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4-METHYLBENZENE-1-SULFONIC ACID

Cas Number: 83949-32-0
Molecular Weight: 377.5
Molecular Formula: C19H23NO5S
Appearance: off-white to slightly beige crystalline powder

APPLICATIONS


4-Methylbenzene-1-sulfonic acid  is used in the chemical industry as a catalyst.
Also, 4-Methylbenzene-1-sulfonic acid is used in the manufacturing of textile dyes and drugs.

4-Methylbenzene-1-sulfonic acid is used for cleaning agents, polymers, and paints.

4-Methylbenzene-1-sulfonic acid is used in the synthesis of resveratrol.
Further, 4-Methylbenzene-1-sulfonic acid is used in the synthesis of oxane derivatives as antimalarial agents.

4-Methylbenzene-1-sulfonic acid (p-TsOH·H2O) may be used as a catalyst in the synthesis of the following:

Unsymmetrical benzils.
Highly substituted piperidines.
1,3,5-Trisubstituted benzenes by trimerization of alkynes.
Triazoloquinazolinone and benzimidazoquinazolinone derivatives.
1,3,5-Trisubstituted pyrazoles derivatives.
Selenated ketene dithioacetals.

4-Methylbenzene-1-sulfonic acid acts as a catalyst in the preparation of 1,3,5-trisubstituted pyrazoles derivatives and selenated ketene dithioacetals.

More to that, 4-Methylbenzene-1-sulfonic acid can be used as a catalyst in the preperation of triazoloquinazolinone and benzimidazoquinazolinone derivatives.
4-Methylbenzene-1-sulfonic acid is prepared on an industrial scale by the sulfonation of toluene.

Common impurities include benzenesulfonic acid and sulfuric acid.

4-Methylbenzene-1-sulfonic acid contains an amount of water.
To estimate the total moisture present as impurity, the Karl Fischer method is used.

Impurities can be removed by recrystallization from concentrated aqueous solution of 4-Methylbenzene-1-sulfonic acid followed by azeotropic drying with toluene.
Further, 4-Methylbenzene-1-sulfonic acid is used as a catalyst (with applications including resins in foundry cores), as a curing agent for resins.

4-Methylbenzene-1-sulfonic acid is also used as a descaling agent (industrial metal cleaners), in electroplating bathes, plastics, dyes, pharmaceutical intermediates, food packaging adhesives.
Moreover, 4-Methylbenzene-1-sulfonic acid is used as a coupling and wetting agent.

4-Methylbenzene-1-sulfonic acid is also used in the manufacturing of textile dyes, drugs, cleaning agents, polymers, and paints.

4-Methylbenzene-1-sulfonic acid finds use in organic synthesis as an "organic-soluble" strong acid.

Examples of uses of 4-Methylbenzene-1-sulfonic acid include:

Acetalization of an aldehyde.
Fischer–Speier esterification.
Transesterification reactions.

4-Methylbenzene-1-sulfonic acid is used in the preparation of cresol and Pharmaceutical (such as the preparation of doxycycline).
Further, 4-Methylbenzene-1-sulfonic acid is used in pesticides (such as the preparation of dicofol), dyes and detergents and other industries.

4-Methylbenzene-1-sulfonic acid is also used in the plastics and printing coatings industry.

4-Methylbenzene-1-sulfonic acid is used in the chemical industry as a catalyst.
Applications of 4-Methylbenzene-1-sulfonic acid includes:

Effect solubility of disperse dyes.
Initiator for catalytic polymerization of caprolactam.
Catalyst for dimerization of alpha- methylstyrene.
Manufacture of dyes and oral antidiabetic drugs.
Conversion to sodium and ammonium salts for manufacture of hydrotropes.
Catalyst in coatings, paint, polymer, and textile industries.
Stabilizer for monomers and polymers, pharmaceutical intermediate, cleaning agents, plating additive.

4-Methylbenzene-1-sulfonic acid is used as a catalyst in the synthesis of resveratrol, in oxane derivatives as an antimalarial agent, as substituted piperidine and unsymmetrical benzyl. 
Further, 4-Methylbenzene-1-sulfonic acid is also serves as an intermediate in the esterification and in reductive amination reactions.

4-Methylbenzene-1-sulfonic acid is used in the synthesis of novel α1a adrenoceptor-selective dihydropyridine antagonists which affect the CNS and smooth muscle system.

4-Methylbenzene-1-sulfonic acid is used as a catalyst (with applications including resins in foundry cores), as a curing agent for resins, as a descaling agent (industrial metal cleaners), in electroplating bathes, plastics, dyes, pharmaceutical intermediates, food packaging adhesives, and as a coupling and wetting agent.

