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Merck
CN

92732

Trimethylsulfonium hydroxide solution

~0.25 M in methanol, derivatization grade (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:
3910286
MDL number:
MFCD00216756
UNSPSC Code:
12352200
PubChem Substance ID:
329770161
NACRES:
NA.22

Key Documents

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grade

derivatization grade (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

Related Categories

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

Signal Word

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 Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

51.8 °F - closed cup

Flash Point(C)

11 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCM5828
BCCK2512
BCCG6745
BCCD6022
BCCB9475

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Raimund Nagel et al.
Organic & biomolecular chemistry, 15(36), 7566-7571 (2017-09-01)
Bacteria can produce gibberellin plant hormones. While the bacterial biosynthetic pathway is similar to that of plants, the individual enzymes are very distantly related and arose via convergent evolution. The cytochromes P450 (CYPs) that catalyze the multi-step oxidation of the
K. Yamauchi et al.
The Journal of Organic Chemistry, 44, 638-638 (1979)
W. Butte
Journal of Chromatography A, 261, 142-142 (1983)
Félix B Rosumek et al.
Frontiers in zoology, 14, 36-36 (2017-07-19)
Trophic interactions are a fundamental aspect of ecosystem functioning, but often difficult to observe directly. Several indirect techniques, such as fatty acid analysis, were developed to assess these interactions. Fatty acid profiles may indicate dietary differences, while individual fatty acids
K.D. Muller et al.
Chromatographia, 30, 245-245 (1990)
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