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Trimethylsulfoxonium iodide

CAS No.
1774-47-6
Chemical Name:
Trimethylsulfoxonium iodide
Synonyms
TMSOI;Trimethylsulfoxonium;TRIMETHYLSULPHOXONIUM IODIDE;Trimethyl sulfoxide iodide;trimethyloxosulphonium iodide;TriMethyloxosulfoniuM Iodide;NSC 71213;foxonium iodide;RARECHEM AQ A1 0066;Trimethyl sulfoxide
CBNumber:
CB5304873
Molecular Formula:
C3H9IOS
Molecular Weight:
220.07
MDL Number:
MFCD00011899
MOL File:
1774-47-6.mol
MSDS File:
SDS
Last updated:2024-11-01 18:09:03

Trimethylsulfoxonium iodide Properties

Melting point 208-212 °C (dec.) (lit.)
Density 1.7074 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility H2O: 50 mg/mL, clear
form Crystalline Powder
color White to light yellow
PH pH(50g/l, 25℃) : 4.8~6.0
Water Solubility 15 g/L (20 ºC)
Sensitive Light Sensitive
BRN 3595854
InChI InChI=1S/C3H9OS.HI/c1-5(2,3)4;/h1-3H3;1H/q+1;/p-1
InChIKey BPLKQGGAXWRFOE-UHFFFAOYSA-M
SMILES [S+](=O)(C)(C)C.[I-]
CAS DataBase Reference 1774-47-6(CAS DataBase Reference)
EPA Substance Registry System Sulfoxonium, trimethyl-, iodide (1774-47-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes  Xn,Xi
Risk Statements  36/37/38-22
Safety Statements  37/39-26-36-24/25
WGK Germany  2
RTECS  WS3585000
8
TSCA  Yes
HS Code  29309070
NFPA 704
1
1 0

Trimethylsulfoxonium iodide price More Price(36)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich T80500 Trimethylsulfoxonium iodide 98% 1774-47-6 100g $49.14 2024-03-01 Buy
Sigma-Aldrich T80500 Trimethylsulfoxonium iodide 98% 1774-47-6 25g $60.7 2024-03-01 Buy
TCI Chemical T1065 Trimethylsulfoxonium Iodide >98.0%(T) 1774-47-6 25g $22 2024-03-01 Buy
TCI Chemical T1065 Trimethylsulfoxonium Iodide >98.0%(T) 1774-47-6 100g $60 2024-03-01 Buy
Alfa Aesar A14589 Trimethylsulfoxonium iodide 98+% 1774-47-6 25g $20.65 2024-03-01 Buy
Product number Packaging Price Buy
T80500 100g $49.14 Buy
T80500 25g $60.7 Buy
T1065 25g $22 Buy
T1065 100g $60 Buy
A14589 25g $20.65 Buy

Trimethylsulfoxonium iodide Chemical Properties,Uses,Production

Chemical Properties

WHITE TO LIGHT YELLOW CRYSTALLINE POWDER

Uses

Trimethylsulfoxonium iodide is a sulfoxonium salt. It is used to generate dimethyloxosulfonium methylide by reaction with sodium hydride. The latter compound is used as a methylene-transfer reagent, and is used to prepare epoxides.

Uses

Trimethylsulfoxonium Iodide is used to synthesize methylene-transfer reagents that are used in the preparation of epoxides.

Uses

Treatment with strong base yields the ylide which adds to the carbonyl group of ketones1 and aldehydes2,3 to give epoxides. Also adds preferentially to the double bond of α,β-unsaturated esters to give cyclopropyl esters.4,5

Synthesis

Trimethylsulfoxonium iodide is commonly prepared by a reaction of Dimethyl Sulfoxide with ≈2.5 equiv of Iodomethane. After refluxing for 24 h at 80?°C, the reaction mixture is cooled, and the crude solid product is filtered and washed with acetone to give the trimethylsulfoxonium iodide. Iodomethane has to be handled in a fume hood because of its high volatility and toxicity. Excess MeI is used to ensure the completion of the reaction.

storage

The iodide and chloride salts are hygroscopic and must be stored in a cool, dry place. They are incompatible with strong oxidizing agents and strong bases. The iodide salt is sensitive to light and needs to be protected from light as much as possible.

