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Methyl p-toluenesulfonate

CAS No.
80-48-8
Chemical Name:
Methyl p-toluenesulfonate
Synonyms
Methyl 4-methylbenzenesulfonate;MPTS;METHYL TOSYLATE;METHYL TOLUENE-4-SULPHONATE;PTSME;METHYL P-TOSYLATE;Methyl para-toluenesulfonate;4-TOLUENESULFONIC ACID METHYL ESTER;4-methyl-benzenesulfonicacimethylester;4-methylbenzenesulfonic acid methyl ester
CBNumber:
CB8715537
Molecular Formula:
C8H10O3S
Molecular Weight:
186.23
MDL Number:
MFCD00008417
MOL File:
80-48-8.mol
MSDS File:
SDS
Last updated:2024-03-27 13:09:27

Methyl p-toluenesulfonate Properties

Melting point 25-28 °C(lit.)
Boiling point 144-145 °C5 mm Hg(lit.)
Density 1.234 g/mL at 25 °C(lit.)
vapor density 6.45 (vs air)
vapor pressure 1 mm Hg ( 20 °C)
refractive index n20/D 1.5172(lit.)
Flash point >230 °F
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
form Liquid or Low Melting Solid
color White to yellow
Water Solubility Insoluble
Sensitive Moisture Sensitive
BRN 609209
LogP 1.88 at 25℃
CAS DataBase Reference 80-48-8(CAS DataBase Reference)
FDA UNII 4SU69KI68L
NIST Chemistry Reference Benzenesulfonic acid, 4-methyl-, methyl ester(80-48-8)
EPA Substance Registry System Benzenesulfonic acid, 4-methyl-, methyl ester (80-48-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H314-H317
Precautionary statements  P260-P270-P280-P301+P312-P303+P361+P353-P305+P351+P338
Hazard Codes  C,Xn
Risk Statements  22-34-43-40-36/37/38
Safety Statements  26-36/37/39-45-24
RIDADR  UN 3261 8/PG 2
WGK Germany  3
RTECS  XT7000000
21
Autoignition Temperature 896 °F
TSCA  Yes
HazardClass  8
PackingGroup  III
HS Code  29051900
Toxicity LD50 orally in Rabbit: 341 mg/kg
NFPA 704
1
2 0

Methyl p-toluenesulfonate price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.08333 Methyl-4-toluenesulfonate for synthesis 80-48-8 100g $36.1 2024-03-01 Buy
Sigma-Aldrich 8.08333 Methyl-4-toluenesulfonate for synthesis 80-48-8 500g $104 2024-03-01 Buy
Sigma-Aldrich 8.08333 Methyl-4-toluenesulfonate for synthesis 80-48-8 2.5kg $383 2024-03-01 Buy
Sigma-Aldrich 8.08333 Methyl-4-toluenesulfonate for synthesis 80-48-8 25kg $1130 2024-03-01 Buy
Sigma-Aldrich 158992 Methyl p-toluenesulfonate 98% 80-48-8 100g $41.9 2024-03-01 Buy
Product number Packaging Price Buy
8.08333 100g $36.1 Buy
8.08333 500g $104 Buy
8.08333 2.5kg $383 Buy
8.08333 25kg $1130 Buy
158992 100g $41.9 Buy

Methyl p-toluenesulfonate Chemical Properties,Uses,Production

Chemical Properties

white to slightly yellow low melting solid. Soluble in alcohol, ether, benzene, insoluble in water. Hygroscopic.

Uses

Methyl p-Toluenesulfonate can be used in the manufacture of dyes and organic synthesis, and also is the raw materials of methylation.

Uses

Methyl p-toluenesulfonate is used as a methylating agent in organic synthesis. It acts as a catalyst for alkyd resins. It is also employed in selective 1-substitution reaction of tetrazole. Further, it is used in the preparation of dyes.

Preparation

Methyl p-toluenesulfonate was synthesized by the reaction of p-toluenesulfonyl chloride with methanol. Mix p-toluenesulfonyl chloride and methanol, slowly add 25% sodium hydroxide solution, control the temperature below 25 °C, stop adding alkali when the pH is 9, continue stirring for 2 hours, and leave overnight. The lower layer of reactant was taken, the upper layer was extracted with benzene, the extract was recovered with benzene and then combined with the lower layer, washed with water and 5% potassium carbonate solution in turn, dried and distilled under reduced pressure to obtain the finished product of methyl p-toluenesulfonate.

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 29, p. 623, 1981 DOI: 10.1248/cpb.29.623
Synthetic Communications, 15, p. 1057, 1985 DOI: 10.1080/00397918508076842

General Description

Methyl p-toluenesulfonate is sulfonate ester present as potentially genotoxic impurity in drug substances. Kinetics of reactions of methyl p-toluenesulfonate with N,N-dimethylaniline has been investigated. It participates in selective 1-substitution reaction of tetrazole.

