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628-39-7

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628-39-7 Usage

Hazard

A poison by ingestion and skin contact. Low toxicity by inhalation. A moderate eye irritant.

Check Digit Verification of cas no

The CAS Registry Mumber 628-39-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 8 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 628-39:
(5*6)+(4*2)+(3*8)+(2*3)+(1*9)=77
77 % 10 = 7
So 628-39-7 is a valid CAS Registry Number.
InChI:InChI=1/C4H10Se2/c1-3-5-6-4-2/h3-4H2,1-2H3

628-39-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name (ethyldiselanyl)ethane

1.2 Other means of identification

Product number -
Other names EINECS 211-042-6

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:628-39-7 SDS

628-39-7Synthetic route

ethyl bromide
74-96-4

ethyl bromide

diethyl diselenide
628-39-7

diethyl diselenide

Conditions
ConditionsYield
With potassium hydroxide; selenium; hydrazine hydrate In water at 40 - 45℃;97%
With potassium hydroxide; selenium(IV) oxide; hydrazine hydrate In water at 40 - 45℃;95%
With disodium diselenide In N,N-dimethyl-formamide at 50℃; for 0.5h;88%
ethyl iodide
75-03-6

ethyl iodide

diethyl diselenide
628-39-7

diethyl diselenide

Conditions
ConditionsYield
With disodium diselenide; tetrabutylammomium bromide In water for 0.05h;90%
With potassium hydroxide; selenium; hydrazine hydrate In water at 60 - 70℃;89%
With sodium hydroxide; selenium; hydrazine hydrate 1.) MeOH, 6 h; Multistep reaction;
With selenium; copper(II) oxide; potassium hydroxide In dimethyl sulfoxide at 90℃; Inert atmosphere;
acetaldehyde
75-07-0

acetaldehyde

diethyl diselenide
628-39-7

diethyl diselenide

Conditions
ConditionsYield
With disodium diselenide; sodium hydrogen selenide; N,N-dimethyl-formamide In ethanol at 60 - 70℃; for 7h;90%
1,2-bis(ethylseleno)-1-phenylethene
95494-85-2

1,2-bis(ethylseleno)-1-phenylethene

A

2,5-bis-phenylselenophene
18782-55-3

2,5-bis-phenylselenophene

B

diethyl diselenide
628-39-7

diethyl diselenide

C

(1-ethylseleno)-1-phenylethene

(1-ethylseleno)-1-phenylethene

D

(tris-ethylselanyl-vinyl)-benzene

(tris-ethylselanyl-vinyl)-benzene

Conditions
ConditionsYield
at 180℃; for 25h;A n/a
B n/a
C 81%
D n/a
n-butyl magnesium bromide
693-03-8

n-butyl magnesium bromide

(Z)-1,2-bis(ethylseleno)ethene
175538-67-7

(Z)-1,2-bis(ethylseleno)ethene

A

diethyl diselenide
628-39-7

diethyl diselenide

B

octane
111-65-9

octane

C

cis-5-decene
7433-78-5

cis-5-decene

D

(Z)-ethyl-1-hexene-1-yl selenide

(Z)-ethyl-1-hexene-1-yl selenide

Conditions
ConditionsYield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether at 20℃; Further byproducts given;A 145 mg
B 226 mg
C 78%
D 42 mg
acetaldehyde
75-07-0

acetaldehyde

A

2,4,6-trimethyl-1,3,5-triselenane
15732-69-1

2,4,6-trimethyl-1,3,5-triselenane

B

diethyl diselenide
628-39-7

diethyl diselenide

Conditions
ConditionsYield
With bis(trimethylsilyl)selenide; boron trifluoride diethyl etherate In dichloromethane at 0℃; for 6h;A 54%
B n/a
(chloromethyl)trimethoxysilane
5926-26-1

