selenothiobenzoic acid Se-methyl ester
dimethyl amine
A
dimethyl diselenide
B
N,N-dimethylthiobenzamide
Conditions | Yield |
---|---|
In dichloromethane | A n/a B 100% |
1-Methylselanyl-2-phenyl-ethanethione
dimethyl amine
A
dimethyl diselenide
B
N,N-dimethyl-2-phenylethanethioamide
Conditions | Yield |
---|---|
In dichloromethane | A n/a B 100% |
(4-Methoxy-phenyl)-methylselanyl-methanethione
dimethyl amine
A
dimethyl diselenide
B
4-methoxy-N,N-dimethylbenzenecarbothioamide
Conditions | Yield |
---|---|
In dichloromethane | A n/a B 100% |
Conditions | Yield |
---|---|
In d(4)-methanol for 0.5h; | 100% |
Conditions | Yield |
---|---|
With potassium hydroxide; selenium; hydrazine hydrate In water at 30 - 32℃; | 98% |
With potassium hydroxide; selenium(IV) oxide; hydrazine hydrate In water at 30 - 32℃; | 95% |
With selenium; sodium tetrahydroborate In ethanol; N,N-dimethyl-formamide for 1h; | 82% |
1-(4-methylphenyl)-1,1-bis(methylseleno)ethane
A
dimethyl diselenide
B
1-Methyl-4-(1-methylselanyl-ethyl)-benzene
Conditions | Yield |
---|---|
With methyl selenide; zinc(II) chloride In dichloromethane for 15h; Ambient temperature; | A n/a B 95% |
Conditions | Yield |
---|---|
With sodium hydroxide; selenium; tetrabutylammomium bromide; hydrazine hydrate In water at 15 - 20℃; | 90% |
With potassium hydroxide; selenium; sodium hydrogensulfite In water Heating; | 73% |
With sodium hydroxide; selenium; hydrazine hydrate In water 1.) room temp., 7 h, 2) 15 --> 20 deg C; | 69% |
With sodium hydroxide; selenium; rongalite In water |
Conditions | Yield |
---|---|
With sodium hydroxide; selenium; hydrazine hydrate In N,N-dimethyl-formamide 1.) room temp., 6 h; | 88% |
With disodium diselenide |
Conditions | Yield |
---|---|
With sodium perborate In ethanol at 20℃; for 5h; | 86% |
With potassium hydroxide; dihydrogen peroxide 2.) ether, 0 deg C, 4 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With selenium; sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h; | A 72% B n/a |
Conditions | Yield |
---|---|
With potassium hydroxide; selenium; hydrazine hydrate at 35 - 40℃; | A 67% B 12% |
Conditions | Yield |
---|---|
With selenium; sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h; | A 60% B n/a |
Conditions | Yield |
---|---|
With selenium; sodium hydride; diethylamine In N,N,N,N,N,N-hexamethylphosphoric triamide at 120℃; for 3h; | A n/a B 48% |
Conditions | Yield |
---|---|
With selenium; sodium hydride In N,N,N,N,N,N-hexamethylphosphoric triamide at 120℃; for 3h; | A n/a B 48% |
Conditions | Yield |
---|---|
With selenium; sodium hydride In N,N,N,N,N,N-hexamethylphosphoric triamide at 130℃; for 3h; | A n/a B 47% |
Conditions | Yield |
---|---|
With selenium; sodium hydride; diethylamine In N,N,N,N,N,N-hexamethylphosphoric triamide at 130℃; for 3h; | A n/a B 47% |
Conditions | Yield |
---|---|
With selenium; sodium hydride; diethylamine In N,N,N,N,N,N-hexamethylphosphoric triamide at 120℃; for 4h; | A n/a B 40% |
Conditions | Yield |
---|---|
With selenium; sodium hydride In N,N,N,N,N,N-hexamethylphosphoric triamide at 120℃; for 4h; | A n/a B 40% |
dimethyl sulfoxide
A
dimethylsulfide
B
dimethyl diselenide
C
Dimethyldisulphide
D
dimethylselenenyl sulfide
Conditions | Yield |
---|---|
With potassium hydroxide; selenium; water at 110℃; for 6h; Further byproducts given; | A 8.2% B 0.2% C 3.3% D 0.5% |
With potassium hydroxide; selenium; water at 110℃; for 6h; Further byproducts given; | A 8.2% B 0.2% C 3.3% D 0.2% |
dimethyl sulfoxide
A
dimethylsulfide
B
dimethyl diselenide
C
Dimethyldisulphide
D
methyl methylthiomethyl selenide
Conditions | Yield |
---|---|
With potassium hydroxide; selenium; water at 110℃; for 6h; Further byproducts given; | A 8.2% B 0.2% C 3.3% D 0.1% |
tetrachloromethane
methyl selenide
A
dimethyl diselenide
B
trimethyl orthoselenoformate
Conditions | Yield |
---|---|
reagiert als Natriumsalz; |
