Dimethyl malonate
Dimethyl malonate Basic information
- Product Name:
- Dimethyl malonate
- Synonyms:
-
- dimthyl malonate
- 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
- CAS:
- 108-59-8
- MF:
- C5H8O4
- MW:
- 132.11
- EINECS:
- 203-597-8
- Product Categories:
-
- Thiazoles
- Building Blocks
- C2 to C5
- Carbonyl Compounds
- Chemical Synthesis
- Organic Building Blocks
- C2 to C5
- Carbonyl Compounds
- Esters
- bc0001
- 108-59-8
- Mol File:
- 108-59-8.mol
Dimethyl malonate Chemical 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
- 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)
MSDS
- Language:English Provider:Methyl malonate
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
Dimethyl malonate Usage And Synthesis
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
Preparation Products
Raw materials
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Dimethyl malonate(108-59-8)Related Product Information
- Methyl acetate
- Dacthal
- N,N-Dimethylformamide
- Dimethyl carbonate
- Tribenuron methyl
- Thiophanate-methyl
- Dimethyl disulfide
- Dimethyl phthalate
- Methyl salicylate
- Dimethyl ether
- Diethyl methylmalonate
- Dimethyl fumarate
- 2-Methylpropanedioic acid
- Dimethyl sulfoxide
- ETHANE
- Kresoxim-methyl
- METSULFURON METHYL
- Malonic acid