Conditions | Yield |
---|---|
In chloroform for 5h; Ambient temperature; | 100% |
Conditions | Yield |
---|---|
In acetonitrile at 50℃; for 168h; Methylation; | 96% |
Conditions | Yield |
---|---|
In ethanol for 24h; Ambient temperature; | 90% |
at 20℃; for 16h; Inert atmosphere; | 78% |
at 25℃; for 15h; | 66% |
Conditions | Yield |
---|---|
In tetrahydrofuran 1.) -78 deg C, 6 h, 2.) r.t., 48 h; | 72% |
Conditions | Yield |
---|---|
With iodine at 110 - 120℃; |
(4-bromo-phenyl)-phenyl-[2]pyridyl-phosphine sulfide
methyl iodide
trimethylsulphonium iodide
Conditions | Yield |
---|---|
at 100℃; |
diethylmethylsulfonium iodide
A
trimethylsulphonium iodide
B
triethylsulfonium iodide
Conditions | Yield |
---|---|
durch Destillation oder bei mehrstuendigem Kochen; |
methanol
dithiooxamide
methyl iodide
A
Oxalamide
B
trimethylsulphonium iodide
Conditions | Yield |
---|---|
at 150℃; |
phenylmethanethiol
methyl iodide
A
dibenzyl disulphide
B
trimethylsulphonium iodide
Conditions | Yield |
---|---|
at 100℃; unter Druck; |
benzenecarbothioamide
methyl iodide
A
benzoic acid methyl ester
B
trimethylsulphonium iodide
Conditions | Yield |
---|---|
at 130℃; im geschlossenen Rohr; |
6-(methylthio)-2(Z)-hexene
acetone
methyl iodide
trimethylsulphonium iodide
Conditions | Yield |
---|---|
at 120℃; |
methanol
[1,3,5]trithiane
methyl iodide
A
Dimethoxymethane
B
trimethylsulphonium iodide
Conditions | Yield |
---|---|
at 80 - 100℃; im Rohr; |
trithioacetaldehyde
methyl iodide
trimethylsulphonium iodide
Conditions | Yield |
---|---|
β-trithioacetaldehyde; |
methanol
carbamoylsulfanyl-acetic acid methyl ester
methyl iodide
trimethylsulphonium iodide
Conditions | Yield |
---|---|
at 110℃; |
Conditions | Yield |
---|---|
at 100℃; im geschlossenen Rohr; |
(S,S)-dimethyl trithiocarbonate
methyl iodide
trimethylsulphonium iodide
Conditions | Yield |
---|---|
at 80 - 90℃; | |
3 Monate lang im Dunkel stehenlaesst und die Krystalle mit Alkohol und schwefliger Saeure erwaermt; | |
at 80 - 90℃; | |
im Dunkeln bei monatelanger Einw. und Behandeln des entstandenen Polyjodids mit waessrig-alkoholischer schwefliger Saeure; |
Conditions | Yield |
---|---|
at 100℃; |
O,O,S-trimethyl phosphorothioate
methyl iodide
trimethylsulphonium iodide
Conditions | Yield |
---|---|
at 100℃; |
O,O,O-trimethylthiophosphate
methyl iodide
A
O,O,S-trimethyl phosphorothioate
B
trimethylsulphonium iodide
Conditions | Yield |
---|---|
at 100℃; |
ethanol
diallyl sulphide
methyl iodide
trimethylsulphonium iodide
Conditions | Yield |
---|---|
at 100℃; |
Conditions | Yield |
---|---|
at 100℃; |
Conditions | Yield |
---|---|
at 24℃; Geschwindigkeit dieser Reaktion; |
Conditions | Yield |
---|---|
at 105 - 108℃; im zugeschmolzenen Rohr; |
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 40℃; for 7h; Corey-Tschaikosky Epoxidation; Inert atmosphere; | 100% |
With sodium hydride; dimethyl sulfoxide 1.) THF, 0 deg C, 5 min, 2.) a) 0 deg C, 15 min, b) 25 deg C, 2h; Multistep reaction; |
Conditions | Yield |
---|---|
With sodium hydroxide In dichloromethane; water at 38℃; for 48h; | 100% |
