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80-63-7

Basic Information
CAS No.: 80-63-7
Name: Methyl 2-chloro-2-propenoate
Article Data: 43
Molecular Structure:
Molecular Structure of 80-63-7 (Methyl 2-chloro-2-propenoate)
Formula: C4H5 Cl O2
Molecular Weight: 120.535
Synonyms: Acrylicacid, 2-chloro-, methyl ester (6CI,7CI,8CI); 2-Chloroacrylic acid methyl ester;Methyl 2-chloro-2-propenoate; Methyl 2-chloroacrylate; Methyl2-chloropropenoate; Methyl a-chloroacrylate; NSC 32608
Density: 1.189
Boiling Point: 52 °C (50 mmHg)
Flash Point: 33 °C
Hazard Symbols: T+
Risk Codes: R34; R26; R24/25; R10
Safety: 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.
PSA: 26.30000
LogP: 0.91190
Synthetic route
89019-24-9, 108392-47-8, 108392-49-0, 113085-27-1, 113158-29-5

endo-5-Carbomethoxy-6-chloro-1,6-diazabicyclo<3.1.0>hexane

A

80-63-7

methyl 2-chloroacrylate

B

74-85-1

ethene

Conditions
ConditionsYield
In chloroform-d1 at 80℃; for 10h; Product distribution;A 95%
B n/a
89019-24-9, 108392-47-8, 108392-49-0, 113085-27-1, 113158-29-5

exo-6-chloro-5-methoxycarbonyl-1,6-diazabicyclo<3.1.0>hexane

A

80-63-7

methyl 2-chloroacrylate

B

74-85-1

ethene

C

N2

N2

Conditions
ConditionsYield
In dichloromethane at 80℃; for 10h;A 95%
B n/a
C n/a
3674-09-7, 132854-28-5

methyl 2,3-dichloropropionate

80-63-7

methyl 2-chloroacrylate

Conditions
ConditionsYield
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;

2,3,3-trichloropropene-1-ol

80-63-7

methyl 2-chloroacrylate

Conditions
ConditionsYield
With sulfuric acid In methanol74%
50-00-0

formaldehyd

96-34-4

methyl chloroacetate

80-63-7

methyl 2-chloroacrylate

Conditions
ConditionsYield
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%
166666-36-0

methyl-α-bromo-α-chloro-propanoate

80-63-7

methyl 2-chloroacrylate

Conditions
ConditionsYield
With lithium carbonate; lithium bromide In N,N-dimethyl-formamide at 70℃; for 24h;29%
77825-46-8

dichloro-methylsulfanyl-acetic acid methyl ester

80-63-7

methyl 2-chloroacrylate

Conditions
ConditionsYield
In tetrachloromethane at 490℃; Yield given;
89019-24-9, 108392-47-8, 108392-49-0, 113085-27-1, 113158-29-5

exo-6-chloro-5-methoxycarbonyl-1,6-diazabicyclo<3.1.0>hexane

A

80-63-7

methyl 2-chloroacrylate

B

74-85-1

ethene

Conditions
ConditionsYield
In chloroform-d1 at 40℃; Rate constant; Mechanism; τ1/2 (h);
17640-02-7

methyl 2,2-dichloropropionate

100-52-7

benzaldehyde

A

80-63-7

methyl 2-chloroacrylate

B

80532-67-8

methyl 2-chloro-3-hydroxy-2-methyl-3-phenylpropanoate

Conditions
ConditionsYield
With boron trifluoride; zinc In tetrahydrofuran at 0℃; for 24h;A 3 % Chromat.
B 76 % Chromat.
100-52-7

benzaldehyde

166666-36-0

methyl-α-bromo-α-chloro-propanoate

A

80-63-7

methyl 2-chloroacrylate

B

80532-67-8

methyl 2-chloro-3-hydroxy-2-methyl-3-phenylpropanoate

C

dimethyl 2,3-dichloro-2,3-dimethylbutanedioate

Conditions
ConditionsYield
With boron trifluoride; zinc In tetrahydrofuran at 0℃; for 3h;A 1 % Chromat.
B 85 % Chromat.
C 8 % Chromat.
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Chemistry

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

Toxicity Data With Reference

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

Consensus Reports

EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.

Safety Profile

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)

Specification

 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 .