endo-5-Carbomethoxy-6-chloro-1,6-diazabicyclo<3.1.0>hexane
A
methyl 2-chloroacrylate
B
ethene
Conditions | Yield |
---|---|
In chloroform-d1 at 80℃; for 10h; Product distribution; | A 95% B n/a |
exo-6-chloro-5-methoxycarbonyl-1,6-diazabicyclo<3.1.0>hexane
A
methyl 2-chloroacrylate
B
ethene
Conditions | Yield |
---|---|
In dichloromethane at 80℃; for 10h; | A 95% B n/a C n/a |
methyl 2,3-dichloropropionate
methyl 2-chloroacrylate
Conditions | Yield |
---|---|
In water; dimethyl sulfoxide at 120℃; for 6h; | 91% |
With 10H-phenothiazine; tetrabutylammomium bromide; sodium hydrogencarbonate In dichloromethane; water for 1.5h; Dehydrochlorination; Heating; | 66% |
beim Erhitzen mit protonierten Kationenaustauschern; |
methyl 2-chloroacrylate
Conditions | Yield |
---|---|
With sulfuric acid In methanol | 74% |
Conditions | Yield |
---|---|
Stage #1: methyl chloroacetate With Dimethyl oxalate; sodium methylate In dimethyl sulfoxide at 15 - 25℃; for 1h; Inert atmosphere; Stage #2: formaldehyd With 2,6-di-tert-butyl-4-methyl-phenol In dimethyl sulfoxide at 20 - 25℃; for 1h; Inert atmosphere; | 58.1% |
methyl-α-bromo-α-chloro-propanoate
methyl 2-chloroacrylate
Conditions | Yield |
---|---|
With lithium carbonate; lithium bromide In N,N-dimethyl-formamide at 70℃; for 24h; | 29% |
dichloro-methylsulfanyl-acetic acid methyl ester
methyl 2-chloroacrylate
Conditions | Yield |
---|---|
In tetrachloromethane at 490℃; Yield given; |
exo-6-chloro-5-methoxycarbonyl-1,6-diazabicyclo<3.1.0>hexane
A
methyl 2-chloroacrylate
B
ethene
Conditions | Yield |
---|---|
In chloroform-d1 at 40℃; Rate constant; Mechanism; τ1/2 (h); |
methyl 2,2-dichloropropionate
benzaldehyde
A
methyl 2-chloroacrylate
B
methyl 2-chloro-3-hydroxy-2-methyl-3-phenylpropanoate
Conditions | Yield |
---|---|
With boron trifluoride; zinc In tetrahydrofuran at 0℃; for 24h; | A 3 % Chromat. B 76 % Chromat. |
benzaldehyde
methyl-α-bromo-α-chloro-propanoate
A
methyl 2-chloroacrylate
B
methyl 2-chloro-3-hydroxy-2-methyl-3-phenylpropanoate
Conditions | Yield |
---|---|
With boron trifluoride; zinc In tetrahydrofuran at 0℃; for 3h; | A 1 % Chromat. B 85 % Chromat. C 8 % Chromat. |
methyl 2-chloroacrylate
Conditions | Yield |
---|---|
With water; sodium carbonate; hydroquinone at 150℃; staendiges Abdestillieren des entstandenen Methyl-<2.3-dichlor-acrylats>; | |
With quinoline | |
With sodium acetate; isopropyl alcohol |
methyl 2-chloroacrylate
2-[[N-(1,3-thiazol-2-yl)methylene]amino]-3-(1H-pyrazol-1-yl)propanoic acid tert-butyl ester
Conditions | Yield |
---|---|
With triethylamine; lithium bromide In tetrahydrofuran at 20℃; for 17h; | 100% |
methyl 2-chloroacrylate
Methyl thioglycolate
α-Chlor-β-<(methoxycarbonylmethyl)thio>propansaeure-methylester
Conditions | Yield |
---|---|
With sodium In dichloromethane at 25℃; for 0.666667h; | 99% |
methyl 2-chloroacrylate
benzenecarbothioamide
S-<2-Chlor-2-(methoxycarbonyl)ethyl>thiobenzamid-hydrochlorid
Conditions | Yield |
---|---|
With hydrogenchloride In dichloromethane for 72h; Ambient temperature; | 98% |
