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6192-52-5 - p-Toluenesulfonic acid monohydrate, 98% - PTSA - Tosic acid monohydrate - A14119 - Alfa Aesar

A14119 p-Toluenesulfonic acid monohydrate, 98%

CAS Number
6192-52-5
Synonyms
PTSA
Tosic acid monohydrate

Size Price ($) Quantity Availability
100g 15.86
500g 42.02
5000g 184.37
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p-Toluenesulfonic acid monohydrate, 98%

MDL
MFCD00142137
EINECS
203-180-0

Chemical Properties

Formula
C7H8O3S•H2O
Formula Weight
190.22 (172.20anhy)
Melting point
103-106°(anhy)
Boiling Point
140°/20mm
Flash Point
150°(302°F)
Density
1.24
Sensitivity
Hygroscopic

Applications

p-Toluenesulfonic acid monohydrate is used as a catalyst in the synthesis of resveratrol, in oxane derivatives as an antimalarial agent, as substituted piperidine and unsymmetrical benzyl. It acts as a catalyst in the preparation of 1,3,5-trisubstituted pyrazoles derivatives, selenated ketene dithioacetals, triazoloquinazolinone and benzimidazoquinazolinone derivatives. It also serves as an intermediate in the esterification and in reductive amination reactions.

Notes

Hygroscopic. Incompatible with strong oxidizing agents and strong bases.

Literature References

For examples of the numerous applications as an organic-soluble acid catalyst, see:

Esterifications: Org. Synth. Coll., 3, 146, 203, 610 (1955); 9, 722 (1998). Enamine formation: Org. Synth. Coll., 5, 277, 808 (1973); 6, 520 (1988). Protection of alcohols as their THP ethers: Org. Synth. Coll., 7, 334 (1990). Formation acetals: Org. Synth. Coll., 6, 567 (1988); 8, 155 (1993); 9, 251, 717 (1998), and oxazolidines: Org. Synth. Coll., 9, 300 (1998).

Adsorbed on silica gel, has been used for the dehydration of sec- and tert-alcohols to alkenes in good yield: Synthesis, 1159 (1985).

See also Pyridinium p-toluenesulfonate, A15708.

Jauhar, R. M.; Kalainathan, S.; Murugakoothan, P. Three dimensional organic framework of 2-amino 4, 6 dimethoxypyrimidine p-toluenesulfonic acid monohydrate: synthesis, single crystal growth and its properties. J. Cryst. Growth 2015, 424, 3716-3722.

Davarpanah, M.; Ahmadpour, A.; Rohani-Bastami, T.; Dabir, H. Synthesis and application of diethanolamine-functionalized polystyrene as a new sorbent for the removal of p-toluenesulfonic acid from aqueous solution. J. Ind. Eng. Chem. 2015, 30, 3716-3722.

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H319-H335

Causes severe skin burns and eye damage. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P260-P261-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,9533
Beilstein
3568023
Hazard Class
8
Packing Group
III
Harmonized Tariff Code
2904.10
TSCA
Yes
RTECS
DB7164000

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