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Oxamide

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Name

Oxamide

EINECS 207-442-5
CAS No. 471-46-5 Density 1.395 g/cm3
PSA 86.18000 LogP -0.64240
Solubility insoluble Melting Point >300 °C(lit.)
Formula C2H4N2O2 Boiling Point 262.699 °C at 760 mmHg
Molecular Weight 88.066 Flash Point 112.677 °C
Transport Information N/A Appearance white fine crystalline powder
Safety 26-36-37/39 Risk Codes 22-36/37/38
Molecular Structure Molecular Structure of 471-46-5 (Oxamide) Hazard Symbols HarmfulXn,IrritantXi
Synonyms

Oxamide(6CI,8CI);Diaminoglyoxal;Oxalic acid diamide;Oxamicacid amide;

Article Data 153

Oxamide Consensus Reports

Reported in EPA TSCA Inventory.

Oxamide Specification

The Oxamide, with the CAS registry number 471-46-5, is also known as Ethanediamide. It belongs to the classification code of Skin / Eye Irritant. Its EINECS registry number is 207-442-5. This chemical's molecular formula is C2H4N2O2 and molecular weight is 88.07. What's more, its systematic name is called Oxalamide. It should be stored in a cool, dry and well-ventilated place. Oxamide is the diamide derived from oxalic acid. This white crystalline solid is soluble in ethanol, slightly soluble in water and insoluble in diethyl ether. 

Physical properties about Oxamide are: (1)ACD/LogP: -1.465; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.47; (4)ACD/LogD (pH 7.4): -1.47; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 3.80; (8)ACD/KOC (pH 7.4): 3.80; (9)#H bond acceptors: 4; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 86.18 Å2; (13)Index of Refraction: 1.496; (14)Molar Refractivity: 18.444 cm3; (15)Molar Volume: 63.143 cm3; (16)Polarizability: 7.312×10-24cm3; (17)Surface Tension: 65.921 dyne/cm; (18)Density: 1.395 g/cm3; (19)Flash Point: 112.677 °C; (20)Enthalpy of Vaporization: 50.049 kJ/mol ; (21)Boiling Point: 262.699 °C at 760 mmHg; (22)Vapour Pressure: 0.011 mmHg at 25 °C.

Preparation of Oxamide: this chemical can be prepared by formamide. This reaction needs reagent di-tert-butylhyponitrite at temperature of 80 °C. The reaction time is 1 hour. The yield is 53 %.

Oxamide can be prepared by formamide.

Uses of Oxamide: it is used to produce other chemicals. For example, it can react with 6-Chloroquinoline-5,8-dione hydrochloride to get 2,2'-Bis(oxazolo[5,4-g]quinoline)-4,4',9,9'-tetrone. The reaction occurs with solvents ethane-1,2-diol, ethanol and other condition of heating for 15 hours. The yield is 50 %.

Oxamide can react with 6-Chloroquinoline-5,8-dione hydrochloride to get 2,2'-Bis(oxazolo[5,4-g]quinoline)-4,4',9,9'-tetrone.

When you are dealing with this chemical, you should be very careful. This chemical may cause damage to health and may cause inflammation to the skin or other mucous membranes. It is harmful if swallowed. And it is irritating to eyes, respiratory system and skin. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(N)C(=O)N
(2) InChI: InChI=1S/C2H4N2O2/c3-1(5)2(4)6/h(H2,3,5)(H2,4,6)
(3) InChIKey: YIKSCQDJHCMVMK-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD intraperitoneal > 500mg/kg (500mg/kg)   National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 10, 1953.

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