Conditions | Yield |
---|---|
With potassium diselenide |
Conditions | Yield |
---|---|
With phosphorus pentaselenide |
Conditions | Yield |
---|---|
With potassium diselenide; water | |
With disodium diselenide; water at 100℃; |
Conditions | Yield |
---|---|
Yield given. Multistep reaction; |
2,2-bis(methylseleno)undecane
A
dimethyl diselenide
B
methyl nonyl ketone
Conditions | Yield |
---|---|
With sulfuric acid at 20℃; for 0.5h; Yield given; | |
With sulfuric acid at 20℃; for 0.5h; transformation of selenoacetals to carbonyl compounds; |
Conditions | Yield |
---|---|
With sodium hydroxide; selenium; hydrazine hydrate 1.) 6 h, room temperature, water, 2.) room temperature, water; Yield given. Multistep reaction; |
α-(methylseleno)-p-nitrostyrene
A
dimethyl diselenide
B
methyl selenide
Conditions | Yield |
---|---|
With sulfuric acid In methanol | |
With sulfuric acid In methanol Title compound not separated from byproducts; | |
With sulfuric acid In methanol Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
In benzene-d6 at 20℃; | 100% |
dimethyl diselenide
Conditions | Yield |
---|---|
Stage #1: 1,3-dibromo-5-methoxy-2-((4-methoxyphenyl)ethynyl)benzene With n-butyllithium In tetrahydrofuran at -78℃; for 1.5h; Inert atmosphere; Stage #2: dimethyl diselenide In tetrahydrofuran at -78 - 20℃; for 3h; Inert atmosphere; | 100% |
dimethyl diselenide
2-Fluoro-4-(trifluoromethyl)benzaldehyde
Conditions | Yield |
---|---|
Stage #1: dimethyl diselenide With 1,4-dithiothreitol In N,N-dimethyl-formamide at 25℃; for 0.5h; Inert atmosphere; Stage #2: 2-Fluoro-4-(trifluoromethyl)benzaldehyde In N,N-dimethyl-formamide at 25℃; for 0.25h; Inert atmosphere; Stage #3: With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 25℃; for 0.25h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With bromine In dichloromethane at 0℃; | 99% |
dimethyl diselenide
Conditions | Yield |
---|---|
With α,α-diphenylbenzenemethanesulfenyl chloride In chloroform at 20℃; for 0.0833333h; | 98% |
dimethyl diselenide
chloroacetic acid ethyl ester
ethyl 2-(methylselanyl)acetate
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol at 0℃; for 1h; | 98% |
Conditions | Yield |
---|---|
With dihydrogen peroxide; sodium iodide In dimethyl sulfoxide at 50℃; for 3h; Schlenk technique; | 98% |
With dihydrogen peroxide; sodium iodide In dimethyl sulfoxide at 50℃; | 91% |
dimethyl diselenide
Conditions | Yield |
---|---|
With α,α-diphenylbenzenemethanesulfenyl chloride In chloroform at 20℃; for 0.0833333h; | 96% |
dimethyl diselenide
2,2'-O-anhydro-1-<5'-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranosyl>uracil
5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-Se-methoxyuridine
Conditions | Yield |
---|---|
Stage #1: dimethyl diselenide With sodium tetrahydroborate In tetrahydrofuran; ethanol Stage #2: 2,2'-O-anhydro-1-<5'-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranosyl>uracil In tetrahydrofuran; ethanol at 20℃; for 3h; Further stages.; | 96% |
With sodium tetrahydroborate In tetrahydrofuran; ethanol at 20℃; for 2h; | 92% |
2-chloromethyl-3-chloroprop-1-ene
dimethyl diselenide
3-methylseleno-2-methyl-selenomethyl-1-propene
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide | 95% |
With sodium hydride 1.) DMF, 20 deg C, 1 h, 2.) DMF, 20 deg C, 2 h; Yield given. Multistep reaction; |
(pentamethylcyclopentadienyl)(dicarbonyl)iridium(I)
dimethyl diselenide
(C5(CH3)5)Ir(CO)(SeCH3)2
Conditions | Yield |
---|---|
In tetrahydrofuran byproducts: CO; Irradiation (UV/VIS); Ar-atmosphere; irradiation of equimolar amts. (15°C, 40 min); evapn. (vac.), chromy. (SiO2, CH2Cl2/pentane=1:1), recrystn. (CHCl3/hexane, -25°C); | 95% |
Conditions | Yield |
---|---|
Stage #1: dimethyl diselenide With sodium tetrahydroborate In ethanol at 20℃; for 0.333333h; Inert atmosphere; Stage #2: benzaldehyde In ethanol at 150℃; for 2h; | 95% |
dimethyl diselenide