Conditions | Yield |
---|---|
With 10H-phenothiazine; tetrakis(1H,1H,7H-perfluoroheptyl) titanate; hydroquinone In toluene at 80℃; for 3.5h; Large scale; | 97.1% |
methyl 2-chloroacrylate
phenylmethanethiol
2-Chlor-3-(benzylthio)propansaeure-methylester
Conditions | Yield |
---|---|
With sodium benzylmercaptide In dichloromethane for 4h; Ambient temperature; | 95% |
With sodium methylate |
methyl 2-chloroacrylate
methylenecyclohexane
Methyl α-chloro-1-cyclohexene-1-butanoate
Conditions | Yield |
---|---|
With ethylaluminum dichloride In hexane; benzene at 25℃; for 20h; | 95% |
With ethylaluminum dichloride In hexane; benzene at 25℃; for 24h; | 95% |
With 1-menthyloxyaluminium dichloride In benzene Product distribution; Et2AlCl catalyzed ene reactions of α-substituted acrylate esters with trans 1,2-di and trisubstituted alkenes; regio- and stereoselectivity; reactivity of alkenes and acrylate esters; asymmetric induction; | 22% |
With 1-menthyloxyaluminium dichloride | 22% |
methyl 2-chloroacrylate
Conditions | Yield |
---|---|
With Ir[dF(CF3)ppy]2(dtbbpy)PF6 In 1,2-dimethoxyethane; water; N,N-dimethyl-formamide at 40℃; for 24h; Irradiation; Inert atmosphere; | 94% |
Conditions | Yield |
---|---|
With DBN In N,N-dimethyl-formamide at 60 - 65℃; for 4h; Solvent; Temperature; | 92.7% |
methyl 2-chloroacrylate
thiophenol
α-Chlor-β-(phenylthio)propansaeure-methylester
Conditions | Yield |
---|---|
With sodium thiophenolate In dichloromethane at 25℃; for 5h; | 91% |
With sodium thiophenolate In dichloromethane for 4h; Ambient temperature; | 91% |
Conditions | Yield |
---|---|
90.1% |
methyl 2-chloroacrylate
thioacetamide
S-<2-Chlor-2-(methoxycarbonyl)ethyl>thioacetamid-hydrochlorid
Conditions | Yield |
---|---|
With hydrogenchloride In dichloromethane for 18h; Ambient temperature; | 88% |
methyl 2-chloroacrylate
methylhydrazine
1-methyl-1,2-dihydro-3H-pyrazol-3-one
Conditions | Yield |
---|---|
In tetrahydrofuran at 0 - 25℃; for 10h; | 88% |
In tetrahydrofuran at 20℃; for 16.08h; | 84% |
In tetrahydrofuran at 20 - 50℃; for 17h; | 77% |
methyl 2-chloroacrylate
nitromethane
orthoformic acid triethyl ester
5-nitro-2-hydroxypyridine
Conditions | Yield |
---|---|
Stage #1: methyl 2-chloroacrylate; nitromethane With 1,8-diazabicyclo[5.4.0]undec-7-ene at 50 - 55℃; for 5h; Stage #2: orthoformic acid triethyl ester With zinc(II) chloride at 95 - 100℃; for 4h; Stage #3: With ammonium hydroxide; ammonium chloride In methanol at 50 - 55℃; for 6h; | 87.8% |
methyl 2-chloroacrylate
methylthiol
2-Chlor-3-(methylthio)propansaeure-methylester
Conditions | Yield |
---|---|
With sodium thiomethoxide In dichloromethane for 4h; Ambient temperature; | 87% |
With sodium methylate; benzene |
methyl 2-chloroacrylate
ethyl 3-amino-4,4,4-trifluoro-2-butenoate
Conditions | Yield |
---|---|
Stage #1: methyl 2-chloroacrylate; ethyl 3-amino-4,4,4-trifluoro-2-butenoate With sodium ethanolate In ethanol at 22 - 23℃; for 2.5h; Inert atmosphere; Stage #2: With water; sodium hydroxide In ethanol at 70 - 75℃; | 87% |
