supporting information, p. 4636 - 4656 (2017/06/13)
The high genomic instability of non-small cell lung cancer tumors leads to the rapid development of resistance against promising EGFR tyrosine kinase inhibitors (TKIs). A recently detected triple mutation compromises the activity of the gold standard third-generation EGFR inhibitors. We have prepared a set of trisubstituted imidazoles with a rigidized 7-azaindole hinge binding motif as a new structural class of EGFR inhibitors by a target hopping approach from p38α MAPK inhibitor templates. On the basis of an iterative approach of docking, compound preparation, biological testing, and SAR interpretation, robust and flexible synthetic routes were established. As a result, we report two reversible inhibitors 11d and 11e of the clinically challenging triple mutant L858R/T790M/C797S with IC50 values in the low nanomolar range. Furthermore, we developed a kinome selective irreversible inhibitor 45a with an IC50 value of 1 nM against the EGFR L858R/T790M double mutant. Target binding kinetics and metabolic stability data are included. These potent mutant EGFR inhibitors may serve as a basis for the development of structurally novel EGFR probes, tools, or candidates.
F:Flammable;
