2,4,6-TRIISOPROPYLBENZENESULFONYL HYDRAZIDE
Synonym(s):2,4,6-Triisopropylbenzenesulfonohydrazide;TPSH;Trisylhydrazide
- CAS NO.:39085-59-1
- Empirical Formula: C15H26N2O2S
- Molecular Weight: 298.44
- MDL number: MFCD00014750
- EINECS: 254-282-7
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-05-09 09:30:45
What is 2,4,6-TRIISOPROPYLBENZENESULFONYL HYDRAZIDE?
Chemical properties
White crystal
The Uses of 2,4,6-TRIISOPROPYLBENZENESULFONYL HYDRAZIDE
2,4,6-Triisopropylbenzenesulfonyl hydrazide (TPSH) is a best source of diazene. It can be used as a selective reducing agent for the reduction of alkenes and other double bonds via in situ formation of diazene (diimide) in the presence of base. TPSH reduction method is efficiently used in the synthesis of polymers and natural products as it tolerates sensitive groups such as esters, ketones, or organometal complexes. It also undergoes condensation reaction with ketones and aldehydes to produce corresponding hydrazones that can be converted into reactive intermediates such as diazoalkanes, carbenes, carbenium ions, and alkyllithiums.
It can be used as a reagent to synthesize:
- Nitrogen-containing polycyclic compounds by intramolecular cyclopropanation of N-alkyl indoles/pyrroles.
- Vinyl sulfones by sulfonylation reaction of vinyl bromides.
- Nitrile derivatives from carbonyl compounds via formation of corresponding hydrazones.
The Uses of 2,4,6-TRIISOPROPYLBENZENESULFONYL HYDRAZIDE
As a reagent for generation of diimide
Properties of 2,4,6-TRIISOPROPYLBENZENESULFONYL HYDRAZIDE
Melting point: | 110-112 °C (dec.) (lit.) |
Boiling point: | 396.6±52.0 °C(Predicted) |
Density | 1.075 |
storage temp. | -20°C |
solubility | Chloroform (Slightly), Methanol (Slightly) |
form | Solid |
pka | 9.51±0.10(Predicted) |
color | Off-White |
Sensitive | Moisture Sensitive |
BRN | 2145001 |
CAS DataBase Reference | 39085-59-1(CAS DataBase Reference) |
Safety information for 2,4,6-TRIISOPROPYLBENZENESULFONYL HYDRAZIDE
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for 2,4,6-TRIISOPROPYLBENZENESULFONYL HYDRAZIDE
InChIKey | GBQCDUBJTLROBV-UHFFFAOYSA-N |
New Products
4-Fluorophenylacetic acid 4-Methylphenylacetic acid N-Boc-D-alaninol N-BOC-D/L-ALANINOL Tert-butyl bis(2-chloroethyl)carbamate 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin- 2(1H)-one Furan-2,5-Dicarboxylic Acid Tropic acid S-2-CHLORO PROPIONIC ACID ETHYL ISOCYANOACETATE 2-Bromo-1,3-Bis(Dimethylamino)Trimethinium Hexafluorophosphate (6-METHYL-[1,3]DITHIOLO[4,5-b]QUINOXALIN-2-ONE INDAZOLE-3-CARBOXYLIC ACID 4-IODO BENZOIC ACID (2-Hydroxyphenyl)acetonitrile 4-Bromopyrazole 5,6-Dimethoxyindanone 2-(Cyanocyclohexyl)acetic acid 4-methoxy-3,5-dinitropyridine 2-aminopropyl benzoate hydrochloride 1-(4-(aminomethyl)benzyl)urea hydrochloride diethyl 2-(2-((tertbutoxycarbonyl)amino) ethyl)malonate tert-butyl 4- (ureidomethyl)benzylcarbamate Ethyl-2-chloro((4-methoxyphenyl)hydrazono)acetateRelated products of tetrahydrofuran
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