4-Methylbenzene-1-sulfonic acid is a nucleoside analog related to Acyclovir.
Thus, 4-Methylbenzene-1-sulfonic acid acts as a prodrug that is activated by phosphorylation.

4-Methylbenzene-1-sulfonic acid inhibits the replication of cytomegalovirus.

DESCRIPTION


4-Methylbenzene-1-sulfonic acid is a nucleoside analog structurally related to Acyclovir.
Further, 4-Methylbenzene-1-sulfonic acid is a white extremely hygroscopic solid that is soluble in water, alcohols, and other polar organic solvents.

4-Methylbenzene-1-sulfonic acid is known as the tosyl group and is often abbreviated as Ts or Tos.
Most often, 4-Methylbenzene-1-sulfonic acid refers to the monohydrate, TsOH.H2O.

4-Methylbenzene-1-sulfonic acid acts as a prodrug that is activated by phosphorylation.

4-Methylbenzene-1-sulfonic acid has been used in the study of “suicide” gene therapy in cancer research.
Upon expression of a viral suicide gene encoding herpes simplex virus, thymidine kinase (TK), the non-toxic prodrug ganciclovir, is converted to an active phosphorylated analog that can be incorporated into the DNA of replicating eukaryotic cells, causing death of the malignant dividing cell.

4-Methylbenzene-1-sulfonic acid (PTSA or pTsOH) or tosylic acid (TsOH) is an organic compound with the formula CH3C6H4SO3H. 

4-Methylbenzene-1-sulfonic acid is a white solid that is soluble in water, alcohols, and other polar organic solvents.
Moreover 4-Methylbenzene-1-sulfonic acid causes an irreversible cell cycle arrest at the G2/M checkpoint.

4-Methylbenzene-1-sulfonic acid has also been used to study the loss of telomeres and to evaluate sensitivity of viruses to antiviral agents.
More to that, 4-Methylbenzene-1-sulfonic acid or tosylic acid (TsOH) is an organic compound. 

4-Methylbenzene-1-sulfonic acid guanidine is a useful research chemical.
Further, 4-Methylbenzene-1-sulfonic acid guanidine in bulk quantities are also offered in the market in addition to standard pack sizes.

4-Methylbenzene-1-sulfonic acid belongs to the class of organic compounds known as alpha amino acid esters.
These are ester derivatives of alpha amino acids.

4-Methylbenzene-1-sulfonic acid is a very strong basic compound (based on its pKa).
The 4-CH3C6H4SO2- group is known as tosyl group and is often abbreviated as Ts or Tos.
Most often, TsOH refers to the monohydrate, TsOH.H2O.

4-Methylbenzene-1-sulfonic acid is an organic-soluble acid catalyst in organic synthesis.
The catalyst has been incorporated in the esterification of carboxylic acids or transesterification of esters. 

4-Methylbenzene-1-sulfonic acid has been used as a reducing agent for the reductive amination of ketones and aldehydes.
In the presence of 4-Methylbenzene-1-sulfonic acid novel deazaflavin-cholestane hybrid compounds have been synthesized in a condensation reaction.

2-Phenylethyl alpha-glucoside has also been synthesized in the presence of 4-Methylbenzene-1-sulfonic acid.

4-Methylbenzene-1-sulfonic acid or tosylic acid (TsOH) is an organic compound with the formula CH3C6H4SO3H.
Further, 4-Methylbenzene-1-sulfonic acid is a white extremely hygroscopic solid that is soluble in water, alcohols, and other polar organic solvents.
The CH3C6H4SO2 group is known as the tosyl group and is often abbreviated as Ts or Tos.

Most often, TsOH refers to the monohydrate, TsOH.H2O.
As with other aryl sulfonic acids, 4-Methylbenzene-1-sulfonic acid is a strong organic acid.

4-Methylbenzene-1-sulfonic acid is about one million times stronger than benzoic acid.
Thus, 4-Methylbenzene-1-sulfonic acid is one of the few strong acids that is solid and therefore is conveniently weighed and stored.

4-Methylbenzene-1-sulfonic acid is a strong organic acid, about a million times stronger than benzoic acid.
In other words, 4-Methylbenzene-1-sulfonic acid is one of the few strong acids that is solid and, hence, conveniently weighed.

Also, unlike some strong mineral acids (especially nitric acid, sulfuric acid, and per chloric acid), 4-Methylbenzene-1-sulfonic acid is non - oxidizing.

4-Methylbenzene-1-sulfonic acid, liquid, with more than 5% free sulfuric acid appears as colorless to black solid.
More to that, 4-Methylbenzene-1-sulfonic acid is odorless or nearly odorless.

