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60187-67-9

Basic Information
CAS No.: 60187-67-9
Name: Dimethyl acetamidomalonate
Article Data: 1
Molecular Structure:
Molecular Structure of 60187-67-9 (Dimethyl acetamidomalonate)
Formula: C7H11NO5
Molecular Weight: 189.168
Synonyms: Malonicacid, acetamido-, dimethyl ester (6CI);Propanedioic acid, (acetylamino)-,dimethyl ester (9CI);(Acetylamino)propanedioic acid dimethyl ester;Dimethyl(acetylamino)malonate;Dimethyl 2-(acetylamino)malonate;Dimethylacetamidomalonate;NSC 157352;Acetamidomalonic acid dimethyl ester;
Density: 1.202 g/cm3
Melting Point: 62-63 °C
Boiling Point: 286.4 °C at 760 mmHg
Flash Point: 127 °C
PSA: 81.70000
LogP: -0.77200
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Specification

The Dimethyl acetamidomalonate, with the CAS registry number 60187-67-9, has the IUPAC name of dimethyl 2-acetamidopropanedioate. And it is also called Acetamidomalonic acid dimethyl ester. The molecular formula of the chemical is C7H11NO5.

The characteristics of Dimethyl acetamidomalonate are as followings: (1)ACD/LogP: -0.70; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 9.9; (6)ACD/KOC (pH 7.4): 9.9; (7)#H bond acceptors: 6; (8)#H bond donors: 1; (9)#Freely Rotating Bonds: 5; (10)Polar Surface Area: 72.91 Å2; (11)Index of Refraction: 1.441; (12)Molar Refractivity: 41.61 cm3; (13)Molar Volume: 157.3 cm3; (14)Polarizability: 16.49×10-24cm3; (15)Surface Tension: 37.9 dyne/cm; (16)Density: 1.202 g/cm3; (17)Flash Point: 127 °C; (18)Enthalpy of Vaporization: 52.55 kJ/mol; (19)Boiling Point: 286.4 °C at 760 mmHg; (20)Vapour Pressure: 0.00265 mmHg at 25°C.

Preparation of Dimethyl acetamidomalonate: This chemical can be prepared by acetic acid anhydride and hydroxyimino-malonic acid dimethyl ester. The reaction will need reagent In and AcOH, and the menstruum tetrahydrofuran. And the yield is about 65%. 

Uses of Dimethyl acetamidomalonate: It can react with propynoic acid methyl ester to produce 4-acetylamino-4-methoxycarbonyl-pent-2-enedioic acid dimethyl ester. This reaction will need reagent 18-crown-6 and potassium fluoride, and the menstruum acetonitrile. The reaction time is 2 hour with temperature of 20°C, and the yield is about 92%.   

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(NC(C(=O)OC)C(=O)OC)C
(2)InChI: InChI=1/C7H11NO5/c1-4(9)8-5(6(10)12-2)7(11)13-3/h5H,1-3H3,(H,8,9)
(3)InChIKey: CHQXZPUFDGYORW-UHFFFAOYAM