methyl 2,4-dichlorophenoxyacetate
A
2,4-Dichlorophenoxyacetic acid
B
methylene chloride
Conditions | Yield |
---|---|
With hydrogenchloride; zinc(II) chloride In water at 140℃; for 4h; Reagent/catalyst; Temperature; | A 99.6% B 98.1% |
dimethyl methane phosphonate
A
methylphosphonic acid dichloroanhydride
B
methylene chloride
Conditions | Yield |
---|---|
With thionyl chloride; N-Formylpiperidine for 19h; Heating; various conditions and cactalasts investigated; | A 99.2% B n/a |
methyl o-(N-methylcarbamoyl)phenyl sulphoxide
A
2-methyl-1,2-benzisothiazole-3(2H)-one
B
methylene chloride
Conditions | Yield |
---|---|
With thionyl chloride In tetrachloromethane for 5h; Heating; | A 99% B n/a |
tetraethylammonium chloride
A
methylene chloride
[PdCl2(N,N-di-metyl-2,11-diaza[3,3](2,6)pyridinophane)]
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 1h; Mechanism; Darkness; | A 99% B 99% |
phosgene
2,3-bis(dimethylamino)quinol-4-one
A
methylene chloride
B
4-Dimethylamino-3-methyl-3H-oxazolo[4,5-c]quinolin-2-one
Conditions | Yield |
---|---|
With triethylamine In dichloromethane for 3h; Product distribution; Ambient temperature; aminoquinolones with COCl2; | A n/a B 98% |
With triethylamine In dichloromethane for 3h; Ambient temperature; | A n/a B 98% |
N-phenyl-2-(methylsulfinyl)benzamide
A
2-phenyl-1,2-benzisothiazolin-3-one
B
methylene chloride
Conditions | Yield |
---|---|
With thionyl chloride In dichloromethane for 0.166667h; Heating; | A 98% B n/a |
N-Cyclohexyl-2-methanesulfinyl-benzamide
A
methylene chloride
B
2-cyclohexyl-1,2-benzisothiazol-3(2H)-one
Conditions | Yield |
---|---|
With thionyl chloride In dichloromethane Heating; | A n/a B 98% |
2-Methanesulfinyl-N-p-tolyl-benzamide
A
methylene chloride
B
2-(4-tolyl)-1,2-benzisothiazol-3-one
Conditions | Yield |
---|---|
With thionyl chloride In dichloromethane Heating; | A n/a B 98% |
N-Benzyl-2-methanesulfinyl-benzamide
A
methylene chloride
B
2-benzylbenzo[d]isothiazol-3(2H)-one
Conditions | Yield |
---|---|
With thionyl chloride In dichloromethane Heating; | A n/a B 98% |
N-Isopropyl-2-methanesulfinyl-benzamide
A
methylene chloride
Conditions | Yield |
---|---|
With thionyl chloride In dichloromethane Heating; | A n/a B 97% |
Conditions | Yield |
---|---|
With tetrachloromethane; carbon monoxide In tetrachloromethane Irradiation (UV/VIS); Irradiation of complex at 350-380 nm under 20 atm of CO in CCl4;; | A 97% B 19% C <4 D 152 % E 6% |
dichloromethane
A
methylene chloride
B
Difluoromethane
C
R32
D
trifluoromethan
Conditions | Yield |
---|---|
With hydrogen fluoride; antimony(III) fluoride; antimony pentafluoride at 5 - 100℃; under 12504.7 Torr; | A n/a B 96.9% C 3.08% D n/a |
antimony pentafluoride | A n/a B 96.4% C 3.56% D n/a |
N-Ethyl-2-methanesulfinyl-benzamide
A
2-Ethylbenzisothiazolin-3-on
B
methylene chloride
Conditions | Yield |
---|---|
With thionyl chloride In dichloromethane Heating; | A 96% B n/a |
1-chloro-2,2,6,6-tetramethylpiperidine
A
methylene chloride
B
2,2,6-trimethyl-2,3,4,5-tetrahydropyridine
