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1-[(4-Methylphenyl)sulfonyl]-1H-imidazole

CAS No.
2232-08-8
Chemical Name:
1-[(4-Methylphenyl)sulfonyl]-1H-imidazole
Synonyms
TosI;Tosylimidazole;1-TOSYLIMIDAZOLE;1-Tosyl-1H-imidazole;1-(p-Toluenesulfonyl;1-(4-Tolylsulfonyl)imidazole;1-(P-TOLUENESULFONYL)IMIDAZOLE;1-(p-toluenesulphonyl)imidazole;1-(TOLUENE-4-SULFONYL)IMIDAZOLE;1-(PARA-TOLUENESULPHONYL)IMIDAZOLE
CBNumber:
CB3414604
Molecular Formula:
C10H10N2O2S
Molecular Weight:
222.26
MDL Number:
MFCD00005285
MOL File:
2232-08-8.mol
MSDS File:
SDS
Last updated:2025-09-18 19:10:02
Product description Number Pack Size Price
1-(p-Toluenesulfonyl)imidazole 99% 244244 5G $21
1-(p-Toluenesulfonyl)imidazole >98.0%(HPLC)(N) T1985 5g $37
1-(p-Toluenesulfonyl)imidazole >98.0%(HPLC)(N) T1985 25g $131
1-(p-Toluenesulfonyl)imidazole T733858 50mg $45
1-(4-Tolylsulfonyl)imidazole,99%(HPLC) 99%(HPLC) 26935 250G $436.8
More product size

1-[(4-Methylphenyl)sulfonyl]-1H-imidazole Properties

Melting point 76-78 °C(lit.)
Boiling point 409.1±38.0 °C(Predicted)
Density 1.3038 (rough estimate)
refractive index 1.5650 (estimate)
storage temp. Inert atmosphere,Room Temperature
solubility chloroform: soluble25mg/mL, clear, colorless to faintly yellow
form Crystals or Crystalline Powder
pka 1.22±0.10(Predicted)
color White to slightly yellow
Sensitive Moisture Sensitive
BRN 612451
InChI InChI=1S/C10H10N2O2S/c1-9-2-4-10(5-3-9)15(13,14)12-7-6-11-8-12/h2-8H,1H3
InChIKey YJYMYJRAQYREBT-UHFFFAOYSA-N
SMILES C1N(S(C2=CC=C(C)C=C2)(=O)=O)C=CN=1
CAS DataBase Reference 2232-08-8(CAS DataBase Reference)
UNSPSC Code 12352005
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338-P280a-P304+P340-P405-P501a
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-24/25
WGK Germany  3
10-21
HS Code  29332900
NFPA 704
1
2 0

1-[(4-Methylphenyl)sulfonyl]-1H-imidazole price More Price(36)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 244244 1-(p-Toluenesulfonyl)imidazole 99% 2232-08-8 5G $21 2023-01-07 Buy
TCI Chemical T1985 1-(p-Toluenesulfonyl)imidazole >98.0%(HPLC)(N) 2232-08-8 5g $37 2025-07-31 Buy
TCI Chemical T1985 1-(p-Toluenesulfonyl)imidazole >98.0%(HPLC)(N) 2232-08-8 25g $131 2025-07-31 Buy
TRC T733858 1-(p-Toluenesulfonyl)imidazole 2232-08-8 50mg $45 2021-12-16 Buy
Chem-Impex 26935 1-(4-Tolylsulfonyl)imidazole,99%(HPLC) 99%(HPLC) 2232-08-8 250G $436.8 2021-12-16 Buy
Product number Packaging Price Buy
244244 5G $21 Buy
T1985 5g $37 Buy
T1985 25g $131 Buy
T733858 50mg $45 Buy
26935 250G $436.8 Buy

1-[(4-Methylphenyl)sulfonyl]-1H-imidazole Chemical Properties,Uses,Production

Chemical Properties

white to slightly yellow crystals

Uses

1-(p-Toluenesulfonyl)imidazole was used in the synthesis of cationic water soluble cyclodextrin, mono-6A-(1-butyl-3-imidazolium)-6A-deoxy-β-cyclodextrin chloride (BIMCD), useful in chiral separation of amino acids and anionic pharmaceuticals by capillary electrophoresis.

Uses

Alcohols to azides in one step.1

Synthesis Reference(s)

The Journal of Organic Chemistry, 45, p. 547, 1980 DOI: 10.1021/jo01291a044

General Description

1-(p-Toluenesulfonyl)imidazole converts alcohols to azides in one step.

