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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
Molecular Weight:
132.11
MDL Number:
MFCD00008460
MOL File:
108-59-8.mol
MSDS File:
SDS
Last updated:2024-11-19 23:02:33

Dimethyl malonate Properties

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
form Liquid
pka 11.80±0.46(Predicted)
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)
EWG's Food Scores 1
FDA UNII EM8Y79998C
NIST Chemistry Reference Propanedioic acid, dimethyl ester(108-59-8)
EPA Substance Registry System Dimethyl malonate (108-59-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319
Precautionary statements  P264-P280-P305+P351+P338-P337+P313
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
NFPA 704
1
2 0

Dimethyl malonate price More Price(44)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.00899 Dimethyl malonate for synthesis 108-59-8 100mL $35.3 2024-03-01 Buy
Sigma-Aldrich 8.00899 Dimethyl malonate for synthesis 108-59-8 500mL $64.9 2024-03-01 Buy
Sigma-Aldrich 8.00899 Dimethyl malonate for synthesis 108-59-8 1L $127 2024-03-01 Buy
Sigma-Aldrich 136441 Dimethyl malonate 98% 108-59-8 1kg $116 2024-03-01 Buy
TCI Chemical M0030 Dimethyl Malonate >98.0%(GC) 108-59-8 25g $19 2024-03-01 Buy
Product number Packaging Price Buy
8.00899 100mL $35.3 Buy
8.00899 500mL $64.9 Buy
8.00899 1L $127 Buy
136441 1kg $116 Buy
M0030 25g $19 Buy

Dimethyl malonate Chemical Properties,Uses,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.

16695-14-0
108-59-8
Synthesis of Dimethyl malonate from MONOMETHYL MALONATE
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View Lastest Price from Dimethyl malonate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Dimethyl malonate pictures 2024-11-28 Dimethyl malonate
108-59-8
US $0.00 / KG 1KG 99.5% 1000mt/year Jinan Finer Chemical Co., Ltd
Dimethyl malonate pictures 2024-11-28 Dimethyl malonate
108-59-8
US $10.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
Dimethyl malonate pictures 2024-11-19 Dimethyl malonate
108-59-8
US $42.00 / mg ≥95% 10g TargetMol Chemicals Inc.
DiMethyl Malonate, 97% 250ML Malonic Acid Dimethyl Ester Methyl Malonate DIMETHYL MALONATE FOR SYNTHESIS Propanedioicacid, 1,3-diMethyl ester Malonic acid d Dimethyl malonate Vetec(TM) reagent grade, 98% PROPANEDIOIC ACID DIMETHYL ESTER Dimethyl malonate, 98+% DIMETHYL MALONATE pure Dimethyl ester of malonic acid dimethylpropanedioate DIMETHYL MALONATE DICARBMETHOXYMETHANE CARBOMETHOXYACETIC ACID METHYL ESTER MALONIC ACID,BIS-METHYL ESTER Dimethyl malonate(DMM) DIMETHYL MALONATE, 99+% DimethylMalonate,>97% DimethylMalonate(Dmm)C5H8O4 Carbmethoxy acetic acid, methyl ester prpanedioic acid dimethyl ester DIMETHYL MALONATE 98.5% DIMETHYL MALONAT 2,2-dimethylpropanedioate DIMETHYLMALONATE, 98%DIMETHYLMALONATE, 98%DIMETHYLMALONATE, 98%DIMETHYLMALONATE, 98% Dimethyl malonate, 99%, for synthesis DimethylMalonate> Professional Factory Supply Dimethyl Malonate CAS 108-59-8 Dimethyl Malonate-13C3 dimthyl malonate Dimethyl propanedioate dimethyl1,3-propanedioate METHYL MALONATE DMM MALONIC ACID DIMETHYL ESTER MINA-009 Dimethyl Malonate, ≥ 98.0% Dimethyl Malote 99% For Synthesis Dimethyl malonate in methanol C14731500 MaloniCacid-dimethyLester 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