Stage #1: trimethylsulphonium iodide With sodium hydroxide In water for 0.166667h; Corey-Chaykovsky reaction; Stage #2: benzaldehyde With 1,3-bis[3,5-bis(trifluoromethyl)phenyl]urea In dichloromethane; water at 20℃; for 24h; Inert atmosphere; | 93% |
With potassium hydroxide In acetonitrile at 60℃; for 3h; | 87% |
Conditions | Yield |
---|---|
Stage #1: trimethylsulphonium iodide With sodium hydride In tetrahydrofuran; dimethyl sulfoxide; mineral oil at 20℃; for 0.5h; Schlenk technique; Inert atmosphere; Stage #2: benzophenone In tetrahydrofuran; dimethyl sulfoxide; mineral oil at 0 - 20℃; Inert atmosphere; Schlenk technique; | 100% |
With sodium hydride In tetrahydrofuran; dimethyl sulfoxide at 0 - 25℃; for 16h; Corey-Chaykovsky reaction; | 98% |
With potassium hydroxide In tert-butyl alcohol at 40 - 50℃; for 12h; Corey-Chaykovsky epoxidation; | 97% |
trimethylsulphonium iodide
5-methoxy-2-(naphthalen-1-yl)benzaldehyde
1-(2-(epoxyethyl)-4-methoxyphenyl)naphthalene
Conditions | Yield |
---|---|
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In dichloromethane for 96h; Cycloaddition; Heating; | 100% |
trimethylsulphonium iodide
2-(9-phenanthryl)-5-methoxybenzaldehyde
9-(2-(epoxyethyl)-4-methoxyphenyl)phenanthrene
Conditions | Yield |
---|---|
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In dichloromethane for 96h; Cycloaddition; Heating; | 100% |
trimethylsulphonium iodide
3-(2-Formyl-4-methoxyphenyl)dibenzo[b,d]thiophene
Conditions | Yield |
---|---|
With potassium hydroxide In acetonitrile at 60 - 65℃; for 20h; | 100% |
trimethylsulphonium iodide
4-(2-formyl-4-methoxyphenyl)dibenzothiophene
4-(2-epoxyethyl-4-methoxyphenyl)dibenzothiophene
Conditions | Yield |
---|---|
With potassium hydroxide In acetonitrile at 65 - 70℃; for 20h; | 100% |
trimethylsulphonium iodide
5-benzyloxy-4,7,8-trimethoxy-naphthalene-2-carbaldehyde
2-(5-benzyloxy-4,7,8-trimethoxy-naphthalen-2-yl)-oxirane
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran; dimethyl sulfoxide at 0℃; | 100% |
6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxaldehyde
trimethylsulphonium iodide
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran
Conditions | Yield |
---|---|
Stage #1: trimethylsulphonium iodide With sodium hydride In dimethyl sulfoxide cooling; Stage #2: 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxaldehyde In dimethyl sulfoxide at 20℃; for 1h; | 100% |
7-(2-formyl-4-methoxyphenyl)benzo[b]thiophene
trimethylsulphonium iodide
2-(2-benzo[b]thiophen-7-yl-5-methoxy-phenyl)-oxirane
Conditions | Yield |
---|---|
With potassium hydroxide In acetonitrile at 65℃; for 16h; | 100% |
trimethylsulphonium iodide
2-[2-(4-methoxy-5,6,7,8-tetrahydro-naphthalen-1-yl)-thiophen-3-yl]-oxirane
Conditions | Yield |
---|---|
With potassium hydroxide In acetonitrile at 60 - 65℃; for 13h; | 100% |
3-(4-methoxy-5,6,7,8-tetrahydro-1-naphthyl)thiophene-2-carboxaldehyden
trimethylsulphonium iodide
2-[3-(4-methoxy-5,6,7,8-tetrahydro-naphthalen-1-yl)-thiophen-2-yl]-oxirane
Conditions | Yield |
---|---|
With potassium hydroxide In acetonitrile at 60 - 65℃; for 15h; | 100% |
