Page last updated: 2024-11-05

4-toluenesulfonyl chloride

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4-toluenesulfonyl chloride, also known as tosyl chloride, is a versatile reagent in organic chemistry. It is a white crystalline solid with a pungent odor.

**Synthesis:** It is typically synthesized by reacting p-toluenesulfonic acid with phosphorus pentachloride or thionyl chloride.

**Uses:** Tosyl chloride is widely used in the synthesis of various organic compounds, including:

* **Protection of alcohols and amines:** It reacts with alcohols and amines to form tosylates, which are stable protecting groups that can be removed under controlled conditions.
* **Formation of sulfonamides:** It reacts with amines to form sulfonamides, which are important intermediates in the synthesis of pharmaceuticals and agrochemicals.
* **Introduction of the tosyl group:** The tosyl group can be introduced into molecules to enhance reactivity or introduce specific functional groups.

**Importance:** The importance of 4-toluenesulfonyl chloride lies in its ability to participate in a wide range of reactions, making it a valuable tool in organic synthesis. Its use in protecting groups and sulfonamide formation has significant applications in various fields.

**Why it is studied:** 4-toluenesulfonyl chloride is studied extensively due to its versatility, ease of handling, and its applications in the development of new synthetic methods and the synthesis of important compounds.'

Cross-References

ID SourceID
PubMed CID7397
SCHEMBL ID1586
MeSH IDM0084954

Synonyms (167)

