2181-42-2

Basic information

• Product Name: Trimethylsulfonium iodide
• Synonyms: Trimethylsulfonium iodide,98%;Trimethylsulfonium iodide ,99.5%;Trimethylsulphonium Iodide 99%;triMethylsulfaniuM iodide;TriMethylsulfoniuM iodide, 98% 100GR;TriMethylsulfoniuM iodide, 98% 25GR;TRIMETHYLSULFONIUM IODIDE FOR SYNTHESIS;TriMethylsulfoniuM Iodide, 97+%
• CAS NO: 2181-42-2
• Molecular Formula: C3H9IS
• Molecular Weight: 204.07
• EINECS: 218-555-4
• Product Categories: Iodonium Sulfonium & Oxonium Compounds;Sulfonium Compounds;C-C Bond Formation;OthersOrganic Building Blocks;Sulfonium/Sulfoxonium Compounds;Sulfur Compounds;Synthetic Reagents;Isoquinolines ,Furans ,Quinolines ,Quinaldines
• Mol File: 2181-42-2.mol
• Article Data: 21

Chemical Properties

• Melting Point: 215-220 °C(lit.)
• Appearance: White to yellow/Crystalline Powder, Crystals and/or Chunks
• Density: 1.6554 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: 400g/l
• Water Solubility: soluble
• Sensitive: Light Sensitive
• BRN: 3555192
• CAS DataBase Reference: Trimethylsulfonium iodide(CAS DataBase Reference)
• NIST Chemistry Reference: Trimethylsulfonium iodide(2181-42-2)
• EPA Substance Registry System: Trimethylsulfonium iodide(2181-42-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: WR8750000
• F: 8
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 2181-42-2(Hazardous Substances Data)

Usage

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+IAfter 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.]

InChI:InChI=1/C3H9S.HI/c1-4(2)3;/h1-3H3;1H/q+1;/p-1

Synthetic route

methylthiol (74-93-1) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
In chloroform for 5h; Ambient temperature;	100%

dimethylsulfide (75-18-3) + diiodomethane (75-11-6) → trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
In acetonitrile at 50℃; for 168h; Methylation;	96%

dimethylsulfide (75-18-3) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
In ethanol for 24h; Ambient temperature;	90%
at 20℃; for 16h; Inert atmosphere;	78%
at 25℃; for 15h;	66%

methyl iodide (74-88-4) + /PCATD358--130/ → trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
In tetrahydrofuran 1.) -78 deg C, 6 h, 2.) r.t., 48 h;	72%

dimethylsulfide (75-18-3) + acetyl iodide (507-02-8) → trimethylsulphonium iodide (2181-42-2)

dimethylsulfide (75-18-3) → trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
With iodine at 110 - 120℃;

ethanol (64-17-5) + dimethyl-ethylsulphonium iodide (38263-90-0) → trimethylsulphonium iodide (2181-42-2)

(4-bromo-phenyl)-phenyl-[2]pyridyl-phosphine sulfide (858242-68-9) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
at 100℃;

propylene sulphide (1072-43-1) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

diethylmethylsulfonium iodide (17459-59-5) → trimethylsulphonium iodide (2181-42-2) + triethylsulfonium iodide (1829-92-1)

Conditions	Yield
durch Destillation oder bei mehrstuendigem Kochen;

methanol (67-56-1) + dithiooxamide (79-40-3) + methyl iodide (74-88-4) → Oxalamide (471-46-5) + trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
at 150℃;

phenylmethanethiol (100-53-8) + methyl iodide (74-88-4) → dibenzyl disulphide (150-60-7) + trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
at 100℃; unter Druck;

benzenecarbothioamide (2227-79-4) + methyl iodide (74-88-4) → benzoic acid methyl ester (93-58-3) + trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
at 130℃; im geschlossenen Rohr;