trimethylsulphonium iodide
N-t-butylcarbonyl-6-(2-isopropoxy-4-oxiranylphenyl)-pyridin-2-ylamine
Conditions | Yield |
---|---|
With potassium hydroxide In water; acetonitrile at 60℃; for 2.5h; | 100% |
With potassium hydroxide; N2 In water; acetonitrile | |
With potassium hydroxide; N2 In water; acetonitrile |
2-methoxyestrone
trimethylsulphonium iodide
3-hydroxy-2-methoxyestra-1,3,5(10)-triene-17β-spiro-1',2'-oxirane
Conditions | Yield |
---|---|
Stage #1: 2-methoxyestrone; trimethylsulphonium iodide With potassium tert-butylate In DMF (N,N-dimethyl-formamide) at 10 - 20℃; for 0.5h; Stage #2: With water; ammonium chloride In DMF (N,N-dimethyl-formamide) at 0℃; | 100% |
trimethylsulphonium iodide
2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
6-Oxiranyl-2,3-dihydro-benzo[1,4]dioxine
Conditions | Yield |
---|---|
With potassium hydroxide; water In acetonitrile at 60℃; for 1.5h; | 100% |
(E)-β-ionone
trimethylsulphonium iodide
2-Methyl-2-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]oxirane
Conditions | Yield |
---|---|
In tetrahydrofuran; water; dimethyl sulfoxide; mineral oil; pentane | 100% |
(4-bromophenyl)(phenyl)methanone
trimethylsulphonium iodide
2-(4-bromophenyl)-2-phenyloxirane
Conditions | Yield |
---|---|
Stage #1: trimethylsulphonium iodide With sodium hydride In tetrahydrofuran at 55℃; for 6h; Stage #2: (4-bromophenyl)(phenyl)methanone In tetrahydrofuran at 55℃; for 16h; | 100% |
3β-((triisopropylsilyl)oxy)pregn-5-en-20-one
trimethylsulphonium iodide
3β-(triisopropylsiloxy)-22-homopregn-5-en-20R,22-epoxide
Conditions | Yield |
---|---|
Stage #1: trimethylsulphonium iodide With potassium hexamethylsilazane In tetrahydrofuran at -5℃; for 0.25h; Stage #2: 3β-((triisopropylsilyl)oxy)pregn-5-en-20-one In tetrahydrofuran at -65 - 25℃; for 3.83h; | 100% |
(4-chlorophenyl)(4-iodophenyl)methanone
trimethylsulphonium iodide
(RS)-2-(4-chloro-phenyl)-2-(4-iodo-phenyl)-oxirane
Conditions | Yield |
---|---|
With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 3h; Product distribution / selectivity; | 100% |
Stage #1: trimethylsulphonium iodide With sodium hydride In dimethyl sulfoxide for 0.75h; Stage #2: (4-chlorophenyl)(4-iodophenyl)methanone In dimethyl sulfoxide at 20℃; for 24h; | 97% |
97% | |
Stage #1: trimethylsulphonium iodide With sodium hydride In dimethyl sulfoxide for 0.5h; Stage #2: (4-chlorophenyl)(4-iodophenyl)methanone In dimethyl sulfoxide at 20℃; for 24h; Product distribution / selectivity; | 97% |
Stage #1: trimethylsulphonium iodide With sodium hydride In dimethyl sulfoxide for 0.5h; Stage #2: (4-chlorophenyl)(4-iodophenyl)methanone In dimethyl sulfoxide at 20℃; for 24h; | 97% |
Conditions | Yield |
---|---|
With silver(I) azide In water at 0 - 20℃; for 2.5h; | 100% |
Conditions | Yield |
---|---|
Stage #1: trimethylsulphonium iodide With sodium hydride In dimethyl sulfoxide at 20℃; for 0.25h; Stage #2: C14H16N2O In dimethyl sulfoxide for 3h; | 100% |
Conditions | Yield |
---|---|
With potassium hydroxide In acetonitrile at 25 - 60℃; for 3h; Inert atmosphere; | 100% |