methanol
methyl 2-chloroacrylate
α-Chlor-β-methoxypropansaeure-methylester
Conditions | Yield |
---|---|
With sodium 0 degC, 1 h then r.t., 2 h; | 86% |
methyl 2-chloroacrylate
3-Methyl-cis-2-penten
(2S,4R)-2-Chloro-4-methyl-5-methylene-heptanoic acid methyl ester
Conditions | Yield |
---|---|
With ethylaluminum dichloride In benzene at 25℃; for 19.2h; | 86% |
methyl 2-chloroacrylate
mercaptoacetic acid
3-(Carboxymethylthio)-2-chlorpropansaeure-methylester
Conditions | Yield |
---|---|
With sodium hydroxide In water at 10℃; for 24h; | 86% |
2-(2-aminophenyl)-3-cyclohexyl-1H-indole-6-carboxylic acid methyl ester
methyl 2-chloroacrylate
dimethyl 13-cyclohexyl-6,7-dihydro-5H-indolo[1,2-d][1,4]benzodiazepine-6,10-dicarboxylate
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; potassium carbonate In acetonitrile at 60℃; | 84% |
With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In acetonitrile at 60℃; | 75% |
methyl 2-chloroacrylate
(E)-3-methyl-2-pentene
(Z)-(2S,4R)-2-Chloro-4,5-dimethyl-hept-5-enoic acid methyl ester
(E)-(2S,4R)-2-Chloro-4,5-dimethyl-hept-5-enoic acid methyl ester
Conditions | Yield |
---|---|
With ethylaluminum dichloride In benzene at 25℃; for 14.4h; Yields of byproduct given; | A n/a B 82% |
With ethylaluminum dichloride In benzene at 25℃; for 14.4h; Product distribution; Mechanism; regiospecificity; further alkenes; |
methyl 2-chloroacrylate
methyl chloroacetate
cis-1,2-Di(methoxycarbonyl)-1-chlorcyclopropan
Conditions | Yield |
---|---|
With potassium hydride In N,N-dimethyl-formamide at 25℃; for 6h; | 80% |
Conditions | Yield |
---|---|
With copper(l) chloride In diethyl ether at -78℃; Michael addition; | 80% |
Conditions | Yield |
---|---|
With copper(l) chloride In diethyl ether at -78℃; Michael addition; | 78% |
Conditions | Yield |
---|---|
With copper(l) chloride In diethyl ether at -78℃; Michael addition; | 76% |
methyl 2-chloroacrylate
1,3-dithiapropane
3,3'-bis(2-chlorpropansaeure-methylester)
Conditions | Yield |
---|---|
With triethylamine In diethyl ether at 0℃; for 0.166667h; | 75% |
2-methyl-but-2-ene
methyl 2-chloroacrylate
(2R,4S)-2-Chloro-4,5-dimethyl-hex-5-enoic acid methyl ester
Conditions | Yield |
---|---|
With ethylaluminum dichloride In benzene at 25℃; for 28.8h; | 74% |
Product Name: Methyl-2-chloroacrylate (CAS NO.80-63-7)
Molecular Formula: C4H5ClO2
Molecular Weight: 120.53g/mol
Mol File: 80-63-7.mol
Einecs: 201-298-7
Appearance: Clear colorless to pale yellow liquid
Boiling point: 124.6 °C at 760 mmHg
Storage Temperature: 0-6°C
Flash Point: 39.7 °C
Density: 1.155 g/cm3
Refractive index: 1.442-1.444
Surface Tension: 27.8 dyne/cm
Enthalpy of Vaporization: 36.25 kJ/mol
Vapour Pressure: 12.6 mmHg at 25°C
XLogP3-AA: 1.5
H-Bond Donor: 0
H-Bond Acceptor: 2
Product Categories: Monomer
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
cat | LC50 | inhalation | 500mg/m3/2H (500mg/m3) | SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS | Farmakologiya i Toksikologiya Vol. 19, Pg. 60, 1956. |