6-(methylthio)-2(Z)-hexene (1086240-66-5) + acetone (67-64-1) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
at 120℃;

methanol (67-56-1) + [1,3,5]trithiane (291-21-4) + methyl iodide (74-88-4) → Dimethoxymethane (109-87-5) + trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
at 80 - 100℃; im Rohr;

[1,3,5]trithiane (291-21-4) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

trithioacetaldehyde (1226972-19-5, 1226972-27-5) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
β-trithioacetaldehyde;

methanol (67-56-1) + carbamoylsulfanyl-acetic acid methyl ester (859918-72-2) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
at 110℃;

methyl thiocyanate (556-64-9) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
at 100℃; im geschlossenen Rohr;

(S,S)-dimethyl trithiocarbonate (2314-48-9) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

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;

ethyl isoamyl sulfide (66481-77-4) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
at 100℃;

O,O,S-trimethyl phosphorothioate (152-20-5) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
at 100℃;

O,O,O-trimethylthiophosphate (152-18-1) + methyl iodide (74-88-4) → O,O,S-trimethyl phosphorothioate (152-20-5) + trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
at 100℃;

ethanol (64-17-5) + diallyl sulphide (592-88-1) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

Dimethyldisulphide (624-92-0) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
at 100℃;

dimethyltrisulfane (3658-80-8) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
at 100℃;

allylmethyl sulfide (10152-76-8) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

diallyl sulphide (592-88-1) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
at 24℃; Geschwindigkeit dieser Reaktion;

ethyl isothiocyanate (542-90-5) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

Conditions	Yield
at 105 - 108℃; im zugeschmolzenen Rohr;

ethyl thioacetate (625-60-5) + methyl iodide (74-88-4) → trimethylsulphonium iodide (2181-42-2)

3-chloro-4-methoxy-benzaldehyde (4903-09-7) + trimethylsulphonium iodide (2181-42-2) → 2-(3-chloro-4-methoxyphenyl)oxirane

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;

trimethylsulphonium iodide (2181-42-2) + benzaldehyde (100-52-7) → styrene oxide (96-09-3)

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%

benzophenone (119-61-9) + trimethylsulphonium iodide (2181-42-2) → 1,1-diphenyloxirane (882-59-7)

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 (2181-42-2) + 5-methoxy-2-(naphthalen-1-yl)benzaldehyde (199117-07-2) → 1-(2-(epoxyethyl)-4-methoxyphenyl)naphthalene (199117-08-3)

Conditions	Yield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In dichloromethane for 96h; Cycloaddition; Heating;	100%

trimethylsulphonium iodide (2181-42-2) + 2-(9-phenanthryl)-5-methoxybenzaldehyde (199117-10-7) → 9-(2-(epoxyethyl)-4-methoxyphenyl)phenanthrene (199117-11-8)

Conditions	Yield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In dichloromethane for 96h; Cycloaddition; Heating;	100%

trimethylsulphonium iodide (2181-42-2) + 3-(2-Formyl-4-methoxyphenyl)dibenzo[b,d]thiophene (354529-43-4) → 2-(2-dibenzothiophen-3-yl-5-methoxy-phenyl)-oxirane

Conditions	Yield
With potassium hydroxide In acetonitrile at 60 - 65℃; for 20h;	100%

trimethylsulphonium iodide (2181-42-2) + 4-(2-formyl-4-methoxyphenyl)dibenzothiophene (485824-06-4) → 4-(2-epoxyethyl-4-methoxyphenyl)dibenzothiophene (485824-12-2)

Conditions	Yield
With potassium hydroxide In acetonitrile at 65 - 70℃; for 20h;	100%

trimethylsulphonium iodide (2181-42-2) + 5-benzyloxy-4,7,8-trimethoxy-naphthalene-2-carbaldehyde (828940-60-9) → 2-(5-benzyloxy-4,7,8-trimethoxy-naphthalen-2-yl)-oxirane (828940-42-7)