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In trifluoroacetic acid at 80℃; | A 95% B 8.5 g |
2,4-dinitrobenzenesulfenyl chloride
A
methylene chloride
B
bis(2,4-dinitrophenyl) disulphide
C
methyl 2,4-dinitriophenyl sulfide
Conditions | Yield |
---|---|
With tetramethylstannane; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 25℃; for 4h; Mechanism; other sulfenyl halides, other reagents: tetraethylstannane, hexamethyldistannane, tributylvinylstannane, tetracyclohexylstannane, tetraphenylstannane, cyclohexene, tetramethylgermane, other solvent: THF-d8; | A n/a B 95% C n/a |
Conditions | Yield |
---|---|
In neat (no solvent) 1:1 mixt. was heated at 130°C for 6 h; | A 95% B n/a |
Conditions | Yield |
---|---|
In dichloromethane at 40℃; for 24h; Inert atmosphere; | A n/a B 95% C n/a |
methyl dichlorophosphite
trifluoromethaneselenenyl chloride
A
methylene chloride
B
Se-trifluoromethylphosphorodichloridoselenoate
Conditions | Yield |
---|---|
With antimonypentachloride at -10 - 5℃; | A n/a B 94% |
Conditions | Yield |
---|---|
In tetrahydrofuran-d8 at 55℃; for 2h; | A n/a B 93% |
methanol
1-(1-naphthyl)-3-phenyl-2,2-dichloroaziridine
A
methylene chloride
B
Dimethyl ether
C
methyl 2-chloro-2-phenylethanoate
D
methyl 2-methoxy-2-phenylacetate
E
1-naphthylamine hydrochloride
Conditions | Yield |
---|---|
Product distribution; Heating; | A n/a B n/a C n/a D n/a E 91% |
tetrabutyl-ammonium chloride
A
methylene chloride
B
(n-Bu4NCl)[Cl2Pt(COMe)(C(OMe)(Me))]
Conditions | Yield |
---|---|
In dichloromethane-d2 at 20℃; for 0.25h; | A n/a B 87% |
phosgene
2,3-Bis-dimethylamino-1H-benzo[h]quinolin-4-one
A
methylene chloride
B
12-Dimethylamino-17-methyl-17H-15-oxa-11,17-diaza-cyclopenta[a]phenanthren-16-one
Conditions | Yield |
---|---|
With triethylamine In dichloromethane for 3h; Ambient temperature; | A n/a B 85% |
2,2,2-trichloro-N-methylacetimidoyl chloride
phosphorous acid trimethyl ester
A
C7H15Cl2NO6P2
B
methylene chloride
Conditions | Yield |
---|---|
In toluene for 2h; Heating; | A 84% B n/a |
N-methyl-N-(methoxymethyl)-aniline
chloro-diphenylphosphine
A
methylene chloride
B
<(methylphenylamino)methyl>diphenylphosphine oxide
Conditions | Yield |
---|---|
In tetrahydrofuran | A n/a B 83% |
N-ethyl-2,2,2-trichloro-acetimidoyl chloride
phosphorous acid trimethyl ester
A
methylene chloride
B
{2,2-Dichloro-1-[(dimethoxy-phosphoryl)-ethyl-amino]-vinyl}-phosphonic acid dimethyl ester
Conditions | Yield |
---|---|
In toluene for 2h; Heating; | A n/a B 82% |
3-chlorobenzotrichloride
dimethyl methane phosphonate
A
methylene chloride
B
methyl 3-chlorobenzoate
Conditions | Yield |
---|---|
at 180℃; for 53h; | A n/a B 81% C n/a |
Dichlorodiphenylmethane
dimethyl methane phosphonate
A
benzophenone
B
methylene chloride
Conditions | Yield |
---|---|
at 100 - 120℃; for 28h; | A 80% B n/a C 51% |
benzylidene dichloride
Methyl Diisopropylphosphinate
A
methylene chloride
B
diisopropylphosphoryl chloride
C
benzaldehyde
D
diisopropylphosphinic anhydride
Conditions | Yield |
---|---|