Synthesis

Imidazole

288-32-4

Tosyl chloride

98-59-9

1-[(4-Methylphenyl)sulfonyl]-1H-imidazole

2232-08-8

(a) In a three-necked round-bottomed flask equipped with a charging funnel, oil collector, magnetic stirring bar and protected by argon, imidazole (5.502 g, 0.081 mol) was dissolved in 25 mL of anhydrous dichloromethane. After cooling the solution to 0°C, p-toluenesulfonyl chloride (6.78 g, 0.036 mol) dissolved in 25 mL of anhydrous dichloromethane was added slowly and dropwise. The reaction mixture was stirred at room temperature for 2 h. The reaction mixture was subsequently filtered through silica gel and the residual solid was washed with 50 mL hexane/ethyl acetate (1:1, v/v). The filtrate was concentrated in a rotary evaporator, redissolved in 6 mL of ethyl acetate and precipitation was induced by the addition of 60 mL of hexane. The resulting white solid was filtered and dried to give 7.12 g of 1-tosylimidazole (0.032 mol, 89% yield).

References

[1] Organic and Biomolecular Chemistry, 2011, vol. 9, # 7, p. 2209 - 2218
[2] Organic Syntheses, 2000, vol. 77, p. 225 - 225
[3] Tetrahedron, 2016, vol. 72, # 3, p. 379 - 391
[4] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 6, p. 1855 - 1858
[5] Phosphorus, Sulfur and Silicon and the Related Elements, 2011, vol. 186, # 9, p. 1867 - 1875

288-32-4
98-59-9
2232-08-8
Synthesis of 1-[(4-Methylphenyl)sulfonyl]-1H-imidazole from Imidazole and Tosyl chloride
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View Lastest Price from 1-[(4-Methylphenyl)sulfonyl]-1H-imidazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1-[(4-Methylphenyl)sulfonyl]-1H-imidazole pictures 2025-11-14 1-[(4-Methylphenyl)sulfonyl]-1H-imidazole
2232-08-8
US $1.00 / KG 1KG 99% 10 mt Hebei Chuanghai Biotechnology Co., Ltd
1-[(4-Methylphenyl)sulfonyl]-1H-imidazole pictures 2025-09-18 1-[(4-Methylphenyl)sulfonyl]-1H-imidazole
2232-08-8
US $0.00 / KG 1KG 99% 50000KG/month Sichuan Zhuoyu Yantang Technology Co., Ltd.
1-[(4-Methylphenyl)sulfonyl]-1H-imidazole pictures 2021-07-13 1-[(4-Methylphenyl)sulfonyl]-1H-imidazole
2232-08-8
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd

1-[(4-Methylphenyl)sulfonyl]-1H-imidazole Spectrum

1-(P-TOLUENESULFONYL)IMIDAZOLE 1-(P-TOLUENESULFONYL)-1H-IMIDAZOLE 1-TOSYLIMIDAZOLE 1-(TOLUENE-4-SULFONYL)IMIDAZOLE 1-(p-toluenesulphonyl)imidazole 1H-IMIDAZOLE, 1-[(4-METHYLPHENYL)SULFONYL]- 1-(Toluene-4-sulfonyl)-1H-imidazole 1-(4-Methylphenyl)sulphonyl-1H-imidazole 1-Tosyl-1H-imidazole 1-(PARA-TOLUENESULPHONYL)IMIDAZOLE 1-(P-toluenesulfonyl)-imidazole, HPLC 99% 1-[(4-Methylphenyl)sulfonyl]-1H-imidazole 1-(p-Toluenesulfonyl)imidazole ,99% TosI 1-(p-Toluenesulfonyl)imidazole 99% 1-(4-Tolylsulfonyl)imidazole 4-Methylphenyl(1H-imidazole-1-yl) sulfone 1-(p-Toluenesulfonyl 1-(Toluene-4-sulphonyl)-1H-imidazole 1-Tosyl-1H-imidazole, 1-[(4-Methylphenyl)sulphonyl]-1H-imidazole 1-(p-Toluenesulfonyl)imidazole, 98+% white solid (1E,4E)-1,5-bis(4-methoxyphenyl)-3-penta-1,4-dienone 1-(4-methylphenyl)sulfonylimidazole 1-[(4-Methylphenyl)sulfonyl]-1H-imidazole USP/EP/BP Tosylimidazole 1-(p-Toluenesulfonyl)imidazole 2232-08-8 232-08-8 223-28-8 2232-8-8 2232-08-08 2322-08-8 2232-08-0 Heterocyclic Building Blocks Imidazoles Building Blocks DNA / RNA Synthesis Condensing Agents (DNA / RNA Synthesis) Condensation & Active Esterification Building Blocks Chemical Synthesis Heterocyclic Building Blocks Imidazoles Biochemistry Condensation & Active Esterification Condensing Agents (DNA / RNA Synthesis) Nucleosides, Nucleotides & Related Reagents Protecting Agents, Phosphorylating Agents & Condensing Agents Synthetic Organic Chemistry Coupling Reagent