- Tosyl azide
- Tosyl chloride
- Tosyl cyanide
- Tosyl isocyanate
- Tosyl-L-Asparagine
- Tosyl-l-phenylalanylchloromethyl ketone
- Tosylmethyl isocyanide
- Tosylphenylalanyl chloromethyl ketone
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Cas Database |
| Name |
Tosyl azide |
EINECS | 213-381-5 |
| CAS No. | 941-55-9 | Density | ~0.90 g/mL at 20 °C |
| PSA | 92.27000 | LogP | 2.52756 |
| Solubility | Dissolved in most organic solvents | Melting Point |
22 °C |
| Formula | C7H7N3O2S | Boiling Point | N/A |
| Molecular Weight | 197.217 | Flash Point | 4℃ |
| Transport Information | N/A | Appearance | white crystal |
| Safety | 16-35 | Risk Codes | 5 |
| Molecular Structure |
|
Hazard Symbols |
 F
|
| Synonyms |
p-Toluenesulfonylazide (6CI,7CI,8CI);4-Methylbenzenesulfonyl azide;Azido-p-toluenesulfonic acid;NSC 138649;Tosylazide;p-Methylphenylsulfonyl azide;p-Toluenesulfonazide;p-Toluenesulfonic acid azide;p-Tolylsulfonyl azide;p-Tosyl azide; |
Article Data | 39 |
Tosyl azide Synthetic route
| Conditions | Yield |
|---|---|
| With sodium azide In water; isopropyl alcohol at 20℃; for 1h; | 100% |
| With sodium azide In water; acetone at 0 - 23℃; for 17h; Inert atmosphere; | 100% |
| With sodium azide In water; acetone at 0 - 23℃; for 17h; Inert atmosphere; | 100% |
| Conditions | Yield |
|---|---|
| With trimethylsilylazide; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 50℃; for 1.5h; | 98% |
| Conditions | Yield |
|---|---|
| Stage #1: toluene-4-sulfonic acid With trichloroisocyanuric acid; triphenylphosphine In tetrahydrofuran at 0 - 5℃; for 0.25h; Stage #2: With sodium azide In tetrahydrofuran at 5 - 20℃; for 0.0166667h; Solvent; | 97% |
| With sodium azide; trichloroacetonitrile; triphenylphosphine In acetonitrile at 20℃; for 3h; | 95% |
| Stage #1: toluene-4-sulfonic acid With 1-ethyl-3-methylimidazolium tetrafluoroborate; triethylamine at 0℃; for 0.0833333h; Stage #2: With sodium azide; bis(trichloromethyl) carbonate at 0 - 25℃; for 1.5h; | 89% |
| With sodium azide; trichloroisocyanuric acid; triphenylphosphine In tetrahydrofuran at 20℃; |
| Conditions | Yield |
|---|---|
| With SHNC In water for 0.75h; Ambient temperature; | 96% |
| With dinitrogen tetraoxide In tetrachloromethane; acetonitrile at -20℃; for 0.166667h; Product distribution; other t; | 95% |
| With dinitrogen tetraoxide In tetrachloromethane; acetonitrile at -20℃; for 0.166667h; | 95% |
| Conditions | Yield |
|---|---|
| With 3-azidosulfonyl-3H-imidazole-1-ium hydrogen sulfate; potassium carbonate In water; isopropyl alcohol at 20℃; for 18h; Solvent; Concentration; | 90% |
| With sodium azide In water; acetone at 20℃; for 2h; | 87% |
| With copper(ll) sulfate pentahydrate; sodium hydrogencarbonate; perfluorobutanesulfonyl azide In methanol; diethyl ether; water at 20℃; for 6h; | 81% |
A
- 941-55-9
4-toluenesulfonyl azide
B
- 86543-67-1
(η(5)-cyclopentadienyl)[1,2-bis(methoxycarbonyl)ethenethiolato-κS]cobalt(III)
| Conditions | Yield |
|---|---|
| In neat (no solvent) 177-178°C; | A 43% B 88% |
| Conditions | Yield |
|---|---|
| With sodium azide; water In acetonitrile for 4h; Heating; | 88% |
- 153718-76-4
7-Methoxy-1-<(4-methylphenyl)sulfonyl>-3,4-dihydropyrrolo<4,3,2-de>quinolin-8(1H)-one
A
- 941-55-9
4-toluenesulfonyl azide
B
- 160208-44-6
7-Methoxy-2,4-dihydropyrrolo<4,3,2-de>quinolin-8(1H)-one
| Conditions | Yield |
|---|---|
| With sodium azide; N,N-dimethyl-formamide at 25℃; for 4h; | A n/a B 84% |
- 263765-02-2
toluene-4-sulfonic acid 4-methyl-5-oxo-2,5-dihydro-furan-3-yl ester
A
- 941-55-9
4-toluenesulfonyl azide
B
- 516-09-6
4-hydroxy-3-methyl-5H-furan-2-one
| Conditions | Yield |
|---|---|
| With sodium azide In methanol at 20℃; Substitution; | A n/a B n/a C 20% |
- 263765-03-3
toluene-4-sulfonic acid 4-(3,4-dimethoxy-phenyl)-5-oxo-2,5-dihydro-furan-3-yl ester
A
- 941-55-9
4-toluenesulfonyl azide
B
- 263764-91-6
3-(3,4-dimethoxyphenyl)-4-hydroxy-5H-furan-2-one
| Conditions | Yield |
|---|---|
| With sodium azide In methanol at 20℃; Substitution; | A n/a B n/a C 20% |
Tosyl azide Specification
The Tosyl azide, with the CAS registry number 941-55-9, is also known as p-Methylphenylsulfonyl azide. Its EINECS number is 213-381-5. This chemical's molecular formula is C7H7N3O2S and molecular weight is 197.21. What's more, its systematic name is 4-Methylbenzenesulfonyl azide. It is stable at common pressure and temperature. When heating, it may cause an explosion, so you should keep it away from sources of ignition - No smoking. This material and its container must be disposed of in a safe way. Tosyl azide is a reagent used in organic synthesis. This chemical is used for the introduction of azide and diazo functional groups. It is also used as a nitrene source and as a substrate for cycloaddition reactions. It can be prepared by the reaction of tosyl chloride with sodium azide in aqueous acetone.
Physical properties of Tosyl azide are: (1)ACD/LogP: 0.918; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.92; (4)ACD/LogD (pH 7.4): 0.92; (5)ACD/BCF (pH 5.5): 2.94; (6)ACD/BCF (pH 7.4): 2.94; (7)ACD/KOC (pH 5.5): 75.23; (8)ACD/KOC (pH 7.4): 75.23; (9)#H bond acceptors: 5; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 70.67 Å2.
You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)([N-][N+]#N)c1ccc(cc1)C
(2)Std. InChI: InChI=1S/C7H7N3O2S/c1-6-2-4-7(5-3-6)13(11,12)10-9-8/h2-5H,1H3
(3)Std. InChIKey: NDLIRBZKZSDGSO-UHFFFAOYSA-N
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