4-Methylbenzene-1-sulfonic acid is a useful research chemical.
High-quality 4-Methylbenzene-1-sulfonic acid can have a variety of research applications. 

4-Methylbenzene-1-sulfonic acid, also known as tosylate or para-toluene sulfonate, is a member of the class of compounds known as p-methylbenzenesulfonates.
Further, 4-Methylbenzene-1-sulfonic acid is one of benzenesulfonic acids (or derivative thereof) carrying a methyl group at the para- position.

4-Methylbenzene-1-sulfonic acid is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa).
Additionally, 4-Methylbenzene-1-sulfonic acid or tosylic acid (TsOH) is an organic compound with the formula CH3C6H4SO3H.

4-Methylbenzene-1-sulfonic acid is a white solid that is soluble in water, alcohols, and other polar organic solvents.

As with other aryl sulfonic acids, TsOH is a strong organic acid.
4-Methylbenzene-1-sulfonic acid is about one million times stronger than benzoic acid.

4-Methylbenzene-1-sulfonic acid is one of the few strong acids that is solid and therefore is conveniently weighed and stored.

4-Methylbenzene-1-sulfonic acid guanidine is a useful research chemical.
Furthermore, 4-Methylbenzene-1-sulfonic acid is an arenesulfonic acid that is benzenesulfonic acid in which the hydrogen at position 4 is replaced by a methyl group.

4-Methylbenzene-1-sulfonic acid is a member of toluenes and an arenesulfonic acid.

More to that, 4-Methylbenzene-1-sulfonic acid is a useful research chemical.
4-Methylbenzene-1-sulfonic acid is a conjugate acid of a toluene-4-sulfonate.

PROPERTIES


Molecular Weight: 247.29
Hydrogen Bond Donor Count: 2
Hydrogen Bond Acceptor Count: 5
Rotatable Bond Count: 1
Exact Mass: 247.06784264
Monoisotopic Mass: 247.06784264
Topological Polar Surface Area: 88.8 Ų
Heavy Atom Count: 16
Formal Charge: 0
Complexity: 253
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 2
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 2
Compound Is Canonicalized: Yes

Boiling Point: 418.2ºC at 760 mmHg
Molecular Formula: C10H14FNO3S
Molecular Weight: 247.286
Flash Point: 206.7ºC
Exact Mass: 247.067841
PSA: 88.77000
LogP: 3.07830

FIRST AID


Eyes:

Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.
Get medical aid immediately.

Skin:

Get medical aid immediately. 
Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.

Ingestion:

Do not induce vomiting.
Get medical aid immediately.
Call a poison control center.

Inhalation:
Get medical aid immediately.
Remove from exposure and move to fresh air immediately.
If breathing is difficult, give oxygen.
Do not use mouth-to-mouth resuscitation if victim ingested or inhaled the substance; induce artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device.

Notes to Physician:
Treat symptomatically and supportively.


