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158992

Methyl p-toluenesulfonate

98%

Synonym(s):

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

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About This Item

Linear Formula:
CH3C6H4SO3CH3
CAS Number:
80-48-8
Molecular Weight:
186.23
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24849783
EC Number:
201-283-5
Beilstein/REAXYS Number:
609209
MDL number:
MFCD00008417
Assay:
98%
Form:
solid
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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.)

functional group

tosylate

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

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.

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pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

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

Storage Class

8A - Combustible corrosive hazardous materials

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6313V
WXBF5619V
WXBF4172V
WXBD8045V
WXBD8462V

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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)
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)
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
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Global Trade Item Number

SKUGTIN
158992-500G04061838744319
158992-100G04061838744302