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P-Toluenesulfonic anhydride

Product Name
P-Toluenesulfonic anhydride
CAS No.
4124-41-8
Chemical Name
P-Toluenesulfonic anhydride
Synonyms
4-Methylbenzenesulfonic anhydride;p-Tolylsulfonyl 4-methylbenzenesulfonate;Tosic anhydride;Toluene-p-anhydride;3-Toluenesulfonicanhydride;4-TOLUENESULFONIC ANHYDRIDE;p-Toluenesulfonyl anhydride;P-TOLUENESULFONIC ANHYDRIDE;TOLUENE-4-SULFONIC ANHYDRIDE;P-TOLUENESULPHONIC ANHYDRIDE
CBNumber
CB1292293
Molecular Formula
C14H14O5S2
Formula Weight
326.38
MOL File
4124-41-8.mol
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P-Toluenesulfonic anhydride Property

Melting point:
121-127 °C(lit.)
Boiling point:
478.0±48.0 °C(Predicted)
Density 
1.361±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,2-8°C
form 
Powder, Crystals and/or Chunks
color 
Off-white to gray
Sensitive 
Moisture Sensitive
BRN 
2223702
InChIKey
PDVFSPNIEOYOQL-UHFFFAOYSA-N
CAS DataBase Reference
4124-41-8(CAS DataBase Reference)
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Safety

Hazard Codes 
C
Risk Statements 
34
Safety Statements 
26-36/37/39-45
RIDADR 
UN 2585 8/PG 3
WGK Germany 
3
10-21
Hazard Note 
Irritant
HazardClass 
8
PackingGroup 
II
HS Code 
29041000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P363Wash contaminated clothing before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
259764
Product name
p-Toluenesulfonic anhydride
Purity
97%
Packaging
5g
Price
$56.5
Updated
2025/07/31
Sigma-Aldrich
Product number
259764
Product name
p-Toluenesulfonic anhydride
Purity
97%
Packaging
25g
Price
$146
Updated
2025/07/31
TCI Chemical
Product number
T1485
Product name
p-Toluenesulfonic Anhydride
Purity
>95.0%(T)
Packaging
5g
Price
$28
Updated
2025/07/31
TCI Chemical
Product number
T1485
Product name
p-Toluenesulfonic Anhydride
Purity
>95.0%(T)
Packaging
25g
Price
$134
Updated
2025/07/31
TRC
Product number
T733878
Product name
p-Toluenesulfonic anhydride
Packaging
250mg
Price
$45
Updated
2021/12/16
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P-Toluenesulfonic anhydride Chemical Properties,Usage,Production

Chemical Properties

Off-white to cream powder

Uses

p-Toluenesulfonic anhydride has been employed as reagent in palladium-catalyzed allylic alkenylation of allylic alcohols with n-butyl acrylate.

Reactions

Used as Reagent for tosylation.
p-Toluenesulfonic anhydride is a reliable way for the tosylation of many nucleophiles, primarily, for alcohols. The regent is a shelf-stable, well-soluble solid and “softer” electrophile than p-toluenesulfonyl chloride. Lipophilic alcohols can be easily tosylated in a very economical and eco-friendly way simply by using Ts2O in water without any catalyst. The tosylation can be realized in a few minutes under microwave assistance, giving p-toluenesulfonic acid as the only byproduct[1]. Besides, it can be applied as an additive in palladium-catalyzed allylic alkenylation of allylic alcohols.

General Description

p-Toluenesulfonic anhydride acts as electrophilic species and activates 2-deoxy-sugar hemiacetals in situ, which reacts stereoselectively with nucleophilic acceptors to afford β-anomers.

Chemical Reactivity

4-Toluenesulfonic anhydride has a high chemical reactivity towards common nucleophilic reagents. It can undergo sulfonylation reaction with alcohol hydroxyl groups or amine compounds under alkaline conditions.

Synthesis

Add p-toluenesulfonic acid and an m-phosphorous compound used as raw materials into a reaction kettle, dropwise adding thionyl chloride while stirring. Controlling the temperature in the reaction kettle at 68-76 ℃ and heating to perform condensation after dropwise addition; inputting water and hydrochloric acid into the reaction kettle, cooling to 0 ℃. The reaction solution generated in the previous step was drawn into the water, vacuum filtration was performed, and centrifuging was used to obtain a crude product, p-toluenesulfonic anhydride. Furthermore, it was inputting ethyl acetate, performing heating reflux, and freezing to perform crystallization, thus obtaining the qualified finished product.

References

[1] OLIVERIO M, COSTANZO P, PAONESSA R, et al. Catalyst-free tosylation of lipophilic alcohols in water†[J]. RSC Advances, 2012, 8: 2548-2552. DOI:10.1039/C2RA23067D.

P-Toluenesulfonic anhydride Preparation Products And Raw materials

Raw materials

Preparation Products

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P-Toluenesulfonic anhydride Suppliers

Acros Organics
Tel
--
Fax
--
Email
info@acros.com
Country
Belgium
ProdList
6772
Advantage
81
Maybridge Chemical Co., Ltd.
Tel
--
Fax
--
Country
Belgium
ProdList
6293
Advantage
73
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View Lastest Price from P-Toluenesulfonic anhydride manufacturers

Shandong Vital Biotechnology Co., Ltd.
Product
4-Methylbenzenesulfonic anhydride 4124-41-8
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
100tons
Release date
2025-11-20
Hebei Zhuanglai Chemical Trading Co Ltd
Product
P-Toluenesulfonic anhydride 4124-41-8
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-12-20
Henan Aochuang Chemical Co.,Ltd.
Product
P-Toluenesulfonic anhydride 4124-41-8
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-17

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