at 180℃; for 17h; Product distribution; Mechanism; other gem-dihalide: benzal bromide, other methyl esters of tetracoordinated phosphorus acids, various reactants ratio, other reaction temperature and time; | A n/a B n/a C 79.7% D 75% |
4-chlorotrichloromethylbenzene
dimethyl methane phosphonate
A
Methyl 4-chlorobenzoate
B
methylene chloride
Conditions | Yield |
---|---|
at 180℃; for 53h; | A 79% B n/a C n/a |
N-t-butyl-2-(methylsulphinyl)benzamide
A
methylene chloride
B
2-(tert-butyl)benzo[d]isothiazol-3(2H)-one
Conditions | Yield |
---|---|
With thionyl chloride In dichloromethane for 1h; Ambient temperature; | A n/a B 77% |
With thionyl chloride In dichloromethane Heating; | A n/a B 77% |
methylene chloride
Conditions | Yield |
---|---|
In tetrahydrofuran; hexane at 20℃; | 100% |
methylene chloride
N,N’-bis[3-(dimethylamino)propyl]-1,4,5,8-naphthalenetetracarboxylic 1,8:4,5-diimide
hexa-N-methyl-N,N'-[3,3'-(1,3,6,8-tetraoxo-1,3,6,8-tetrahydro-benzo[lmn][3,8]phenanthroline-2,7-diyl)-dipropyl]-bis-ammonium
Conditions | Yield |
---|---|
In chloroform at 20℃; for 24h; Green chemistry; | 100% |
Conditions | Yield |
---|---|
With sodium hydroxide In water at 60℃; | 99.8% |
methylene chloride
dimethyltin dichloride
trimethylsulfonium chloride
methyltin(IV) trichloride
Conditions | Yield |
---|---|
tin(IV) chloride | 99.7% |
methylene chloride
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; sodium carbonate In ethyl acetate at 95 - 105℃; under 6750.68 Torr; for 11h; Autoclave; | 99.2% |
methylene chloride
benzyl α-(N,N-dimethylamino)ethyl Boc-glutamate
α-(γ-benzyloxy-Boc-glutamyl)choline chloride
Conditions | Yield |
---|---|
In ethyl acetate; benzene for 168h; Ambient temperature; | 99% |
methylene chloride
α-tert-butyl γ-(N,N-dimethylamino)ethyl Z-glutamate
γ-(α-tert-butyloxy-Z-glutamyl)choline chloride
Conditions | Yield |
---|---|
In ethyl acetate; benzene for 168h; Ambient temperature; | 99% |
Tri-n-octylamine
methylene chloride
phenylacetonitrile
2,3-dimethylphenylacetonitrile
Conditions | Yield |
---|---|
With sodium hydroxide In water | 99% |
[(κ2-P,N)-2-(N,N-dimethylamino)ethyldiphenylphosphino]dimethylplatinum(II)
methylene chloride
Conditions | Yield |
---|---|
In benzene-d6 all manipulations under Ar atm.; MeCl bubbled through soln. of Pt compd., then heated to .60°C for 24 h; crystd. from benzene, elem. anal.; | 99% |
In benzene-d6 all manipulations under Ar atm.; MeCl bubbled through soln. of Pt compd., then heated to .60°C for 12 h; crystd. from benzene, elem. anal.; | 95% |
[(κ(2)-P,N)-Me2NCH2CH2PPh2]Pt(CD3)2
methylene chloride
[(κ(2)-P,N)-Ph2PCH2CH2NMe2]PtMe(CD3)3Cl
Conditions | Yield |
---|---|
In benzene-d6 all manipulations under Ar atm.; MeCl bubbled through soln. of Pt compd., then heated to .60°C for 24 h; | 99% |
Conditions | Yield |
---|---|
at -40℃; Schlenk technique; Glovebox; Inert atmosphere; | 99% |
methylene chloride
1,3-bis(dimethylamino)isopropyl methacrylate
Conditions | Yield |
---|---|
In acetonitrile at 73℃; under 1500.15 Torr; for 24h; Conversion of starting material; | 98.6% |
In acetonitrile at 71℃; under 1500.15 Torr; for 23h; Conversion of starting material; | 96% |
