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Methyl 2-chloro-2-propenate

  • Name Methyl 2-chloro-2-propenate
  • EINECSN/A
  • CAS No. 80-63-7
  • Density1.189
  • PSA26.30000
  • LogP0.91190
  • SolubilityN/A
  • Melting PointN/A
  • FormulaC4H5 Cl O2
  • Boiling Point52 °C (50 mmHg)
  • Molecular Weight120.535
  • Flash Point33 °C
  • Transport InformationN/A
  • AppearanceN/A
  • SafetyModerately 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.
  • Risk CodesR34; R26; R24/25; R10
  • Molecular Structure
    Molecular Structure of 80-63-7 (Methyl 2-chloro-2-propenoate)
  • Hazard SymbolsT+
  • SynonymsT+
  • Article Data43

Methyl 2-chloro-2-propenate 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.

Methyl 2-chloro-2-propenate Chemical Properties

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

Methyl 2-chloro-2-propenate 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

Methyl 2-chloro-2-propenate Consensus Reports

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

Methyl 2-chloro-2-propenate 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)

Methyl 2-chloro-2-propenate 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 .

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