2-nitro-4-methoxybenzoic acid
Conditions | Yield |
---|---|
With 1,10-Phenanthroline; oxygen; copper diacetate; potassium carbonate In toluene at 150℃; under 760.051 Torr; for 24h; Schlenk technique; Sealed tube; | 95% |
With 1,10-Phenanthroline; oxygen; copper diacetate; potassium carbonate In toluene at 140℃; for 24h; | 85% |
dimethyl diselenide
(E)-methyl 2-(azidomethyl)-5-phenylpent-2-en-4-ynoate
Conditions | Yield |
---|---|
With copper dichloride In acetonitrile at 0℃; for 1h; | 95% |
dimethyl diselenide
N6-benzoyl-2',3'-O-isopropylidene-5'-O-(triethylsilyl)adenosine
Conditions | Yield |
---|---|
With 4-toluenesulfonyl azide; lithium diisopropyl amide In tetrahydrofuran; hexane at -78 - 0℃; | 94% |
dimethyl diselenide
5-(3-(methylselanyl)propyl)-10,11-dihydro-5H-dibenzo[b,f]azepine
Conditions | Yield |
---|---|
Stage #1: dimethyl diselenide With sodium tetrahydroborate; ethanol In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propanol methanesulfonate In tetrahydrofuran at 20℃; for 0.666667h; Inert atmosphere; | 94% |
1,3-di-tert-butyl-2,2-dimethyl-1,3,2,4-diazasilagermaetidine
dimethyl diselenide
Conditions | Yield |
---|---|
In hexane at 70℃; for 1h; | 94% |
Conditions | Yield |
---|---|
With sodium hydroxide; hydrazine hydrate; tetraethylammonium chloride In N,N-dimethyl-formamide | 93% |
dimethyl diselenide
Conditions | Yield |
---|---|
With tritylsulfenyl chloride In chloroform at 20℃; for 0.166667h; | 93% |
dimethyl diselenide
N,N-dimethyl-2-(2-phenylethynyl)aniline
1-methyl-3-(methylselanyl)-2-phenyl-1H-indole
Conditions | Yield |
---|---|
With iodine; iron In acetonitrile at 80℃; for 3h; Inert atmosphere; | 93% |
Conditions | Yield |
---|---|
With antimony(III) chloride In dichloromethane at 20℃; | 92% |
The Diselenide, dimethyl(9CI), with CAS registry number 7101-31-7, belongs to the following product categories: (1)Pharmaceutical Intermediates; (2)Classes of Metal Compounds; (3)Se (Selenium) Compounds; (4)Semimetal Compounds. It has the systematic name of dimethyldiselane. This chemical should be stored at the temperature of 0-6°C.
Physical properties of Diselenide, dimethyl(9CI): (1)ACD/LogP: 2.40; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.4; (4)ACD/LogD (pH 7.4): 2.4; (5)ACD/BCF (pH 5.5): 39.39; (6)ACD/BCF (pH 7.4): 39.39; (7)ACD/KOC (pH 5.5): 482.64; (8)ACD/KOC (pH 7.4): 482.64; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 0 Å2; (13)Enthalpy of Vaporization: 37.92 kJ/mol; (14)Vapour Pressure: 3.34 mmHg at 25°C.
Preparation: this chemical can be prepared by bromomethane. This reaction will need reagents NaOH, Se, N2H4.H2O and solvent dimethylformamide. The yield is about 88%.
Uses of Diselenide, dimethyl(9CI): it can be used to produce methaneselenol. This reaction will need reagent mercury
water.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed. R33:Danger of cumulative effects. R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
When you are using this chemical, please be cautious about it as the following:
The Diselenide, dimethyl(9CI) is toxic by inhalation, in contact with skin and if swallowed. And it has danger of cumulative effects. This chemical is very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment, so avoid release to the environment. Refer to special instructions / safety data sheets. When using, do not eat or drink and smoke. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) After contact with skin, wash immediately with plenty of soap-suds. After using it, this material and its container must be disposed of as hazardous waste.
You can still convert the following datas into molecular structure:
(1)SMILES: [Se]([Se]C)C
(2)InChI: InChI=1/C2H6Se2/c1-3-4-2/h1-2H3
(3)InChIKey: VLXBWPOEOIIREY-UHFFFAOYAB
(4)Std. InChI: InChI=1S/C2H6Se2/c1-3-4-2/h1-2H3
(5)Std. InChIKey: VLXBWPOEOIIREY-UHFFFAOYSA-N
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