Girard's Reagent T

Reported in EPA TSCA Inventory.

The Girard's reagent T, with the CAS registry number 602-94-8, is also known as Trimethylacetylhydrazideammonium chloride. It belongs to the product categories of Pharmaceutical Intermediates; Ammonium Chlorides (Quaternary); Quaternary Ammonium Compounds. Its EINECS number is 204-629-3. This chemical's molecular formula is C₅H₁₄N₃O^.Cl and molecular weight is 167.64. What's more, its systematic name is 2-Hydrazino-N,N,N-trimethyl-2-oxoethanaminium chloride. It is used for separating ketosteroids. It is also used in some dehydration reaction.

Physical properties of Girard's reagent T are: (1)ACD/LogP: -4.606; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -4.61; (4)ACD/LogD (pH 7.4): -4.61; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 4; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 23.55 Å².

Preparation: mix ethyl chloroacetate with absolute ethyl alcohol and then cool to 0 °C, and add trimethylamine which are precooled to -5 °C. Control the exothermic reaction, and make the reaction temperature rise to 60 °C within 1 hour. If the reaction stops releasing heat, place the reactant at room temperature for 24 hours. Adding 100% hydrazine hydrate and stir for 45 min. The Girard's reagent T are got by cooling, filtering out crystals and drying. The yield is about 83.5-89.5%.

Uses of Girard's reagent T: it can be used to produce 1-Acetyltrimethylammonium chloride-4-phenyl-3-semicarbazide by heating. It will need solvent ethanol with the reaction time of 15 min. The yield is about 75%.

When you are using this chemical, please be cautious about it as the following:
This chemical is highly flammable, so you should keep it away from sources of ignition - No smoking. It is irritating to eyes, respiratory system and skin. This substance is harmful by inhalation and if swallowed. You should not breathe dust. When using it, you must avoid contact with skins and eyes. It has a risk of explosion if heated under confinement. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need to wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: [Cl-].O=C(NN)C[N+](C)(C)C
(2)Std. InChI: InChI=1S/C5H13N3O.ClH/c1-8(2,3)4-5(9)7-6;/h4,6H2,1-3H3;1H
(3)Std. InChIKey: YSULOORXQBDPCU-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD	oral	> 500mg/kg (500mg/kg)		National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 25, 1953.