ChemicalBook > CAS DataBase List > Dimethyl malonate

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-AMINO-CYCLOPROPANEMETHANOL 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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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 Kingfiner Technology Development Co.Ltd
Product
Dimethyl malonate 108-59-8
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500000kg
Release date
2024-05-11
Henan Fengda Chemical Co., Ltd
Product
Dimethyl malonate 108-59-8
Price
US $6.00-0.60/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-01-18

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