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CAS NUMBER: 108-59-8
EC NUMBER: 203-597-8
MOLECULAR FORMULA: CH2(COOCH3)2
MOLECULAR WEIGHT: 132.11
Dimethyl malonate is a diester derivative of Dimethyl malonate.
Dimethyl malonate is a common reagent for organic synthesis used, for example, as a precursor for barbituric acid.
Dimethyl malonate is also used in the malonic ester synthesis.
Dimethyl malonate can be synthesized from dimethoxymethane and carbon monoxide.
Dimethyl malonate is used extensively in the fragrance industry as a raw material in the synthesis of jasmonates.
For example, methyl dihydrojasmonate is synthesized from cyclopentanone, pentanal and dimethyl malonate.
Dimethyl malonate undergoes enantioselective palladium-catalyzed allylic substitution reaction with 1,3-diphenylprop-2-enyl acetate to yield diastereomeric pure thienylpyridines.
Dimethyl malonate, also known as dimethyl Dimethyl malonate, belongs to dicarboxylic acids and derivatives class of compounds.
Those are organic compounds containing exactly two carboxylic acid groups.
Dimethyl malonate is soluble (in water) and a very weakly acidic compound.
Dimethyl malonate is a fruity tasting compound found in pineapple, which makes dimethyl malonate a potential biomarker for the consumption of this food product.
Dimethyl malonate is a diester derivative of Dimethyl malonate.
Dimethyl malonate is a common reagent for organic synthesis used, as a precursor for barbituric acid.
Dimethyl malonate is also used in the malonic ester synthesis.
Dimethyl malonate can be synthesized from dimethoxymethane and carbon monoxide.
Dimethyl Malonate, also known as Dimethyl malonate dimethyl ester, is a diester derivative of Dimethyl malonate used as a precursor for barbituric acid and in the malonic ester synthesis.
Ungraded products supplied by Spectrum are indicative of a grade suitable for general industrial use or research purposes and typically are not suitable for human consumption or therapeutic use.
Dimethyl malonate is soluble in alcohol and ether and very slightly soluble in water.
Dimethyl malonate may slowly decompose.
Dimethyl malonate is also known as methane dicarboxylic acid, carrot acid, malic acid reduction, beet acid.
There are three kinds of crystal forms, of which two are triclinic, and one is monoclinic.
That crystallized from ethanol is white triclinic crystals.
Dimethyl malonates relative molecular mass is 104.06.
The relative density is 1.631 (15 ℃). Melting point is 135.6℃.
Dimethyl malonate decomposes to acetic acid and carbon dioxide at 140℃.
Dimethyl malonate does not decompose at 1.067×103~1.333×103Pa vacuum, but directly sublimates.
Dimethyl malonate is not soluble in benzene.
Dimethyl malonate is soluble in water, and the solubility is respectively 61.1 (0 ℃), 73.5 (20 ℃), 92.6 (50 ℃) in water, and 57 (20 ℃)in ethanol, 5.7 (20 ℃) in diethyl ether.
Dimethyl malonate is slightly soluble in pyridine.
Dimethyl malonate can decompose to formic acid and carbon dioxide in case of potassium permanganate.
Dimethyl malonate has a typical reactive of dibasic acids, such as that its methylene is active, and it can be an addition, alkylation, amination, halogenation reaction; its two carboxyl groups are very close and they can be dehydrated; esterification with alcohol; decarboxylation by heating; condensation with carbonyl compounds; addition with compounds that containing active double bonds.
Hydroxyl in two carboxyl groups of Dimethyl malonate were all replaced by ethoxy to produce diethyl malonate.
Dimethyl malonate is important raw materials in organic synthesis for dyes and drugs synthesis.
Because its molecules containing active methylene, which can react with sodium alcohol to generate sodium malonate.
Dimethyl malonate reacts with a variety of lively halides to generate substituted malonate.
Dimethyl malonate can prepare various monocarboxylic acids, dicarboxylic acids, keto acids and other compounds by hydrolysis reaction to lose carboxyl.
USES OF DIMETHYL MALONATE:
Dimethyl malonate was used in gold catalyzed oxidative esterification of glycerol, 1,2-propanediol and 1,3-propanediol.
Dimethyl malonate is a reagent used in organic synthesis.
Dimethyl malonate acts as a precursor for the synthesis of mono-substituted and di-substituted acetic acid, barbiturates, vitamin B1 and vitamin B6.
Dimethyl malonate is used in the pharmaceutical industry to prepare pharmaceuticals like chloroquine and butazolidin.
Dimethyl malonate is involved in the synthesis of diastereomeric pure thienylpyridines by reacting with 1,3-diphenylprop-2-enyl acetate.
Dimethyl malonate is used in fragrances and some artificial flavorings.
Dimethyl malonate, also known as Propanedioic acid, Methane dicarbonic acid or Carboxyacetic acid, is an organic acid.