(chloromethyl)trimethoxysilane

GENERIC INORGANIC CATION; ethaneselenolate

GENERIC INORGANIC CATION; ethaneselenolate

A

diethyl diselenide
628-39-7

diethyl diselenide

B

bis(trimethoxysilylmethyl) selenide
126912-03-6

bis(trimethoxysilylmethyl) selenide

C

ethyl (trimethoxysilyl)methyl selenide

ethyl (trimethoxysilyl)methyl selenide

D

bis(trimethoxysilylmethyl)diselenide

bis(trimethoxysilylmethyl)diselenide

Conditions
ConditionsYield
In tetrahydrofuran for 1.5h; Heating;A n/a
B n/a
C n/a
D 35%
bis-(1-bromo-vinyl) sulfoxide
17912-00-4

bis-(1-bromo-vinyl) sulfoxide

divinyl selenide
57796-75-5

divinyl selenide

A

diethyl diselenide
628-39-7

diethyl diselenide

B

di<2-(vinylseleno)vinyl> sulfoxide
136308-15-1

di<2-(vinylseleno)vinyl> sulfoxide

Conditions
ConditionsYield
With ammonia; sodium for 0.666667h;A 20%
B 12%
diethyl sulfate
64-67-5

diethyl sulfate

diethyl diselenide
628-39-7

diethyl diselenide

Conditions
ConditionsYield
With disodium diselenide
With potassium diselenide
diethyl ether
60-29-7

diethyl ether

diethyl diselenide
628-39-7

diethyl diselenide

Conditions
ConditionsYield
With aluminum selenide at 250 - 300℃;
ethanol
64-17-5

ethanol

diethyl diselenide
628-39-7

diethyl diselenide

Conditions
ConditionsYield
With aluminum selenide at 250 - 300℃;
ethaneselenol
593-69-1

ethaneselenol

diethyl diselenide
628-39-7

diethyl diselenide

Conditions
ConditionsYield
With air
With oxygen for 24h;
potassium ethyl sulfate
563-17-7

potassium ethyl sulfate

diethyl diselenide
628-39-7

diethyl diselenide

Conditions
ConditionsYield
With potassium diselenide
ethanol
64-17-5

ethanol

ethaneselenol
593-69-1

ethaneselenol

ethylene dibromide
106-93-4

ethylene dibromide

diethyl diselenide
628-39-7

diethyl diselenide

ethyl iodide
75-03-6

ethyl iodide

1-(2-Chloro-ethylsulfanyl)-propyne
80637-16-7

1-(2-Chloro-ethylsulfanyl)-propyne

A

diethyl diselenide
628-39-7

diethyl diselenide

B

1-ethylsulfanyl-propyne
13597-15-4

1-ethylsulfanyl-propyne

Conditions
ConditionsYield
With lithium selenide In ammonia
ethylene dibromide
106-93-4

ethylene dibromide

Na salt of ethylseleno mercaptan

Na salt of ethylseleno mercaptan

A

diethyl diselenide
628-39-7

diethyl diselenide

B

ethene
74-85-1

ethene

ethaneselenol
593-69-1

ethaneselenol

air

air

diethyl diselenide
628-39-7

diethyl diselenide

diethyl ether
60-29-7

diethyl ether

aluminium selenide

aluminium selenide

A

diethyl diselenide
628-39-7

diethyl diselenide

B

diethylselenium
627-53-2

diethylselenium

Conditions
ConditionsYield
at 300 - 350℃;
ethyl bromide
74-96-4

ethyl bromide

A

diethyl diselenide
628-39-7

diethyl diselenide

B

diethyl-triselenide
107976-06-7

diethyl-triselenide

C

diethyltrisulfane
3600-24-6

diethyltrisulfane

D

C4H10S2Se

C4H10S2Se

Conditions
ConditionsYield
With sodium hydroxide; selenium; sulfur; hydrazine hydrate In water at 52 - 56℃; Further byproducts given;
ethyl bromide
74-96-4

ethyl bromide

A

Diethyl disulfide
110-81-6

Diethyl disulfide

B

diethyl diselenide
628-39-7

diethyl diselenide

C

diethyl sulphide
352-93-2

diethyl sulphide

D

diethylselenium
627-53-2

diethylselenium

Conditions
ConditionsYield
With sodium hydroxide; selenium; sulfur; hydrazine hydrate In water at 35℃; Product distribution; Further Variations:; Reagents;A 29.7 % Chromat.
B 36.2 % Chromat.
C 2.2 % Chromat.
D 5.5 % Chromat.
ethyl bromide
74-96-4

ethyl bromide

A

Diethyl disulfide
110-81-6

Diethyl disulfide

B

diethyl diselenide
628-39-7

diethyl diselenide

C

diethylselenium
627-53-2

diethylselenium

D

ethyl ethylselenosulfenate
88890-93-1

ethyl ethylselenosulfenate

Conditions
ConditionsYield
With sodium hydroxide; selenium; sulfur; hydrazine hydrate In water at 35℃; Further byproducts given;A 29.7 % Chromat.
B 36.2 % Chromat.
C 5.5 % Chromat.
D 25.9 % Chromat.
ethyl bromide
74-96-4

