Girard’s reagent T Girard’s reagent T
Structural formula
| Business number | 03GR |
|---|---|
| Molecular formula | C5H14ClN3O |
| Molecular weight | 167.64 |
| label |
Acetyl hydrazine trimethylammonium chloride, Betaine chloride hydrazide, 2-Hydrazino-N,N,N-trimethyl-2-oxoethylammonium chloride, (Carboxymethyl)trimethylammonium chloride hydrazide, (Hydrazinocarbonylmethyl)trimethylammonium chloride, aliphatic compounds |
Numbering system
CAS number:123-46-6
MDL number:MFCD00012009
EINECS number:204-629-3
RTECS number:CP3150000
BRN number:3727163
PubChem number:24895356
Physical property data
1. Properties: White needle-like crystals. Strong hygroscopicity
2. Melting point: 188-192℃ (decomposition)
3. Solubility: easily soluble in water, soluble in 150 parts of absolute ethanol, soluble in ice Acetic acid, glycerin and ethylene glycol
Toxicological data
1. Acute toxicity: Rat oral LD: >500mg/kg
Ecological data
None yet
Molecular structure data
None yet
Compute chemical data
1. Reference value for hydrophobic parameter calculation (XlogP): None
2. Number of hydrogen bond donors: 2
3. Number of hydrogen bond acceptors: 3
4. Number of rotatable chemical bonds: 2
5. Number of tautomers: 2
6. Topological molecule polar surface area 55.1
7. Number of heavy atoms: 10
8. Surface charge: 0
9. Complexity: 105
10. Number of isotope atoms: 0
11. Determine the number of atomic stereocenters: 0
12. Uncertain number of atomic stereocenters: 0
13. Determine the number of chemical bond stereocenters: 0
14. Number of uncertain chemical bond stereocenters: 0
15. Number of covalent bond units: 2
Properties and stability
1. Properties: White needle-like crystals. Highly hygroscopic.
Storage method
None yet
Synthesis method
1. Preparation method: Mix ethyl chloroacetate and absolute ethanol, cool to 0°C, add trimethylamine pre-cooled to -5°C, control the exothermic reaction, and raise the reaction temperature to 60°C, after stopping the heat generation, place it at room temperature for 24 hours, add dropwise 100% hydrazine hydrate, stir for 45 minutes, cool, filter out the crystals, and dry to obtain Giralde’s reagent T, with a yield of 83.5%-89.5%.
2. Add 98.5 grams (84.5 liters, 0.8 mol) ethyl chloroacetate and 200 ml of absolute ethanol. Cool to 0°C, stop stirring, add 49 grams (74 ml, 0.83 mol) of trimethylamine pre-cooled to -5°C at one time, and use cooling to fully control the release.Carry out the reaction so that the temperature of the reactants rises to 60°C within about 10 working hours. After no longer exothermic, let the reactants stand at room temperature for 20 to 24 hours. Remove the condenser, replace the thermometer with a dropping funnel, add 40 grams (0.8 mol) of 100% hydrazine hydrate dropwise within 10-15 minutes under stirring, and continue stirring for 45 minutes. After the solution is slightly cooled, if the product does not crystallize automatically, rub the bottle wall with a glass rod to stimulate crystallization. The product will appear as fine colorless needle-shaped crystals. Cool in an ice bath, quickly filter out the easily deliquescent salt, wash with 1}} liters of absolute ethanol, press dry, and dry in a vacuum dryer filled with concentrated sulfuric acid. The product weighs 100 to 108 grams. After evaporating 200-300 ml of solvent from the mother liquor, a second batch of products was obtained, with a total weight of 112-120 grams (83.5-89.5%). The product should be stored in a dry, airtight container. After the product has been placed for a period of time,
it is best to recrystallize it with absolute ethanol before use.
Purpose
1. Used to separate estrone and 17-steroid compounds.
2.Separate ketones from mixtures containing non-ketone substances. Also used in some dehydration reactions.
