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Malonic acid monomethyl ester chloride

Methyl malonyl chloride

CAS: 37517-81-0

Molecular Formula: C4H5ClO3

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Malonic acid monomethyl ester chloride - Names and Identifiers

Name Methyl malonyl chloride
Synonyms AURORA KA-3053
METHYL MALONYL CHLORIDE
Mehtyl Malonyl Chloride
Methyl malonyl chloride
METHYL CHLOROFORMYLACETATE
Methyl chloroformylacetate
Methyl (chloroformyl)acetate
METHYL 3-CHLORO-3-OXOPROPIONATE
Methyl 3-chloro-3-oxopropionate
methyl 3-chloro-3-oxopropanoate
Malonic acid monomethyl ester chloride
Propanoic acid, 3-chloro-3-oxo-, methyl ester
Methyl chloroformylacetate, Methyl malonyl chloride
CAS 37517-81-0
EINECS 253-540-6
InChI InChI=1/C4H5ClO3/c1-8-4(7)2-3(5)6/h2H2,1H3
InChIKey UTBCRHAMJFMIIR-UHFFFAOYSA-N

Malonic acid monomethyl ester chloride - Physico-chemical Properties

Molecular FormulaC4H5ClO3
Molar Mass136.53
Density1.273 g/mL at 25 °C (lit.)
Boling Point57-59 °C/12 mmHg (lit.)
Flash Point176°F
Water SolubilityReacts with water.
Vapor Presure1.69mmHg at 25°C
AppearanceLiquid
Specific Gravity1.275
ColorColorless
BRN1754078
pKa9.33±0.46(Predicted)
Storage Condition2-8°C
SensitiveLachrymatory
Refractive Indexn20/D 1.432(lit.)
Physical and Chemical PropertiesDensity 1.273 refractive index 1.431-1.435 flash point 80 ℃ boiling point 57-59 ℃ (12 mmHg)

Malonic acid monomethyl ester chloride - Risk and Safety

Hazard SymbolsC - Corrosive
Corrosive
Risk CodesR34 - Causes burns
R36/37 - Irritating to eyes and respiratory system.
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
UN IDsUN 3265 8/PG 2
WGK Germany3
FLUKA BRAND F CODES8-10-19
HS Code29171900
Hazard NoteCorrosive/Lachrymatory/Keep Cold
Hazard Class8
Packing GroupII

Malonic acid monomethyl ester chloride - Reference Information

NIST chemical information Information provided by: webbook.nist.gov (external link)
Use Methyl malonate chloride is an organic intermediate, and it has been reported in the literature that it can be used to prepare sitagliptin for the treatment of type 2 diabetes.
Preparation Methyl malonate chloride can be obtained by the reaction of hydrogen methylmalonate and oxalyl chloride. Take out 100 mL clean flask from the oven, cool to room temperature in argon, add 5mL of dichloromethane and 1.0g(8.5mmol) of hydrogen methylmalonate to the reaction flask, add a drop of DMF during stirring, slowly add 1.2g(9.4mmol) of oxalyl chloride to the reaction flask after 5 minutes of ice bath, remove the ice bath, react at room temperature for 2 hours, and evaporate and concentrate with a rotary evaporator to obtain methylmalonate chloride.
Last Update:2024-04-09 02:00:08
Malonic acid monomethyl ester chloride
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View History
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