ethyl bromide

A

diethyl diselenide
628-39-7

diethyl diselenide

B

diethyl telluride
627-54-3

diethyl telluride

C

diethyl ditelluride
26105-63-5

diethyl ditelluride

D

C4H10SeTe

C4H10SeTe

Conditions
ConditionsYield
With sodium hydroxide; tellurium; sulfur; hydrazine hydrate In water at 35℃; Further byproducts given;A 43.7 % Chromat.
B 3.5 % Chromat.
C 30.3 % Chromat.
D 1.03 % Chromat.
diethyl diselenide
628-39-7

diethyl diselenide

(2,3,4,6-tetra-O-benzyl-2-β-D-glucopyranosyl)tri-n-butylstannane

(2,3,4,6-tetra-O-benzyl-2-β-D-glucopyranosyl)tri-n-butylstannane

ethyl-2,3,4,6-tetra-O-benzyl-1-seleno-β-D-glucopyranoside

ethyl-2,3,4,6-tetra-O-benzyl-1-seleno-β-D-glucopyranoside

Conditions
ConditionsYield
With potassium fluoride; copper(l) chloride In 1,4-dioxane at 110℃; for 24h; Inert atmosphere; stereospecific reaction;96%
diethyl diselenide
628-39-7

diethyl diselenide

bis[bis(trimethylsilyl)amido]stannylene

bis[bis(trimethylsilyl)amido]stannylene

C16H46N2Se2Si4Sn

C16H46N2Se2Si4Sn

Conditions
ConditionsYield
In hexane at 20℃; for 1h; Inert atmosphere;95%
diethyl diselenide
628-39-7

diethyl diselenide

bis[bis(trimethylsilyl)amino]germanium(II)
59863-12-6

bis[bis(trimethylsilyl)amino]germanium(II)

C16H46GeN2Se2Si4

C16H46GeN2Se2Si4

Conditions
ConditionsYield
In hexane at 20℃; for 1h; Inert atmosphere;93%
diethyl diselenide
628-39-7

diethyl diselenide

1,3-di-tert-butyl-2,2-dimethyl-1,3,2,4-diazasilagermaetidine
84806-15-5

1,3-di-tert-butyl-2,2-dimethyl-1,3,2,4-diazasilagermaetidine

[Me2Si(Nt-Bu2)Ge{SeEt}2]

[Me2Si(Nt-Bu2)Ge{SeEt}2]

Conditions
ConditionsYield
In hexane at 70℃; for 1h;92%
diethyl diselenide
628-39-7

diethyl diselenide

methyl 2-(phenylethynyl)benzoate
33578-05-1

methyl 2-(phenylethynyl)benzoate

4-(ethylselanyl)-3-phenyl-1H-isochromen-1-one
1314961-26-6

4-(ethylselanyl)-3-phenyl-1H-isochromen-1-one

Conditions
ConditionsYield
With Oxone In ethanol for 0.666667h; Sonication; regioselective reaction;90%
With tetrabutylammonium tetrafluoroborate In acetonitrile at 20℃; for 0.0833333h; Electrochemical reaction; Green chemistry;89%
Stage #1: diethyl diselenide With iron(III) chloride In dichloromethane at 20℃; for 0.333333h;
Stage #2: methyl 2-(phenylethynyl)benzoate In dichloromethane at 20℃; for 18h; regioselective reaction;
85%
ethyl bromide
74-96-4

ethyl bromide

diethyl diselenide
628-39-7

diethyl diselenide

Conditions
ConditionsYield
With potassium hydroxide; selenium; hydrazine hydrate In water at 40 - 45℃;97%
With potassium hydroxide; selenium(IV) oxide; hydrazine hydrate In water at 40 - 45℃;95%
With disodium diselenide In N,N-dimethyl-formamide at 50℃; for 0.5h;88%
ethyl iodide
75-03-6