Conditions	Yield
With sodium hydride In tetrahydrofuran; dimethyl sulfoxide at 0℃;	100%

6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxaldehyde (409346-73-2) + trimethylsulphonium iodide (2181-42-2) → 6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran (99199-90-3)

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 (842167-37-7) + trimethylsulphonium iodide (2181-42-2) → 2-(2-benzo[b]thiophen-7-yl-5-methoxy-phenyl)-oxirane (842167-38-8)

Conditions	Yield
With potassium hydroxide In acetonitrile at 65℃; for 16h;	100%

2-(4-methoxy-5,6,7,8-tetrahydro-1-naphthyl)thiophene-3-carboxaldehyde + trimethylsulphonium iodide (2181-42-2) → 2-[2-(4-methoxy-5,6,7,8-tetrahydro-naphthalen-1-yl)-thiophen-3-yl]-oxirane (874143-00-7)

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 (874142-97-9) + trimethylsulphonium iodide (2181-42-2) → 2-[3-(4-methoxy-5,6,7,8-tetrahydro-naphthalen-1-yl)-thiophen-2-yl]-oxirane (874142-98-0)

Conditions	Yield
With potassium hydroxide In acetonitrile at 60 - 65℃; for 15h;	100%

N-t-butylcarbonyl-6-(2-isopropoxy-4-formylphenyl)-pyridin-2-ylamine + trimethylsulphonium iodide (2181-42-2) → N-t-butylcarbonyl-6-(2-isopropoxy-4-oxiranylphenyl)-pyridin-2-ylamine (221111-41-7)

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 (362-08-3, 7683-30-9) + trimethylsulphonium iodide (2181-42-2) → 3-hydroxy-2-methoxyestra-1,3,5(10)-triene-17β-spiro-1',2'-oxirane (752246-12-1)

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 (2181-42-2) + 2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde (29668-44-8) → 6-Oxiranyl-2,3-dihydro-benzo[1,4]dioxine (389124-25-8)

Conditions	Yield
With potassium hydroxide; water In acetonitrile at 60℃; for 1.5h;	100%

aqueous sodium chloride + (E)-β-ionone (79-77-6) + trimethylsulphonium iodide (2181-42-2) → 2-Methyl-2-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]oxirane (58689-13-7)

Conditions	Yield
In tetrahydrofuran; water; dimethyl sulfoxide; mineral oil; pentane	100%

(4-bromophenyl)(phenyl)methanone (90-90-4) + trimethylsulphonium iodide (2181-42-2) → 2-(4-bromophenyl)-2-phenyloxirane (1070671-69-0)

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 (241139-90-2) + trimethylsulphonium iodide (2181-42-2) → 3β-(triisopropylsiloxy)-22-homopregn-5-en-20R,22-epoxide (1038992-96-9)

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 (99847-42-4) + trimethylsulphonium iodide (2181-42-2) → (RS)-2-(4-chloro-phenyl)-2-(4-iodo-phenyl)-oxirane (857532-00-4)

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%

trimethylsulphonium iodide (2181-42-2) → trimethylsulfonium azide (7364-15-0)

Conditions	Yield
With silver(I) azide In water at 0 - 20℃; for 2.5h;	100%

C14H16N2O (741705-66-8) + trimethylsulphonium iodide (2181-42-2) → C15H18N2O

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%

C16H10O2S2 (1617510-33-4) + trimethylsulphonium iodide (2181-42-2) → C18H14O2S2 (1617510-38-9)

Conditions	Yield
With potassium hydroxide In acetonitrile at 25 - 60℃; for 3h; Inert atmosphere;	100%

(E)-4-(2-(((tert-butyldimethylsilyl)oxy)methyl)-6,6-dimethylcyclohex-1-en-1-yl)but-3-en-2-one + trimethylsulphonium iodide (2181-42-2) → (E)-tert-butyl((3,3-dimethyl-2-(2-(2-methyloxiran-2-yl)vinyl)cyclohex-1-en-1-yl)methoxy)dimethylsilane

