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Dimethyl malonate

Dimethyl malonate structure

CAS No:
108-59-8
Formula:
C5H8O4
Chemical Name:
Dimethyl malonate
Synonyms:
Propanedioic acid,1,3-dimethyl ester;Malonic acid,dimethyl ester;Propanedioic acid,dimethyl ester;Dimethyl malonate;Methyl malonate;Dimethyl propanedioate;Dimethyl 1,3-propanedioate;NSC 620046
Categories:
Cosmetic Ingredient > Perfuming

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Description

liquid Dimethyl malonate is soluble in alcohol and ether and very slightly soluble in water. It may slowly decompose.

Liquid

Dimethyl malonate Basic Attributes

Molecular Weight：

132.11

Exact Mass：

132.11

BRN：

774261

EC Number：

203-597-8

UNII：

EM8Y79998C

NSC Number：

620046

DSSTox ID：

DTXSID4029145

HScode：

29171910

Characteristics

PSA：

52.6

XLogP3：

Appearance：

Clear colorless Liquid

Density：

1.1585 g/cm³ @ Temp: 15 °C

Melting Point：

-61.9 °C

Boiling Point：

181.4 °C

Flash Point：

194 °F

Refractive Index：

n 20/D 1.413(lit.)

Water Solubility：

H2O: negligible soluble ;alcohol: miscible

Storage Conditions：

Store below +30°C.

Vapor Pressure：

0.15 hPa (20 °C)

Vapor Density：

>1 (vs air)

Toxicity：

LD50 orally in Rabbit: 5331 mg/kg LD50 dermal Rabbit > 5000 mg/kg

Explosive limit：

1.3-17.4%(V)

Safety Information

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36

RTECS Number：

OO0950000

Marks：

Hazard note：

Irritant

Stability/Shelf Life：

Stable. Incompatible with strong oxidizing agents. Flammable.

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H315 (20.68%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 1827 companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

dimethyl malonate

Dimethyl malonate Use and Manufacturing

Methods of Manufacturing

Multi-use cyanide esterification method. Neutralization of chloroacetic acid and sodium carbonate produces sodium chloroacetate, which is then cyanated with sodium cyanide to obtain sodium cyanoacetate. Sodium cyanoacetate is hydrolyzed to sodium malonate, and then esterified with methanol in the presence of sulfuric acid to obtain dimethyl malonate. After washing and distillation, the finished product is obtained. The ester content of industrial products is ≥98%. Raw material consumption quota: chloroacetic acid 1120kg/t, sodium cyanide 551kg/t, methanol 955kg/t. The new technology developed abroad is mainly based on the catalytic carbonylation method, which uses chloroacetate, carbon monoxide and methanol as raw materials to synthesize dimethyl malonate in one step in the presence of a catalyst. In contrast, the catalytic carbonylation process technology is advanced, but the process is complex, the reaction conditions are harsh, and industrialization has certain difficulties.

Uses

It is used in fragrances and some artificial flavorings .

Intermediates

Non-TSCA use

Production

1,000,000 - 10,000,000 lb

Manufacturing Info：

All other chemical product and preparation manufacturing|Propanedioic acid, 1,3-dimethyl ester: ACTIVE

Use Classification：

EPA Safer Chemical Functional Use Classes -> Fragrances|Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern|Food additives -> Flavoring Agents

Food Additive Classes：

Flavoring Agents

Computed Properties

Molecular Weight:132.11
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:132.04225873
Monoisotopic Mass:132.04225873
Topological Polar Surface Area:52.6
Heavy Atom Count:9
Complexity:104
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of Dimethyl malonate

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
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Dimethyl malonate

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