guinea pig | LC50 | inhalation | 500mg/m3/2H (500mg/m3) | SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS | Farmakologiya i Toksikologiya Vol. 19, Pg. 60, 1956. |
human | TCLo | inhalation | 5ppm (5ppm) | SENSE ORGANS AND SPECIAL SENSES: CONJUNCTIVE IRRITATION: EYE | "Practical Toxicology of Plastics," Lefaux, R., Cleveland, OH, Chemical Rubber Co., 1968Vol. -, Pg. 90, 1968. |
mouse | LC50 | inhalation | 500mg/m3/2H (500mg/m3) | SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Farmakologiya i Toksikologiya Vol. 19, Pg. 60, 1956. |
rabbit | LC50 | inhalation | 500mg/m3/2H (500mg/m3) | SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS | Farmakologiya i Toksikologiya Vol. 19, Pg. 60, 1956. |
rabbit | LD50 | skin | 270mg/kg (270mg/kg) | LUNGS, THORAX, OR RESPIRATION: FIBROSING ALVEOLITIS KIDNEY, URETER, AND BLADDER: CHANGES IN BOTH TUBULES AND GLOMERULI LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL" | National Technical Information Service. Vol. OTS0535234, |
rat | LC50 | inhalation | 500mg/m3/2H (500mg/m3) | SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Farmakologiya i Toksikologiya Vol. 19, Pg. 60, 1956. |
rat | LD50 | intraperitoneal | 27mg/kg (27mg/kg) | LUNGS, THORAX, OR RESPIRATION: FIBROSING ALVEOLITIS KIDNEY, URETER, AND BLADDER: CHANGES IN BOTH TUBULES AND GLOMERULI LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL" | National Technical Information Service. Vol. OTS0535234, |
rat | LD50 | oral | 68mg/kg (68mg/kg) | LUNGS, THORAX, OR RESPIRATION: FIBROSING ALVEOLITIS LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL" KIDNEY, URETER, AND BLADDER: CHANGES IN BOTH TUBULES AND GLOMERULI | National Technical Information Service. Vol. OTS0535234 |
EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.
Moderately toxic by inhalation. Human systemic effects by inhalation: conjunctiva irritation. A severe skin irritant. Mutation data reported. When heated to decomposition it emits toxic fumes of Cl−. See also ESTERS.
Safety Information of Methyl-2-chloroacrylate (CAS NO.80-63-7):
Hazard Codes: T+
Risk Statements: 34-26-24/25-10
10: Flammable
24: Toxic in contact with skin
25: Toxic if swallowed
26: Very Toxic by inhalation
34: Causes burns
Safety Statements: 45-38-36/37/39-26-16
16: Keep away from sources of ignition - No smoking
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37: Wear suitable gloves
38: In case of insufficient ventilation, wear suitable respiratory equipment
39: Wear eye/face protection
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
Methyl-2-chloroacrylate ,its CAS NO. is 80-63-7,the synonyms is 2-Chloro-2-propenoicacid,methylester ; 2-Chloro-2-propenoicacimethylester ; 2-Chloroacrylic acid, methyl ester ; 2-Chloroacrylicacid,methylester ; 2-Chloro-acrylicacimethylester ; 2-Chloropropenoic acid, methyl ester ; 2-Propenoic acid, 2-chloro-, methyl ester ; Acrylic acid, 2-chloro-, methyl ester .
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