Skip to Content
Merck
All Photos(1)

Documents

158992

Sigma-Aldrich

Methyl p-toluenesulfonate

98%

Synonym(s):

Methyl p-methylbenzenesulfonate, Methyl toluene-4-sulfonate, Methyl tosylate, Methylp-tosylate

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
CH3C6H4SO3CH3
CAS Number:
80-48-8
Molecular Weight:
186.23
Beilstein:
609209
EC Number:
201-283-5
MDL number:
MFCD00008417
UNSPSC Code:
12352100
PubChem Substance ID:
24849783
NACRES:
NA.22

vapor density

6.45 (vs air)

Quality Level

200

vapor pressure

1 mmHg ( 20 °C)

Assay

98%

form

solid

autoignition temp.

896 °F

refractive index

n20/D 1.5172 (lit.)

bp

144-145 °C/5 mmHg (lit.)

mp

25-28 °C (lit.)

density

1.234 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

COS(=O)(=O)c1ccc(C)cc1

InChI

1S/C8H10O3S/c1-7-3-5-8(6-4-7)12(9,10)11-2/h3-6H,1-2H3

InChI key

VUQUOGPMUUJORT-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

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.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302 - H314 - H317

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

The formation of tin-nitrogen bonds. V. The selective 1-substitution reaction of tetrazoles by the reaction of 5-substituted 2-(tri-n-butylstannyl) tetrazoles with methyl iodide, methyl p-toluenesulfonate, dimethyl sulfate, and ethyl bromoacetate.
Isida T, et al.
Bulletin of the Chemical Society of Japan, 46, 2176-2180 (1973)
Secondary deuterium isotope effects.. beta.-Kinetic effects in Sn2 reactions of N, N-dimethylaniline and dimethylphenylphosphine with methyl p-toluenesulfonate, and comparison with observed and calculated vibrational frequencies.
Kaplan ED and Thornton ER.
Journal of the American Chemical Society, 89(25), 6644-6651 (1967)
Bryn D Monnery et al.
International journal of pharmaceutics, 521(1-2), 249-258 (2017-02-25)
The mechanism of polycation cytotoxicity and the relationship to polymer molecular weight is poorly understood. To gain an insight into this important phenomenon a range of newly synthesised uniform (near monodisperse) linear polyethylenimines, commercially available poly(l-lysine)s and two commonly used
Joachim F R Van Guyse et al.
Polymers, 13(3) (2021-02-04)
Smart or adaptive materials often utilize stimuli-responsive polymers, which undergo a phase transition in response to a given stimulus. So far, various stimuli have been used to enable the modulation of drug release profiles, cell-interactive behavior, and optical and mechanical
Lucca Trachsel et al.
ACS nano, 14(8), 10054-10067 (2020-07-07)
The physicochemical properties of cyclic polymer adsorbates are significantly influenced by the steric and conformational constraints introduced during their cyclization. These translate into a marked difference in interfacial properties between cyclic polymers and their linear counterparts when they are grafted
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service