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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:2026-01-13 11:19:20
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
pka 1.22±0.10(Predicted)
form Crystals or Crystalline Powder
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
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-24/25
WGK Germany  3
10-21
HS Code  29332900
Storage Class 11 - Combustible Solids
Hazard Classifications Aquatic Chronic 3
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
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

Alcohols to azides in one step.1

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.

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 2026-01-30 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 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 pictures 2021-07-09 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 Tosylimidazole 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 1-(p-Toluenesulfonyl)imidazole, 98+% white solid 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 (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 1-(p-Toluenesulfonyl)imidazole 2232-08-8 232-08-8 2232-08-0 223-28-8 2232-8-8 2232-08-08 2322-08-8 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