Mainly used in perfumes, pharmaceutical intermediates, adhesives, resin additives, electroplating polishing agents, etc.
Dimethyl malonate is used in the pharmaceutical industry to produce barbituric acid, vitamin B1, vitamin B2, vitamin B6, etc.
In agriculture, Dimethyl malonate is an intermediate of the fungicide rice pestin and an intermediate of the plant growth regulator indyl ester.
In addition, Dimethyl malonate can also be used in the production of adhesives and resin additives, and can also be used as a surface treatment agent for leather and aluminum products.
APPLICATIONS OF DIMETHYL MALONATE:
Dimethyl malonate mainly can be used as pharmaceutical intermediates.
Dimethyl malonate also can be used as perfumery, adhesives, resin additives, electroplating polishing agent and so on.
Dimethyl malonate can be used as complexing agent.
Dimethyl malonate also can be used to prepare barbituric salt.
Dimethyl malonate is the intermediate of fungicides isoprothiolane.
Dimethyl malonate is also the intermediate of plant growth regulator ethychlozate.
In the pharmaceutical industry, Dimethyl malonate can be used to produce phenobarbital, barbiturates, vitamin B1, vitamin B2, vitamin B6, phenylbutazone, amino acids and so on.
Dimethyl malonate can be used as the aluminum surface treatment agent since that Dimethyl malonate generates carbon dioxide and water after heated without pollution problems.
At this point,Dimethyl malonate has a great advantage when compared with acidic treating agent like formic acid in the past.
Dimethyl malonate can be used as complexing agent in the determination of beryllium, copper, calibration standard alkaline solution, biochemical studies, organic synthesis, preparing barbiturates, gas chromatography analysis of the standard.
PROPERTIES OF DIMETHYL MALONATE:
-Quality Level: 200
-vapor density: >1 (vs air)
-assay: 98%
-refractive index: n20/D 1.413 (lit.)
-Boiling point: 180-181 °C (lit.)
-Melting point: −62 °C (lit.)
-Solubility: alcohol: miscible, diethyl ether: miscible, oil: miscible, water: slightly soluble
-Density: 1.156 g/mL at 25 °C (lit.)
-SMILES string: COC(=O)CC(=O)OC
-InChI: 1S/C5H8O4/c1-8-4(6)3-5(7)9-2/h3H2,1-2H3
PHYSICAL AND CHEMICAL PROPERTIES OF DIMETHYL MALONATE:
-Boiling point: 181 - 183 °C (1013 hPa)
-Density: 1.156 g/cm3
-Explosion limit: 1.3 - 17.4 %(V)
-Flash point: 85 °C
-Ignition temperature: 440 °C
-Melting Point: -62 °C
-Vapor pressure: 1013.25 hPa (180.7 °C)
-Solubility: 140.7 - 143.3 g/l
CHEMICAL PROPERTIES OF DIMETHYL MALONATE:
-Molecular Formula: C5H8O4
-Formula Weight: 132.12
-Melting point: -62°
-Boiling Point: 180-181°
-Flash Point: 90°(194°F)
-Density: 1.156
-Refractive Index: 1.4130
-Storage & SensitivityÇ: Ambient temperatures.
-Solubility: Miscible with alcohol, ether and oils. Slightly miscible with water.
STABILITY OF DIMETHYL MALONATE:
Stable under recommended storage conditions.
SOLUBILITY OF DIMETHYL MALONATE:
Miscible with alcohol, ether and oils. Slightly miscible with water.
HANDLING OF DIMETHYL MALONATE:
Handle with gloves. Gloves must be inspected prior to use.
Use proper glove removal technique (without touching
glove's outer surface) to avoid skin contact with this product.
Dispose of contaminated gloves after use in
accordance with applicable laws and good laboratory practices.
Wash and dry hands.
STORAGE OF DIMETHYL MALONATE:
Keep container in a cool, well-ventilated area.
Keep container tightly closed and sealed until ready for use.
Avoid all possible sources of ignition.
Store below +30°C.
SYNONYM:
108-59-8
Dimethyl propanedioate
Methyl malonate
Dimethyl malonate Dimethyl Ester
Propanedioic acid, dimethyl ester
propanedioic acid dimethyl ester
1,3-dimethyl propanedioate
Dimethyl malonate, DIMETHYL ESTER
UNII-EM8Y79998C
C5H8O4
Dimethyl malonate, 97%
MFCD00008460
EM8Y79998C
Propanedioic acid, 1,3-dimethyl ester
DSSTox_CID_9145
Dimethyl malonate, 99+%
DSSTox_RID_78681
IUPAC NAME:
1,3-dimethyl propanedioate
Dimethyl Malonate
Dimethyl malonate
dimethyl malonate
Dimethyl propanedioate
dimethyl propanedioate
Dimethylmalonat
Dimethylmalonate
Dimethyl malonate dimethyl ester
Dimethyl malonate, diemthylester
propanedioic acid dimethyl ester
Propanedioic acid, 1,3-dimethyl ester
