| Identification | More | [Name]
Dimethyl malonate | [CAS]
108-59-8 | [Synonyms]
CARBOMETHOXYACETIC ACID METHYL ESTER
DICARBMETHOXYMETHANE
DIMETHYL MALONATE
DMM
MALONIC ACID,BIS-METHYL ESTER
MALONIC ACID DIMETHYL ESTER
METHYL MALONATE
PROPANEDIOIC ACID DIMETHYL ESTER
Dimethyl ester of malonic acid
Dimethyl propanedioate
dimethyl1,3-propanedioate
dimethylpropanedioate
DIMETHYL MALONAT
Dimethyl malonate(DMM)
DIMETHYL MALONATE, 99+%
DimethylMalonate,>97%
DimethylMalonate(Dmm)C5H8O4
Carbmethoxy acetic acid, methyl ester
prpanedioic acid dimethyl ester
DIMETHYL MALONATE 98.5% | [EINECS(EC#)]
203-597-8 | [Molecular Formula]
C5H8O4 | [MDL Number]
MFCD00008460 | [Molecular Weight]
132.11 | [MOL File]
108-59-8.mol |
| Chemical Properties | Back Directory | [Appearance]
liquid | [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.)
| [Fp ]
194 °F
| [storage temp. ]
Store below +30°C. | [solubility ]
alcohol: miscible | [form ]
Liquid | [pka]
11.80±0.46(Predicted) | [color ]
Clear colorless | [Odor]
fruity | [Stability:]
Stable. Incompatible with strong oxidizing agents. Flammable. | [explosive limit]
1.3-17.4%(V) | [Water Solubility ]
negligible | [Merck ]
14,6096 | [BRN ]
774261 | [Henry's Law Constant]
3.8×101 mol/(m3Pa) at 25℃, Katrib et al. (2003) | [Dielectric constant]
10.4（20℃） | [InChI]
1S/C5H8O4/c1-8-4(6)3-5(7)9-2/h3H2,1-2H3 | [InChIKey]
BEPAFCGSDWSTEL-UHFFFAOYSA-N | [SMILES]
COC(=O)CC(=O)OC | [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]
108-59-8(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H319 | [Precautionary statements ]
P264-P280-P305+P351+P338-P337+P313 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
NA1993 | [WGK Germany ]
1
| [RTECS ]
OO0950000
| [Autoignition Temperature]
440 °C | [Hazard Note ]
Irritant | [TSCA ]
Yes | [REACH Registrations]
Active | [HazardClass ]
CBL | [HS Code ]
29171910 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Eye Irrit. 2 | [Toxicity]
LD50 orally in Rabbit: 5331 mg/kg LD50 dermal Rabbit > 5000 mg/kg |
| Hazard Information | Back Directory | [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]
Dimethyl malonate is soluble in alcohol and ether and very
slightly soluble in water. It may slowly decompose. | [Chemical Properties]
liquid | [Uses]
It is used in fragrances and some artificial flavorings . | [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. |
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