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ChemicalBook--->CAS DataBase List--->3903-40-0

3903-40-0

3903-40-0 Structure

3903-40-0 Structure
IdentificationBack Directory
[Name]

DODECANEDIOIC ACID MONOMETHYL ESTER
[CAS]

3903-40-0
[Synonyms]

NSC 29000
MONOMETHYL-DODECANEDIOATE
Methyl 11-Carboxyundecanoate
MonoMethyl 1,12-Dodecanedioate
12-keto-12-methoxy-lauric acid
11-CarboMethoxyundecanoic Acid
MONOMETHYL DODECANE-1,12-DIOATE
12-methoxy-12-oxododecanoic acid
12-methoxy-12-oxo-dodecanoic acid
Dodecanedioic Acid 1-Methyl Ester
DODECANEDIOIC ACID MONOMETHYL ESTER
Dodecanedioic acid Monobenzyl ester
METHYL HYDROGEN DODECANE-1,12-DIOATE
1,12-Dodecanedioic acid monomethyl ester
[Molecular Formula]

C13H24O4
[MDL Number]

MFCD00053323
[MOL File]

3903-40-0.mol
[Molecular Weight]

244.33
Chemical PropertiesBack Directory
[Melting point ]

51.5-52 °C
[Boiling point ]

170 °C(Press: 3 Torr)
[density ]

1.012±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

DMSO (Slightly, Heated), Methanol (Slightly)
[form ]

Solid
[pka]

4.78±0.10(Predicted)
[color ]

White
[InChI]

InChI=1S/C13H24O4/c1-17-13(16)11-9-7-5-3-2-4-6-8-10-12(14)15/h2-11H2,1H3,(H,14,15)
[InChIKey]

REGGDLIBDASKGE-UHFFFAOYSA-N
[SMILES]

C(OC)(=O)CCCCCCCCCCC(O)=O
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Methanol-->Dimethyl dodecanedioate-->Diethyl ether-->Potassium hydroxide-->Acetonitrile
Safety DataBack Directory
[HS Code ]

2917198090
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

Dodecanedioic Acid 1-Methyl Ester is used in cosmetic composition.
[Uses]

Used in cosmetic compositions.
[Synthesis]

Dimethyl dodecanedioate

1731-79-9

DODECANEDIOIC ACID MONOMETHYL ESTER

3903-40-0

Synthesis of compound 2: To a stirred solution of dimethyl dodecanedioate 1 (200 g, 774.65 mmol) in a mixed solvent of diethyl ether and acetonitrile, potassium hydroxide (891.4 mmol) dissolved in methanol was slowly added, keeping the reaction temperature between 0-5°C for 1 hour. Subsequently, the reaction mixture was continued to be stirred at the same temperature for 48 hours. Upon completion of the reaction, the white solid in the reaction mixture was filtered using a sintered funnel and washed with diethyl ether (100 mL) followed by suction drying for 3 hours. The resulting white solid was dissolved in water (500 mL), acidified to pH 3-4 with 1N hydrochloric acid solution, filtered to collect the precipitated white solid and washed with water (50 mL x 2). Finally, the product was air-dried in air for 1 day and then dried in the presence of phosphorus pentoxide to give monomethyl dodecanedioate 2 (166 g, 88% yield) as a white powder.

[References]

[1] Patent: WO2014/25805, 2014, A1. Location in patent: Page/Page column 33
[2] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 16, p. 4253 - 4256
[3] Chemische Berichte, 1983, vol. 116, # 2, p. 761 - 776
[4] Helvetica Chimica Acta, 2005, vol. 88, # 9, p. 2470 - 2478
[5] Synthesis, 2010, # 7, p. 1150 - 1158
Spectrum DetailBack Directory
[Spectrum Detail]

DODECANEDIOIC ACID MONOMETHYL ESTER(3903-40-0)1HNMR
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