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%

(3E)-4-(3-isopropyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one + trimethylsulphonium iodide (2181-42-2) → (E)-isopropyldimethyl((2,4,4-trimethyl-3-(2-(2-methyloxiran-2-yl)vinyl)cyclohex-2-en-1-yl)oxy)silane

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 (2181-42-2) + 2,3-dihydro-benzo[1,4]dioxine-5-carbaldehyde (29668-43-7) → 5-(oxiran-2-yl)-2,3-dihydro-1,4-benzodioxine

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide at 40℃; for 7h; Corey-Tschaikosky Epoxidation; Inert atmosphere;	100%

6,6'-(thiophene-2,5-diyl)bis(3-octylbenzaldehyde) + trimethylsulphonium iodide (2181-42-2) → 2,5-bis(4-octyl-2-(oxiran-2-yl)phenyl)thiophene

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;

2,5-bis(6-octylbenzo[b]thiophen-2-yl)-1,4-phthalaldehyde + trimethylsulphonium iodide (2181-42-2) → 2,2′-(2,5-bis(6-octylbenzo[b]thiophen-2-yl)-1,4-phenylene)bis(oxirane)

Conditions	Yield
With potassium hydroxide In acetonitrile at 60℃; for 3h; Schlenk technique; Inert atmosphere;	100%

2-methylcyclooctanone (10363-27-6) + trimethylsulphonium iodide (2181-42-2) → 4-methyl-1-oxaspiro[2.7]decane

Conditions	Yield
With potassium tert-butylate at 20℃;	100%

2-benzylcyclooctan-1-one (22442-07-5) + trimethylsulphonium iodide (2181-42-2) → 4-benzyl-1-oxaspiro[2.7]decane

Conditions	Yield
With potassium tert-butylate at 20℃;	100%

Upstream product

• 75-18-3 dimethylsulfide 
• 507-02-8 acetyl iodide 
• 67-56-1 methanol 
• 79-40-3 dithiooxamide 
• 74-88-4 methyl iodide 
• 1086240-66-5 6-(methylthio)-2(Z)-hexene 
• 67-64-1 acetone 
• 291-21-4 [1,3,5]trithiane 
• 1226972-19-5 trithioacetaldehyde 
• 859918-72-2 carbamoylsulfanyl-acetic acid methyl ester 
• 556-64-9 methyl thiocyanate 
• 2314-48-9 (S,S)-dimethyl trithiocarbonate 
• 66481-77-4 ethyl isoamyl sulfide 
• 152-20-5 O,O,S-trimethyl phosphorothioate 

Downstream Products

• 72618-26-9 2-tert-Butylamino-1-[3-(2-hexadecyloxy-1-hexadecyloxymethyl-ethoxymethyl)-phenyl]-ethanol 
• 83390-27-6 2-(4-methoxyphenyl)-2-phenyloxirane 
• 13360-61-7 1-pentadecene 
• 629-73-2 1-Hexadecene 
• 16462-08-1 2,3-diphenylspiro 
• 75265-01-9 1,4-dimethoxy-2,5-dimethyl-3,6-dioxiranylbenzene 
• 57234-61-4 γ-<3-Keto-6-methylcyclohexen-(1)-yl-(1)>-buttersaeuremethylester 
• 101328-30-7 methyl 4-(2,6-dimethyl-3-oxocyclohex-1-enyl)butyrate 
• 90059-27-1 C₁₆H₁₆O₂S 
• 86451-28-7 1,2-Bis-(4-methoxy-phenyl)-aziridine 
• 96-09-3 styrene oxide 
• 6388-72-3 2-(4-methoxyphenyl)oxirane 
• 160912-89-0 (+/-)-(E)-2-[2-(2-nitro-phenyl)-vinyl]-oxirane 
• 14845-40-0 2-oxo-1-methylbicyclo<4.1.0>heptane 

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