Hazard

Toxic by ingestion and inhalation, strongirritant to skin and eyes.

Safety Profile

Poison by ingestion and subcutaneous routes. An eye and severe skin irritant. A vesicant and skin sensitizer. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits toxic fumes of SOx.

Purification Methods

The ester is purified by distillation in vacuo and could be crystallised from pet ether or Et2O/pet ether at low temperature. It is a powerful methylating agent, is TOXIC andis a skin irritant, so it is better to purify it by repeated distillation. [IR: Schreiber Anal Chem 21 1168 1949, Buehler et al. J Org Chem 2 167 1937, Roos et al. Org Synth Coll Vol I 145 1948, Beilstein 11 IV 247.]

1445-45-0
104-15-4
80-48-8
Synthesis of Methyl p-toluenesulfonate from Trimethyl orthoacetate and p-Toluenesulfonic acid
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View Lastest Price from Methyl p-toluenesulfonate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Methyl p-toluenesulfonate pictures 2024-04-25 Methyl p-toluenesulfonate
80-48-8
US $0.00 / Kg/Drum 1KG 99% 2000mt/year Jinan Finer Chemical Co., Ltd
Methyl p-toluenesulfonate pictures 2024-04-25 Methyl p-toluenesulfonate
80-48-8
US $100.00 / kg 1kg >99% 50 TONS Hong Kong Excellence Biotechnology Co., Ltd.
Methyl p-toluenesulfonate pictures 2024-04-12 Methyl p-toluenesulfonate
80-48-8
US $3.00-1.00 / kg 1kg 99.9% 10 tons Shanghai Aosiris new Material Technology Co., LTD
METHYL-4-TOLUENESULFONATE 99% Methyl p-tosylate~p-Toluenesulphonic acid methyl ester P-Toluene sulPhonic acid methyl ester 4-Methylbenzenesulfonic acid methyl Methanol tosylate p-Toluenesulfonic acid methyl Methyl p-toluenesulfonate,97% Methyl p-toluenesulf Methyl 4-methylbenzenesulphonate, Methyl tosylate Methyl toluene-4-sulphonate 98% Methyl p-toluenesulfonate, 97% 100GR Methyl p-toluenesulfonate, 97% 500GR METHYL 4-TOLUENESULFONATE FOR SYNTHESIS Europium (Iii) Bromide, Spectro, 99.99% (Reo) Methyl p-toluenesulfonate 98% Methyl p-Toluenesulfonate, 98.0%(GC) Methyl p-toluenesulfonate Methyl p-toluenesulfonate purum, >=97.0% (GC) 4-Methylbenzenesulfonic acid methyl ester Methyl p-tosylate p-Toluenesulfonic Acid Methyl Ester TRISODIUM 8-METHOXYPYRENE-1,3,6-TRISULFONATE Methyl p-methylbenzenesulfonate Methyl toluene-4-sulfonate methyl4-methylbenzenesulfonate Methylester kyseliny p-toluensulfonove methylesterkyselinyp-toluensulfonove methylesterkyselinyp-toluensulfonove(czech) methylp-methylbenzenesulfonate methyltoluene-4-sulfonate p-Methylbenzenesulfonate methyl ester p-methylbenzenesulfonatemethylester 8-METHOXYPYRENE-1,3-6-TRISULFONIC ACID TRISODIM SALT 4-TOLUENESULFONATE METHYL ESTER METHYL 4-TOLUENESULFONATE LABOTEST-BB LT00782089 METHYL P-TOLUENESULPHONATE METHYL P-TOLUENESULFONATE p-Toluenesulfonic acid mehtyl ester Methyl-4-toluenesulphonate MethylP-Toluenesulphonate~97% Methylp-toluenesulfonate,98% METHYLPARA-TOLUENESULPHONATE PARA-TOLUENEMETHYLSULPHONATE PARA-TOLUENESULPHONICACID,METHYLESTER Methyl ester of 4-methylbenzenesulfonic acid p-toluenesulfonatedemethyle p-Toluolsulfonsaeure methyl ester p-toluolsulfonsaeuremethylester p-Tolylmethylsulfonate Toluene-4-sulfonicacidmethylester MPTS, TRISODIUM SALT P-TOLUENESULFONIC ACID METHYL ESTER PTS1 TRISODIUM-8-METHOXYPYRENE-1,3,6-SULFONATE Azithromycin Impurity 23 Clopidogrel Impurity L Racecadotril Impurity T Clopidogrel Impurity 53 Methyl-4-toluenesulfonate COA free sample