Dimethyl malonate

Product Name: Dimethyl malonate
CAS No.: 108-59-8
Chemical Name: Dimethyl malonate
Synonyms: DMM;METHYL MALONATE;Dimethyl propanedioate;MALONIC ACID DIMETHYL ESTER;dimthyl malonate;dimethyl1,3-propanedioate;MINA-009;Malonic acid d;DIMETHYL MALONAT;DIMETHYL MALONATE
CBNumber: CB3776436
Molecular Formula: C5H8O4
Formula Weight: 132.11
MOL File: 108-59-8.mol

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Dimethyl malonate Property

Melting point:: -62 °C (lit.)
Boiling point:: 180-181 °C (lit.)
Density: 1.156 g/mL at 25 °C (lit.)
vapor density: >1 (vs air)
vapor pressure: 0.15 hPa (20 °C)
refractive index: n20/D 1.413(lit.)
Flash point:: 194 °F
storage temp.: Store below +30°C.
solubility: alcohol: miscible
pka: 11.80±0.46(Predicted)
form: Liquid
color: Clear colorless
Odor: fruity
explosive limit: 1.3-17.4%(V)
Water Solubility: negligible
Merck: 14,6096
BRN: 774261
Dielectric constant: 10.4（20℃）
Stability:: Stable. Incompatible with strong oxidizing agents. Flammable.
InChIKey: BEPAFCGSDWSTEL-UHFFFAOYSA-N
LogP: -0.05 at 20-25℃ and pH6.4
CAS DataBase Reference: 108-59-8(CAS DataBase Reference)
NIST Chemistry Reference: Propanedioic acid, dimethyl ester(108-59-8)
EPA Substance Registry System: Dimethyl malonate (108-59-8)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 1
RTECS: OO0950000
Autoignition Temperature: 440 °C
Hazard Note: Irritant
TSCA: Yes
HS Code: 29171910
Toxicity: LD50 orally in Rabbit: 5331 mg/kg LD50 dermal Rabbit > 5000 mg/kg

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 8.00899
Product name: Dimethyl malonate
Purity: for synthesis
Packaging: 100mL
Price: $35.3
Updated: 2024/03/01

Sigma-Aldrich

Product number: 8.00899
Product name: Dimethyl malonate
Purity: for synthesis
Packaging: 500mL
Price: $64.9
Updated: 2024/03/01

Sigma-Aldrich

Product number: 8.00899
Product name: Dimethyl malonate
Purity: for synthesis
Packaging: 1L
Price: $127
Updated: 2024/03/01

Sigma-Aldrich

Product number: 136441
Product name: Dimethyl malonate
Purity: 98%
Packaging: 1kg
Price: $116
Updated: 2024/03/01

TCI Chemical

Product number: M0030
Product name: Dimethyl Malonate
Purity: >98.0%(GC)
Packaging: 25g
Price: $19
Updated: 2024/03/01

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Dimethyl malonate Chemical Properties,Usage,Production

Description

Dimethyl malonate is a diester derivative of malonic acid. It is a common reagent for organic synthesis used, for example, as a precursor for barbituric acid. It is also used in the malonic ester synthesis. It can be synthesized from dimethoxymethane and carbon monoxide.

Chemical Properties

liquid

Chemical Properties

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

Uses

It is used in fragrances and some artificial flavorings .

Uses

Dimethyl malonate is a reagent used in organic synthesis. It acts as a precursor for the synthesis of mono-substituted and di-substituted acetic acid, barbiturates, vitamin B1 and vitamin B6. It is used in the pharmaceutical industry to prepare pharmaceuticals like chloroquine and butazolidin. It is involved in the synthesis of diastereomeric pure thienylpyridines by reacting with 1,3-diphenylprop-2-enyl acetate.

Application

Dimethyl malonate undergoes enantioselective palladium-catalyzed allylic substitution reaction with 1,3-diphenylprop-2-enyl acetate to yield diastereomeric pure thienylpyridines.
Dimethyl malonate was used in gold catalyzed oxidative esterification of glycerol, 1,2-propanediol and 1,3-propanediol.

Production Methods

Dimethyl malonate is produced via direct esterification of methanol with malonic acid under azeotropic conditions.

General Description

Dimethyl malonate undergoes enantioselective palladium-catalyzed allylic substitution reaction with 1,3-diphenylprop-2-enyl acetate to yield diastereomeric pure thienylpyridines.

Dimethyl malonate Preparation Products And Raw materials

Raw materials

Chloroacetic acid Sodium cyanide Hydrochloric acid Methanol Cyanoacetic acid MALONIC ACID DISODIUM SALT Sulfuric acid Sodium chloroacetate Sodium carbonate

Preparation Products

Dimethyl ethylmalonate Methyl 3-cyclopentenecarboxylate 7-HYDROXY-2-OXO-2H-CHROMENE-3-CARBOXYLIC ACID METHYL ESTER 2-Methylpyrimidine DIMETHYL METHOXYMALONATE Primisulfuron-methyl 5-Fluoro-2-oxindole Pipemidic acid 5-(2-ETHYLTHIO PROPYL)-1,3-CYCLOHEXANEDIONE 3-(4-FLUOROPHENYL)PROPIONIC ACID 8-METHOXY-2-OXO-2H-CHROMENE-3-CARBOXYLIC ACID AMIDE 7-HYDROXY-2-OXO-2H-CHROMENE-3-CARBOXYLIC ACID AMIDE 5-(TETRAHYDRO-2H-THIOPYRAN-3-YL)-1,3-CYCLOHEXANEDIONE (1-Aminocyclopropyl)methanol 1,1-Cyclopropanedicarboxylic acid dimethyl ester Chlorimuron-ethyl ADS DIMETHYL BROMOMALONATE 7-HYDROXY-2-OXO-2H-CHROMENE-3-CARBOXYLIC ACID METHYL ESTER MALONIC ACID DI-N-BUTYL ESTER 3-CARBETHOXY-4-HYDROXYCOUMARIN 6-CHLORO-2-OXO-2H-CHROMENE-3-CARBOXYLIC ACID TERT-BUTYL METHYL MALONATE Sethoxydim Dimethyl chloromalonate 6-Chlorooxindole 5-MESITYL-1,3-CYCLOHEXANEDIONE

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Dimethyl malonate Suppliers

Americas 1 Belgium 2 Canada 2 China 511 Europe 4 France 4 Germany 20 Hungary 1 India 67 Japan 11 Poland 1 Slovakia 1 Sweden 2 Switzerland 4 The Netherlands 1 United Kingdom 11 United States 61 USA 1 Global 705

Aceto FineChem Gmbh

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View Lastest Price from Dimethyl malonate manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd

Product: Dimethyl malonate 108-59-8
Price: US $10.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20ton
Release date: 2024-05-15

Hebei Weibang Biotechnology Co., Ltd

Product: Dimethyl malonate 108-59-8
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-13

Hebei Chuanghai Biotechnology Co,.LTD

Product: Dimethyl malonate 108-59-8
Price: US $5.00-2.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10000kg
Release date: 2024-08-19

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108-59-8

CH3OOCCH2COOCH3

Organic Building Blocks

Esters

Building Blocks

Carbonyl Compounds

C2 to C5

Thiazoles

Building Blocks

C2 to C5

Carbonyl Compounds

Chemical Synthesis

Organic Building Blocks

C2 to C5

Carbonyl Compounds

Esters

bc0001

108-59-8