SYNONYMS

83949-32-0
4-methylbenzene-1-sulfonic acid; 4-phenylpiperidine-4-carboxylic acid
4-phenylpiperidine-4-carboxylic acid compound with 4-methylbenzenesulfonic acid (1:1)
4-methylbenzenesulfonic acid;4-phenylpiperidine-4-carboxylic acid
4-Phenylpiperidine-4-carboxylic acid 4-toluenesulfonate
4-phenyl-4-piperidinecarboxylic acid p-methylbenzenesulfonate
4-PHENYL-4-PIPERIDINECARBOXYLIC ACID 4-METHYLBENZENESULFONATE
4-Phenyl-4-piperidine carboxylic acid 4-toluene sulfonate
4-Piperidinecarboxylic acid, 4-phenyl-, 4-methylbenzenesulfonate
MFCD00044709
4-Carboxy-4-phenylpiperidine tosylate
SCHEMBL378736
0352AF
AKOS008168961
4-Phenyl-4-carboxy piperidine tosylate
KL-0021
MCULE-4540172822
DB-056760
FT-0641931
4-carboxy-4-phenylpiperidine p-toluenesulfonate
4-phenyl-piperidine-4-carboxylic acid tosylate
4-carboxy-4-phenyl piperidine p-toluenesulfonate
4-carboxy-4-phenylpiperidine p-toluenesulphonate
W-104129
4-Carboxy-4-phenyl-piperidinium toluene-4-sulphonate
4-phenyl-4-piperidinecarboxylic acid 4-toluene-sulfonate
4-phenyl-4-piperidinecarboxylic acid p-toluene sulfonate
4-Phenyl-4-piperidinecarboxylic acid-4-toluenesulfonate
4-phenylpiperidine-4-carboxylic acid p-toluenesulfonate
F2191-0229
Z1245537968
4-phenyl-piperidine-4-carboxylic acid 4-toluene sulfonate
4-phenylpiperidine-4-carboxylic acid p-toluenesulfonic acid
4-phenyl-4-piperidine-carboxylic acid p-toluenesulphonic acid
4-phenyl-4-piperidinecarboxylic acid 4-methyl benzenesulfonate
4-phenyl-4-piperidinecarboxylic acid 4-methyl-benzenesulfonate
4-Phenyl-4-piperidinecarboxylic acid p-methylbenzenesulfonamide
4-phenyl-piperidine-4-carboxylic acid p-toluenesulfonate salt
4-phenyl-4-piperidine-carboxylic acid p-toluenesulfonic acid salt
4-PHENYL-4-PIPERIDINECARBOXYLICACID4-METHYL-BENZENESULFONATE
4-CARBOXY-4-PHENYLPIPERIDINE TOSYLATE
4-CARBOXY-4-PHENYLPIPERIDINIUM P-TOLUENESULFONATE
4-PHENYL-4-PIPERIDINE CARBOXYLIC ACID-4-TOLUESULFO
4-Phenylpiperidine-4-carboxylic acid 4-toluenesulfonate
4-Phenyl-4-piperidinecarboxylic acid p-toluene sulfonate
4-PHENYL-4-PIPERIDINE CARBOXYLIC ACID 4-TOLUENE SULFONATE
4-PHENYL-4-PIPERIDINECARBOXYLIC ACID P-METHYLBENZENESULFONATE
4-Phenylpiperidine-4-carboxylic acid p-methylbenzenesulfonate
4-PHENYL-4-PIPERIDINECARBOXYLIC ACID 4-METHYL-BENZENESULFONATE
4-PHENYL-4-PIPERIDINECARBOXYLICACIDp-METHYLBENZENESULFONATE,98%
4-Phenylpiperidine-4-carboxylic acid toluene-p-sulphonic acid
4-PHENYL-4-PIPERIDINECARBOXYLIC ACID P-METHYLBENZENESULFONATE 98%
4-Phenyl-4-piperidinecarboxylic acid p-Methylbenzenesulfonate, 98% 25GR
4-Phenyl-4-piperidinecarboxylic acid p-Methylbenzenesulfonate, 98% 100GR
4-phenylpiperidine-4-carboxylic acid, compound with toluene-p-sulphonic acid
4-phenylpiperidine-4-carboxylic acid compound with 4-methylbenzenesulfonic acid (1:1)
143062-84-4
(1R,2S)-2-Fluorocyclopropanamine 4-methylbenzenesulfonate
(1R,2S)-2-Fluorocyclopropylamine tosylate
(1R,2S)-FLUOROCYCLOPROPYLAMINE TOSYLATE
143062-73-1
(1r,2s)-2-fluorocyclopropylamine p-toluenesulfonic acid salt
Cyclopropanamine, 2-fluoro-, cis-, 4-methylbenzenesulfonate
(1R,2S)-2-fluorocyclopropan-1-amine;4-methylbenzenesulfonic acid
(1R,2S)-2-fluorocyclopropan-1-amine; 4-methylbenzene-1-sulfonic acid
MFCD01861147
(1R,2S)-FLUOROCYCLOPROPYLAMINETOSYLATE
C10H14FNO3S
AMBZ0385
SCHEMBL1477176
(1R,2S)-2-Fluorocyclopropanamine4-methylbenzenesulfonate
DTXSID00693592
7009AA
CS3396
AKOS015854141
AKOS016004123
AM85581
CS-W005880
DS-3733
AC-22722
AC-23953
062F844
cis-2-Fluorocyclopropanamine-4-methylbenzenesulfonate
cis-2-Fluorocyclopropanamine4-methylbenzenesulfonate
(1R, 2S)-2-fluoro-1-cyclopropylamine p-toluene sulfonate
(1R, 2S)-2-Fluorocyclopropylamine 4-methylbenzenesulfonate
(1R,2S)-2-Fluorocyclopropan-1-amine 4-methylbenzenesulfonate
(1R,2S)-2-fluorocyclopropanaminium 4-methylbenzenesulphonate
2-(s)-fluoro-1-(r)-cyclopropylamine p-toluenesulfonic acid salt
(1R,2S)-2-fluorocyclopropan-1-amine 4-methylbenzene-1-sulfonic acid
4-Methylbenzene-1-sulfonic acid--(1R,2S)-2-fluorocyclopropan-1-amine (1/1)

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