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Trimethylsulfonium hydroxide solution

~0.25 M in methanol, for GC derivatization, LiChropur™

Synonym(s):

TMSH

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About This Item

Linear Formula:
(CH3)3S(OH)
CAS Number:
17287-03-5
Molecular Weight:
94.18
Beilstein/REAXYS Number:
3910286
MDL number:
MFCD00216756
UNSPSC Code:
12000000
PubChem Substance ID:
329770161
NACRES:
NA.22

grade

for GC derivatization

Quality Level

100

form

liquid

quality

LiChropur™

reaction suitability

reagent type: derivatization reagent
reaction type: Alkylations

packaging

pkg of 10 × 1 mL

concentration

~0.25 M in methanol

technique(s)

gas chromatography (GC): suitable

storage temp.

2-8°C

SMILES string

[OH-].C[S+](C)C

InChI

1S/C3H9S.H2O/c1-4(2)3;/h1-3H3;1H2/q+1;/p-1

InChI key

MDTPTXSNPBAUHX-UHFFFAOYSA-M

General description

Trimethylsulfonium hydroxide (TMSH) is a methylating reagent. It can be prepared by dissolving trimethylsulfonium iodide in methanol and water solvent further treating with silver oxide.

Application

TMSH solution has been used as a derivatizing agent in a study to determine the fatty acids in milk samples using thermochemolysis-gas chromatography-mass spectrometry.

Other Notes

Reagent for the methylation of nucleophiles, e.g. carboxylic acids, alcohols, thiols, N-heterocycles; Rapid derivatization of acids for GC by pre-column transesterification of glycerides

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 1

target_organs

Eyes,Central nervous system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

51.8 °F - closed cup

flash_point_c

11 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG6745
BCCD6022
BCCB9475
BCBZ5264
BCBV5028

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Direct analysis of fatty acid profile from milk by thermochemolysis?gas chromatography?mass spectrometry.
Reis, Mariza Gomes, et al.
Journal of Chromatography A, 1218.2, 316-323 (2011)
K. Yamauchi et al.
Bulletin of the Chemical Society of Japan, 59, 2947-2947 (1986)
Trimethylsulfonium hydroxide: a new methylating agent.
Yamauchi, Kiyoshi, Toshizumi Tanabe, and Masayoshi Kinoshita.
The Journal of Organic Chemistry, 44.4, 638-639 (1979)
Marco Beccaria et al.
Analytical and bioanalytical chemistry, 410(30), 7987-7996 (2018-10-30)
Gas chromatography (GC) coupled with electron ionization (EI) mass spectrometry (MS) is a well-established technique for the analysis of volatile and semi-volatile compounds. The main advantage is the highly repeatable fragmentation of the compounds into the ion source, generating intense
W. Butte
Journal of Chromatography A, 261, 142-142 (1983)
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