trimethylsulphonium iodide
Conditions | Yield |
---|---|
Stage #1: trimethylsulphonium iodide With dimsylsodium In tetrahydrofuran; dimethyl sulfoxide at -5℃; Corey-Tschaikosky Epoxidation; Inert atmosphere; Stage #2: (E)-4-(2-(((tert-butyldimethylsilyl)oxy)methyl)-6,6-dimethylcyclohex-1-en-1-yl)but-3-en-2-one In tetrahydrofuran; dimethyl sulfoxide at 0℃; for 1h; Inert atmosphere; | 100% |
trimethylsulphonium iodide
Conditions | Yield |
---|---|
Stage #1: trimethylsulphonium iodide With dimsylsodium In tetrahydrofuran; dimethyl sulfoxide at -5℃; Corey-Tschaikosky Epoxidation; Inert atmosphere; Stage #2: (3E)-4-(3-isopropyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one In tetrahydrofuran; dimethyl sulfoxide at -5℃; for 0.75h; Inert atmosphere; | 100% |
trimethylsulphonium iodide
2,3-dihydro-benzo[1,4]dioxine-5-carbaldehyde
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 40℃; for 7h; Corey-Tschaikosky Epoxidation; Inert atmosphere; | 100% |
trimethylsulphonium iodide
Conditions | Yield |
---|---|
With potassium hydroxide In acetonitrile at 60℃; for 4h; Inert atmosphere; | 100% |
With potassium hydroxide In acetonitrile at 60℃; for 4h; Johnson-Corey-Chaykovsky Reaction; Inert atmosphere; Schlenk technique; |
trimethylsulphonium iodide
Conditions | Yield |
---|---|
With potassium hydroxide In acetonitrile at 60℃; for 3h; Schlenk technique; Inert atmosphere; | 100% |
2-methylcyclooctanone
trimethylsulphonium iodide
Conditions | Yield |
---|---|
With potassium tert-butylate at 20℃; | 100% |
2-benzylcyclooctan-1-one
trimethylsulphonium iodide
Conditions | Yield |
---|---|
With potassium tert-butylate at 20℃; | 100% |
Molecular Formula: C3H9IS
Formula Weight: 204.07
Synonyms: Trimethylsulfonium iodine ; trimethylsulfone iodide ; Sulfonium, trimethyl-, iodide ; Trimethylsulfoniumiodid
Melting Point: 215-220 °C(lit.)
Water Solubility : TRIMETHYLSULFONIUM IODIDE (2181-42-2) is soluble
Sensitive of TRIMETHYLSULFONIUM IODIDE (2181-42-2) : Light Sensitive
Chemical Properties: TRIMETHYLSULFONIUM IODIDE (2181-42-2) is a white to yellowish crystalline solid
1. | ipr-rat LDLo:88 mg/kg | TXAPA9 Toxicology and Applied Pharmacology. 20 (1971),135. | ||
2. | scu-mus LDLo:300 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 25 (1925),315. | ||
3. | ivn-mus LD50:18 mg/kg | CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#02185 . |
Reported in EPA TSCA Inventory.
Safety: CAUTION: May irritate eyes, skin, and respiratory tract
Hazard Codes : Xi: Irritant
Risk Statements : 36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements : 26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
WGK Germany : 3
RTECS : WR8750000
F : 8: Photosensitive
HS Code : 29309070
Poison by intraperitoneal, subcutaneous, and intravenous routes. When heated to decomposition it emits very toxic fumes of I− and SOx. See also IODIDES.
Storage of TRIMETHYLSULFONIUM IODIDE (2181-42-2): Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Keep container closed when not in use.
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