Synonym
p-toluenesulfonyl chloride
4-toluenesulfonyl chloride
98-59-9
p-toluenesulfochloride
nsc175822
tosyl chloride
p-toluenesulfonic acid chloride
benzenesulfonyl chloride, 4-methyl-
toluenesulfonyl chloride
p-tolylsulfonyl chloride
nsc-175822
p-methylbenzenesulfonyl chloride
p-tosyl chloride
4-methylbenzenesulfonyl chloride
p-toluenesulphonyl chloride
STK298722
toluenesulfonyl chloride (van)
para-toluenesulfochloride
ai3-52254
para-toluenesulfonyl chloride
4-toluenesulfonic acid, chloride
nsc 175822
hsdb 5317
einecs 202-684-8
inchi=1/c7h7clo2s/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5h,1h
T-3900
p-toluenesulfonyl chloride, reagent grade, >=98%
p-toluenesulfonyl chloride, reagentplus(r), >=99%
T0272
AKOS000120295
4-methylbenzene-1-sulfonyl chloride ,
p-toluensulfonyl chloride
toluene-4-sulfonylchloride
p-toluenesulfonylchloride
p-toluene sulphonyl chloride
BR1703
tscl
ec 202-684-8
unii-027kyn78b4
027kyn78b4 ,
BP-20587
FT-0619534
AM101769
4-methyl-benzenesulfonyl chloride
methyl (2r)-2-[[(2s)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-5-guanidino-pentanoate
SCHEMBL1586
p-methylphenylsulfonyl chloride
4-methylphenylsulfonyl chloride
4-tosyl chloride
4-toluolsulfonyl chloride
p-toluenesulfonyl chloride [mi]
p-toluenesulfonic chloride
toluene-4-sulphonylchloride
(4-methylphenyl)sulfonyl chloride
4-toluene-sulphonyl chloride
tosyl-chloride
4-methylbenzenesulphonic acid, chloride
4-methyl-benzenesulphonic acid chloride
4-methyl benzene sulfonyl chloride
toluene-4-sulphonyl chloride
4-toluenesulphonic chloride
para toluene sulphonyl chloride
p-toluenesulfonyl chlorie
paratoluenesulphonyl chloride
p-toluene-sulfonyl chloride
p-toluenesulfonoyl chloride
p-toluen-sulphonyl chloride
4-methylbenzenesulfonic acid chloride
para-tolylsulfonyl chloride
p-methylphenylsulfonic acid chloride
p-toluensufonylchloride
p- toluenesulfonyl chloride
4-methylbenzenesulfonylchloride
p-toluene sulfonyl chloride
toluene-4-sulphonic acid chloride
p-toluenesufonyl chloride
4toluenesulfonyl chloride
para-toluene sulfonyl chloride
p-toluen-sulphonylchloride
4-toluylsulfonyl chloride
p-toluene sulfonic chloride
p-toluensulphonyl chloride
toluene-4-sulfonyl chloride
4-methylphenyl-sulphonyl chloride
4-methylbenzene-1-sufonyl chloride
rho-toluenesulfonyl chloride
p-toluenesulfonylchoride
para-toluenesulfonic acid chloride
para-toluene-sulphonyl chloride
paratoluene sulphonic acid chloride
p -toluenesulfonyl chloride
toluene4-sulphonyl chloride
p-toluenesulfonyl-chloride
4-toluene-sulphonylchloride
4-methylbenzenesulphonyl chloride
4-methylphenylsulphonyl chloride
4-toluene sulfonyl chloride
para-toluenesulfonylchloride
p-toluene-sulfonic-acid-chloride
p-toluene- sulphonyl chloride
(4-methylphenyl)sulphonyl chloride
4-methylbenzenesulphonic acid chloride
toluene-p-sulphonylchloride
4-toluene-sulfonyl chloride
p-toluenesulphonic acid chloride
p-toluenesulfonyl chlorde
p-tscl
p-toluene sulphonic chloride
4-toluenesulfonic acid chloride
toluene p-sulphonyl chloride
4-methylbenzenesulphonyl-chloride
4-toluenesulphonylchloride
p-toluensulfonylchloride
toluene-p-sulfonyl chloride
4-toluenesulfonylchloride
toscl
para-toluensulfonyl chloride
p-toluenesulphonylchloride
p-toluene-sulphonylchloride
rho-toluenesulphonyl chloride
tos-cl
4-methylbenzene-1-sulfonylchloride
paratoluensulfonyl chloride
4-methyl-benzenesulphonyl chloride
p-toluene sulfonic acid chloride
p-tosyl cloride
p-toluene-sulfonylchloride
paratoluene sulfonyl chloride
p-tolyl-sulfonyl chloride
toluene-p-sulphonyl chloride
p-toluene sulphonylchloride
ts-cl
4-toluenesulphonyl chloride
4-methyl benzenesulfonyl chloride
tosylchloride
4-methylbenzene sulfonyl chloride
4-methylbenzene-sulphonic acid chloride
p-toluene-sulphonyl chloride
p-toluensulphonylchloride
para-toluenesufonyl chloride
p-toluene sulfonylchloride
para toluenesulfonyl chloride
para-toluenesulphonylchloride
para-toluene sulphonyl chloride
para-toluenesulphonyl chloride
para-toluene sulfonylchloride
tosylic chloride
toluene-4-sulfonic acid chloride
p-toluene-sulfonic acid chloride
4-methylbenzene-l-sulfonyl chloride
para-toluenesulphonic acid chloride
paratoluene sulfochloride
DTXSID1052660
4-toluensulfonyl chloride
toluene p-sulfonyl chloride
W-110674
mfcd00007450
F2190-0563
p-toluenesulfonyl chloride, reagentplus(r), >=99.0%
CS-D1466
p-toluenesulfonyl chloride ; 4-methylbenzenesulfonyl chloride
BCP26003
Q285621
AS-14041
EN300-20564
E78843
4-methyl-1-benzenesulfonyl chloride
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (39)

TimeframeStudies, This Drug (%)All Drugs %
pre-199012 (30.77)18.7374
1990's6 (15.38)18.2507
2000's6 (15.38)29.6817
2010's13 (33.33)24.3611
2020's2 (5.13)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 57.87

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index57.87 (24.57)
Research Supply Index3.69 (2.92)
Research Growth Index4.74 (4.65)
Search Engine Demand Index91.34 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (57.87)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies1 (2.56%)4.05%
Observational0 (0.00%)0.25%
Other38 (97.44%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]