In acetonitrile at 80 - 85℃; under 1500.15 Torr; for 23 - 28h; Product distribution / selectivity; | 93.1% |
In acetonitrile at 72℃; under 1500.15 Torr; for 23h; Product distribution / selectivity; | 90.2% |
In acetone at 50 - 80℃; under 1500.15 Torr; for 22 - 25h; Product distribution / selectivity; | 53.8% |
Conditions | Yield |
---|---|
at 160℃; under 66756.7 Torr; for 5h; Temperature; Pressure; Concentration; Autoclave; Inert atmosphere; | 98.6% |
Conditions | Yield |
---|---|
Stage #1: methylene chloride With magnesium In tetrahydrofuran at 30 - 35℃; Stage #2: 17α-cyano-17β-hydroxyandrost-1,4-dien-3-one In tetrahydrofuran at 50 - 55℃; | 98.6% |
Stage #1: methylene chloride With magnesium In tetrahydrofuran at 35 - 98℃; Stage #2: 17α-cyano-17β-hydroxyandrost-1,4-dien-3-one In tetrahydrofuran at 50 - 55℃; | 92.5% |
methylene chloride
pyraclostrobin
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In acetone at 30 - 50℃; under 2250.23 - 3750.38 Torr; Reagent/catalyst; Solvent; | 98.5% |
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydrogencarbonate In water; toluene Reagent/catalyst; Solvent; Autoclave; Alkaline conditions; | 96.2% |
With nano zinc ferrite In dichloromethane at 120℃; under 3000.3 - 4350.44 Torr; for 4h; Autoclave; | 82.4% |
Conditions | Yield |
---|---|
With hydrogen sulfide at 260 - 800℃; under 6000.6 Torr; for 0.216667h; Temperature; Pressure; Inert atmosphere; Calcination; | 98.4% |
With hydrosulfide anion In gas Rate constant; Thermodynamic data; reaction efficiency, ΔH0Rx; | |
With sodium hydrogensulfide; water unter Druck; |
methylene chloride
1-amino-9,10-anthracenedione
1-(methylamino)anthraquinone
Conditions | Yield |
---|---|
With ammonium nitrate In aq. phosphate buffer at 50℃; for 5h; Reagent/catalyst; Solvent; | 98.2% |
Conditions | Yield |
---|---|
With sodium tetrafluoroborate In acetonitrile at 20℃; | 98% |
With sodium tetrafluoroborate In acetonitrile Ambient temperature; sealed tube; | 97% |
methylene chloride
(R)-(-)-9-hydroxydecanoic acid
(-)-(R)-9-Hydroxydecansaeure-methylester
Conditions | Yield |
---|---|
98% |
1,4-diaza-bicyclo[2.2.2]octane
methylene chloride
potassium trifluoromethansulfonate
1-methyl-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate
Conditions | Yield |
---|---|
In acetonitrile Ambient temperature; sealed tube; | 98% |
methylene chloride
diafenthiuron
Conditions | Yield |
---|---|
With potassium hydroxide In butanone at 70℃; for 4h; Autoclave; | 98% |
IARC Cancer Review: Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 246.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 41 ,1986,p. 161.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 41 ,1986,p. 161.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.
OSHA PEL: TWA 50 ppm; STEL 100 ppm
ACGIH TLV: TWA 50 ppm; STEL 100 ppm; Not Classifiable as a Human Carcinogen
DFG MAK: 50 ppm (100 mg/m3); Suspected Carcinogen
NIOSH REL: (Monohalomethanes) TWA Reduce to lowest level
DOT Classification: 2.1; Label: Flammable Gas
For occupational chemical analysis use NIOSH: Methyl Chloride, 1001.