67-68-5
74-88-4
1774-47-6
Synthesis of Trimethylsulfoxonium iodide from Dimethyl sulfoxide and Iodomethane
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View Lastest Price from Trimethylsulfoxonium iodide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Trimethylsulfoxonium iodide pictures 2024-11-02 Trimethylsulfoxonium iodide
1774-47-6
US $0.00 / KG 1KG 98%min 30tons/month WUHAN FORTUNA CHEMICAL CO., LTD
Trimethylsulfoxonium iodide pictures 2024-11-01 Trimethylsulfoxonium iodide
1774-47-6
US $60.00 / kg 1kg 99% 5000kg/week Hebei Zhuanglai Chemical Trading Co.,Ltd
Trimethylsulfoxonium iodide pictures 2024-11-01 Trimethylsulfoxonium iodide
1774-47-6
US $6.00 / kg 1kg 99% 2000KG/Month HebeiShuoshengImportandExportco.,Ltd
rimethylsulfoxonium iodide Trimethylsulfoxonium iodide, >=99% Trimethyl(oxo)-sulfanylium iodide Trimethylsulfoxonium iodide≥ 99% (Titration) sulfonium,trimethyl-,iodide,oxide Sulfoxonium,trimethyl-,iodide trimethyl-sulfoxoniuiodide trimethylsulphoxoniumioidie TriMethylsulfoxoniuM iodide, 98% 100GR TriMethyl sulfoxide iodide(TMSOI) TRIMETHYLSULFOXONIUMIODIDE FOR SYNTHESIS NSC 71213 SulfoxoniuM, triMethyl-, iodide (8CI,9CI) TriMethylsulfoniuM iodide, oxide (6CI) TriMethylsulfoxoniuM iodide SynonyMs TriMethylsulphoxoniuM iodide SulfoxoniuM,triMethyl-, iodide (1:1) TriMethylsulfoxoniuM iodide 98% Three Methyl iodide sulfoxide S,S,S-Trimethylsulfoxonium iodide Trimethylsulfonium iodide, oxide trimethylsulfoxoniuim iodide Trimethysulfoxonium Iodide Trimethylsulfoxonium iodate TrimethyloxosulfoniumIodideTmsoi TrimethylSulfoxoniumIodide(Tmsoi) Trimethylsulfoxonium iodide, 98+% Trimethylsulphoxonium iodide, 98+% RARECHEM AQ A1 0066 TRIMETHYLSULFOXONIUM IODIDE Trimethylsulphoxonium iodide 98% Trimethyl sulfoxide Fluconazole Impurity 7 (Trimethylsulfoxonium Iodide) Fluconazole Impurity 7 TRI-METHYL SULPHOXONIUM IODIDE (TMSI) Trimethylsulfoxonium iodide, 98%, for synthesis foxonium iodide TRIMETHYLSULFOXONIUM IODIDE (TMSOI), CAS NO. 1774-47-6 Trimethyl sulphoxonium iodide for synthesis 100GM Trimethyl sulphoxonium iodide for synthesis 500GM Trimethylsulfoxonium Iodide (TMSI) extrapure, 99% TRIMETHYLSULFOXONIUM IODIDE Extra Pure Trimethyl sulfoxide iodide TriMethyloxosulfoniuM Iodide trimethyloxosulphonium iodide Trimethylsulfoxonium TRIMETHYLSULPHOXONIUM IODIDE TMSOI Fluconazole Impurity 38 Trimethyloxosulfoniumiodid Trimethylsulfoxonium Iodide (TMSI) 1774-47-6 C3H9OSI CH33SOI CH33SIO C3H9IOS Iodonium Sulfonium & Oxonium Compounds Sulfur Compounds (for Synthesis) Sulfonium Compounds