Ethyl carbazate

Reported in EPA TSCA Inventory.

The Ethyl carbazate, with the CAS registry number 4114-31-2, is also known as Carboethoxy hydrazine. It belongs to the product categories of Pharmaceutical Intermediates; Miscellaneous; Building Blocks; Chemical Synthesis; Nitrogen Compounds; Organic Building Blocks; Protected Amines. Its EINECS number is 223-903-3. This chemical's molecular formula is C₃H₈N₂O₂ and molecular weight is 104.11. What's more, its systematic name is Ethyl hydrazinecarboxylate. This chemical is stable at common pressure and temperature, and it should be sealed and stored in a ventilated and dry place. Moreover, it should be protected from light. It is used as organic synthesis intermediates.

Physical properties of Ethyl carbazate are: (1)ACD/LogP: -0.21; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.21; (4)ACD/LogD (pH 7.4): -0.21; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 18.24; (8)ACD/KOC (pH 7.4): 18.31; (9)#H bond acceptors: 4; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 64.35 Å²; (13)Index of Refraction: 1.441; (14)Molar Refractivity: 24.853 cm³; (15)Molar Volume: 94.031 cm³; (16)Polarizability: 9.852×10^-24cm³; (17)Surface Tension: 37.9 dyne/cm; (18)Density: 1.107 g/cm³; (19)Flash Point: 90.121 °C; (20)Enthalpy of Vaporization: 45.21 kJ/mol; (21)Boiling Point: 215.75 °C at 760 mmHg; (22)Vapour Pressure: 0.1 mmHg at 25°C.

Preparation: this chemical can be prepared by hydrazine anhydrous and diethyl carbonate by steam bath. The reaction time of 3.5 hours. The product is got by collecting the cut fraction at the temperature of 102 - 103 °C through reduced pressure distillation.

Uses of Ethyl carbazate: it can be used to produce benzylidene-carbazic acid ethyl ester by heating. It will need reagent triethylamine and solvent methanol with the reaction time of 2 hours. The yield is about 96%.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCC)NN
(2)Std. InChI: InChI=1S/C3H8N2O2/c1-2-7-3(6)5-4/h2,4H2,1H3,(H,5,6)
(3)Std. InChIKey: VYSYZMNJHYOXGN-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
bird - wild	LD50	oral	23700ug/kg (23.7mg/kg)		Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
mouse	LD50	intravenous	56mg/kg (56mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02783,
mouse	LD50	subcutaneous	26mg/kg (26mg/kg)		Acta Biologica et Medica Germanica. Vol. 21, Pg. 635, 1968.
quail	LD50	oral	100mg/kg (100mg/kg)		Ecotoxicology and Environmental Safety. Vol. 6, Pg. 149, 1982.