ethyl iodide

diethyl diselenide
628-39-7

diethyl diselenide

Conditions
ConditionsYield
With disodium diselenide; tetrabutylammomium bromide In water for 0.05h;90%
With potassium hydroxide; selenium; hydrazine hydrate In water at 60 - 70℃;89%
With sodium hydroxide; selenium; hydrazine hydrate 1.) MeOH, 6 h; Multistep reaction;
With selenium; copper(II) oxide; potassium hydroxide In dimethyl sulfoxide at 90℃; Inert atmosphere;
acetaldehyde
75-07-0

acetaldehyde

diethyl diselenide
628-39-7

diethyl diselenide

Conditions
ConditionsYield
With disodium diselenide; sodium hydrogen selenide; N,N-dimethyl-formamide In ethanol at 60 - 70℃; for 7h;90%
1,2-bis(ethylseleno)-1-phenylethene
95494-85-2

1,2-bis(ethylseleno)-1-phenylethene

A

2,5-bis-phenylselenophene
18782-55-3

2,5-bis-phenylselenophene

B

diethyl diselenide
628-39-7

diethyl diselenide

C

(1-ethylseleno)-1-phenylethene

(1-ethylseleno)-1-phenylethene

D

(tris-ethylselanyl-vinyl)-benzene

(tris-ethylselanyl-vinyl)-benzene

Conditions
ConditionsYield
at 180℃; for 25h;A n/a
B n/a
C 81%
D n/a
n-butyl magnesium bromide
693-03-8

n-butyl magnesium bromide

(Z)-1,2-bis(ethylseleno)ethene
175538-67-7

(Z)-1,2-bis(ethylseleno)ethene

A

diethyl diselenide
628-39-7

diethyl diselenide

B

octane
111-65-9

octane

C

cis-5-decene
7433-78-5

cis-5-decene

D

(Z)-ethyl-1-hexene-1-yl selenide

(Z)-ethyl-1-hexene-1-yl selenide

Conditions
ConditionsYield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether at 20℃; Further byproducts given;A 145 mg
B 226 mg
C 78%
D 42 mg
acetaldehyde
75-07-0

acetaldehyde

A

2,4,6-trimethyl-1,3,5-triselenane
15732-69-1

2,4,6-trimethyl-1,3,5-triselenane

B

diethyl diselenide
628-39-7

diethyl diselenide

Conditions
ConditionsYield
With bis(trimethylsilyl)selenide; boron trifluoride diethyl etherate In dichloromethane at 0℃; for 6h;A 54%
B n/a
(chloromethyl)trimethoxysilane
5926-26-1

(chloromethyl)trimethoxysilane

GENERIC INORGANIC CATION; ethaneselenolate

GENERIC INORGANIC CATION; ethaneselenolate

A

diethyl diselenide
628-39-7

diethyl diselenide

B

bis(trimethoxysilylmethyl) selenide
126912-03-6

bis(trimethoxysilylmethyl) selenide

C

ethyl (trimethoxysilyl)methyl selenide

ethyl (trimethoxysilyl)methyl selenide

D

bis(trimethoxysilylmethyl)diselenide

bis(trimethoxysilylmethyl)diselenide

Conditions
ConditionsYield
In tetrahydrofuran for 1.5h; Heating;A n/a
B n/a
C n/a
D 35%
bis-(1-bromo-vinyl) sulfoxide
17912-00-4

bis-(1-bromo-vinyl) sulfoxide

divinyl selenide
57796-75-5

divinyl selenide

A

diethyl diselenide
628-39-7

diethyl diselenide

B

di<2-(vinylseleno)vinyl> sulfoxide
136308-15-1

di<2-(vinylseleno)vinyl> sulfoxide

Conditions
ConditionsYield
With ammonia; sodium for 0.666667h;A 20%
B 12%
diethyl sulfate
64-67-5

diethyl sulfate

diethyl diselenide
628-39-7

diethyl diselenide

Conditions
ConditionsYield
With disodium diselenide
With potassium diselenide
diethyl ether
60-29-7

diethyl ether

diethyl diselenide
628-39-7

diethyl diselenide

Conditions
ConditionsYield
With aluminum selenide at 250 - 300℃;
ethanol
64-17-5

ethanol

diethyl diselenide
628-39-7

diethyl diselenide

Conditions
ConditionsYield
With aluminum selenide at 250 - 300℃;
ethaneselenol
593-69-1

ethaneselenol

diethyl diselenide
628-39-7

diethyl diselenide

Conditions
ConditionsYield
With air
With oxygen for 24h;
potassium ethyl sulfate
563-17-7

