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Trimethylsulfonium iodide

Trimethylsulfonium iodide Structure
CAS No.
2181-42-2
Chemical Name:
Trimethylsulfonium iodide
Synonyms
TRIMETHYLSULPHONIUM IODIDE;triMethylsulfaniuM iodide;Trimethylsulfonium iodine;fonium Iodide;trimethylsulfanium;Trimethylsulfoniumiodid;trimethylsulfone iodide;trimethyl-sulfoniuiodide;rimethylsulfanium,iodide;TRIMETHYLSULFONIUM IODIDE
CBNumber:
CB7446498
Molecular Formula:
C3H9IS
Molecular Weight:
204.07
MOL File:
2181-42-2.mol
MSDS File:
SDS
Modify Date:
2023/6/27 17:36:02

Trimethylsulfonium iodide Properties

Melting point 215-220 °C (lit.)
Density 1.6554 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Soluble in water, alcohol, THF, DMSO
form Crystalline Powder, Crystals and/or Chunks
color White to yellow
Water Solubility soluble
Sensitive Light Sensitive
BRN 3555192
Exposure limits ACGIH: TWA 0.01 ppm
InChIKey VFJYIHQDILEQNR-UHFFFAOYSA-M
CAS DataBase Reference 2181-42-2(CAS DataBase Reference)
NIST Chemistry Reference Trimethylsulfonium iodide(2181-42-2)
EPA Substance Registry System Trimethylsulfonium iodide (2181-42-2)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
RTECS  WR8750000
8
TSCA  Yes
HazardClass  IRRITANT
HS Code  29309070
NFPA 704
1
0 0

Trimethylsulfonium iodide price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) T80489 Trimethylsulfonium iodide 98% 2181-42-2 25G ₹1948.5 2022-06-14 Buy
Sigma-Aldrich(India) T80489 Trimethylsulfonium iodide 98% 2181-42-2 100G ₹5293.43 2022-06-14 Buy
TCI Chemicals (India) T1056 Trimethylsulfonium Iodide 2181-42-2 25G ₹3300 2022-05-26 Buy
TCI Chemicals (India) T1056 Trimethylsulfonium Iodide 2181-42-2 500G ₹16100 2022-05-26 Buy
Product number Packaging Price Buy
T80489 25G ₹1948.5 Buy
T80489 100G ₹5293.43 Buy
T1056 25G ₹3300 Buy
T1056 500G ₹16100 Buy

Trimethylsulfonium iodide Chemical Properties,Uses,Production

Chemical Properties

white to yellowish crystalline solid. Soluble in water, alcohol, tetrahydrofuran, dimethyl sulfoxide.

Uses

Trimethylsulfonium iodide is a salt that is usually dissolved in strong base in order to synthesize epoxides in-situ. Trimethylsulfonium iodide also has the potential to inhibit human placental diamine oxidase.

Application

Trimethylsulfonium Iodide is a sulfoxonium salt. It is used to Treatment with strong base yields the dimethylsulfonium methylide which reacts in-situ with the carbonyl group of ketones to form epoxides or allylic alcohols.

Preparation

Trimethylsulfoxonium iodide may be prepared by the reaction of dimethyl sulfoxide and iodomethane:
(CH3)2SO + CH3I → (CH3)3SO+I
After standing overnight, the resulting solid white cake is crushed and recrystallized from absolute ethanol to give pure trimethylsulfonium iodide.

Purification Methods

Crystallise the iodide from EtOH. [Emeleus & Heal J Chem Soc 1126 1946, Swain & Kaiser J Am Chem Soc 80 4089 1958, Borredon et al. J Org Chem 55 501 1990, Bouda et al. Synth Commun 17 503 1987.]

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