The Methyl chloride, with the CAS registry number 74-87-3 and EINECS registry number 200-817-4, has the systematic of chloromethane. And the molecular formula of this chemical is CH3Cl. It is the most abundant organohalogen-anthropogenic or natural–in the atmosphere. It is a kind of colourless gas with a minorly sweet odor, and belongs to the following product categories: Refrigerants; Organics; CCosmetics; CFCsAlphabetic; Allergens; Alpha Sort; C; CH; Volatiles/ Semivolatiles; Alkyl; Halogenated Hydrocarbons; Organic Building Blocks. In addition, it should be stored at 2-8°C.
The physical properties of Methyl chloride are as following: (1)ACD/LogP: 1.11; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.113; (4)ACD/LogD (pH 7.4): 1.113; (5)ACD/BCF (pH 5.5): 4.129; (6)ACD/BCF (pH 7.4): 4.129; (7)ACD/KOC (pH 5.5): 96.046; (8)ACD/KOC (pH 7.4): 96.046; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.331; (14)Molar Refractivity: 11.531 cm3; (15)Molar Volume: 56.427 cm3; (16)Polarizability: 4.571×10-24cm3; (17)Surface Tension: 14.643 dyne/cm; (18)Density: 0.895 g/cm3; (19)Enthalpy of Vaporization: 21.902 kJ/mol; (20)Vapour Pressure: 4074.091 mmHg at 25°C.
Preparation of Methyl chloride: Large amounts of Methyl chloride are produced naturally in the oceans by the action of sunlight on biomass and chlorine in sea foam. However, all Methyl chloride that is used in industry is produced synthetically. It can be prepared by reacting methanol with hydrogen chloride:
CH3OH + HCl → CH3Cl + H2O
Uses of Methyl chloride: It was widely used as refrigerant, but due to its toxicity and flammability, its use has been discontinued. It is used as a chemical intermediate in the production of silicone polymers. It is also used as a solvent in the manufacture of butyl rubber and in petroleum refining. What's more, it also used as a methylating and chlorinating agent in organic chemistry.
You should be cautious while dealing with this chemical. It is a kind of extremely flammable chemical, and has danger of serious damage to health by prolonged exposure through inhalation. What's more, it may cause carcinogenic effect. Therefore, you had better take the following instructions: Keep container in a well-ventilated place; Keep away from sources of ignition - No smoking; Take precautionary measures against static discharges.
You can still convert the following datas into molecular structure:
(1)SMILES: CCl
(2)InChI: InChI=1/CH3Cl/c1-2/h1H3
(3)InChIKey: NEHMKBQYUWJMIP-UHFFFAOYAW
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
cat | LCLo | inhalation | 129mg/m3/4H (129mg/m3) | BEHAVIORAL: GENERAL ANESTHETIC LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Archiv fuer Hygiene und Bakteriologie. Vol. 116, Pg. 131, 1936. |
dog | LCLo | inhalation | 14661ppm/6H (14661ppm) | VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | National Institutes of Health, Bulletin. Vol. 191, Pg. 1, 1949. |
guinea pig | LCLo | inhalation | 20000ppm/2H (20000ppm) | Fluorine Chemistry Reviews. Vol. 1, Pg. 197, 1967. | |
human | LCLo | inhalation | 20000ppm/2H (20000ppm) | SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD GASTROINTESTINAL: NAUSEA OR VOMITING | "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 386, 1969. |
mouse | LC50 | inhalation | 2200ppm/6H (2200ppm) | Toxicology and Applied Pharmacology. Vol. 86, Pg. 93, 1986. | |
rat | LC50 | inhalation | 5300mg/m3/4H (5300mg/m3) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 82, 1982. | |
rat | LD50 | oral | 1800mg/kg (1800mg/kg) | "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 86, 1986. |
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