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
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
- InChI
- 1S/C14H14O5S2/c1-11-3-7-13(8-4-11)20(15,16)19-21(17,18)14-9-5-12(2)6-10-14/h3-10H,1-2H3
- InChIKey
- PDVFSPNIEOYOQL-UHFFFAOYSA-N
- SMILES
- Cc1ccc(cc1)S(=O)(=O)OS(=O)(=O)c2ccc(C)cc2
- CAS DataBase Reference
- 4124-41-8(CAS DataBase Reference)
Safety
- Hazard Codes
- C
- Risk Statements
- 34
- Safety Statements
- 26-36/37/39-45
- RIDADR
- UN 2585 8/PG 3
- WGK Germany
- 3
- F
- 10-21
- Hazard Note
- Irritant
- HazardClass
- 8
- PackingGroup
- II
- HS Code
- 29041000
- Storage Class
- 8A - Combustible corrosive hazardous materials
- Hazard Classifications
- Eye Dam. 1
Skin Corr. 1B
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.
N-Bromosuccinimide Price
- Product number
- 259764
- Product name
- p-Toluenesulfonic anhydride
- Purity
- 97%
- Packaging
- 5g
- Price
- $56.5
- Updated
- 2025/07/31
- Product number
- 259764
- Product name
- p-Toluenesulfonic anhydride
- Purity
- 97%
- Packaging
- 25g
- Price
- $146
- Updated
- 2025/07/31
- Product number
- T1485
- Product name
- p-Toluenesulfonic Anhydride
- Purity
- >95.0%(T)
- Packaging
- 5g
- Price
- $28
- Updated
- 2025/07/31
- Product number
- T1485
- Product name
- p-Toluenesulfonic Anhydride
- Purity
- >95.0%(T)
- Packaging
- 25g
- Price
- $134
- Updated
- 2025/07/31
- Product number
- T733878
- Product name
- p-Toluenesulfonic anhydride
- Packaging
- 250mg
- Price
- $45
- Updated
- 2021/12/16
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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View Lastest Price from P-Toluenesulfonic anhydride manufacturers
- 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
- 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
- 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