potassium ethyl sulfate

diethyl diselenide
628-39-7

diethyl diselenide

Conditions
ConditionsYield
With potassium diselenide
ethanol
64-17-5

ethanol

ethaneselenol
593-69-1

ethaneselenol

ethylene dibromide
106-93-4

ethylene dibromide

diethyl diselenide
628-39-7

diethyl diselenide

ethyl iodide
75-03-6

ethyl iodide

1-(2-Chloro-ethylsulfanyl)-propyne
80637-16-7

1-(2-Chloro-ethylsulfanyl)-propyne

A

diethyl diselenide
628-39-7

diethyl diselenide

B

1-ethylsulfanyl-propyne
13597-15-4

1-ethylsulfanyl-propyne

Conditions
ConditionsYield
With lithium selenide In ammonia
ethylene dibromide
106-93-4

ethylene dibromide

Na salt of ethylseleno mercaptan

Na salt of ethylseleno mercaptan

A

diethyl diselenide
628-39-7

diethyl diselenide

B

ethene
74-85-1

ethene

ethaneselenol
593-69-1

ethaneselenol

air

air

diethyl diselenide
628-39-7

diethyl diselenide

diethyl ether
60-29-7

diethyl ether

aluminium selenide

aluminium selenide

A

diethyl diselenide
628-39-7

diethyl diselenide

B

diethylselenium
627-53-2

diethylselenium

Conditions
ConditionsYield
at 300 - 350℃;
ethyl bromide
74-96-4

ethyl bromide

A

diethyl diselenide
628-39-7

diethyl diselenide

B

diethyl-triselenide
107976-06-7

diethyl-triselenide

C

diethyltrisulfane
3600-24-6

diethyltrisulfane

D

C4H10S2Se

C4H10S2Se

Conditions
ConditionsYield
With sodium hydroxide; selenium; sulfur; hydrazine hydrate In water at 52 - 56℃; Further byproducts given;
ethyl bromide
74-96-4

ethyl bromide

A

Diethyl disulfide
110-81-6

Diethyl disulfide

B

diethyl diselenide
628-39-7

diethyl diselenide

C

diethyl sulphide
352-93-2

diethyl sulphide

D

diethylselenium
627-53-2

diethylselenium

Conditions
ConditionsYield
With sodium hydroxide; selenium; sulfur; hydrazine hydrate In water at 35℃; Product distribution; Further Variations:; Reagents;A 29.7 % Chromat.
B 36.2 % Chromat.
C 2.2 % Chromat.
D 5.5 % Chromat.
ethyl bromide
74-96-4

ethyl bromide

A

Diethyl disulfide
110-81-6

Diethyl disulfide

B

diethyl diselenide
628-39-7

diethyl diselenide

C

diethylselenium
627-53-2

diethylselenium

D

ethyl ethylselenosulfenate
88890-93-1

ethyl ethylselenosulfenate

Conditions
ConditionsYield
With sodium hydroxide; selenium; sulfur; hydrazine hydrate In water at 35℃; Further byproducts given;A 29.7 % Chromat.
B 36.2 % Chromat.
C 5.5 % Chromat.
D 25.9 % Chromat.
ethyl bromide
74-96-4

ethyl bromide

A

diethyl diselenide
628-39-7

diethyl diselenide

B

diethyl telluride
627-54-3

diethyl telluride

C

diethyl ditelluride
26105-63-5

diethyl ditelluride

D

C4H10SeTe

C4H10SeTe

Conditions
ConditionsYield
With sodium hydroxide; tellurium; sulfur; hydrazine hydrate In water at 35℃; Further byproducts given;A 43.7 % Chromat.
B 3.5 % Chromat.
C 30.3 % Chromat.
D 1.03 % Chromat.
diethyl diselenide
628-39-7

diethyl diselenide

(2,3,4,6-tetra-O-benzyl-2-β-D-glucopyranosyl)tri-n-butylstannane

(2,3,4,6-tetra-O-benzyl-2-β-D-glucopyranosyl)tri-n-butylstannane

ethyl-2,3,4,6-tetra-O-benzyl-1-seleno-β-D-glucopyranoside

ethyl-2,3,4,6-tetra-O-benzyl-1-seleno-β-D-glucopyranoside

Conditions
ConditionsYield
With potassium fluoride; copper(l) chloride In 1,4-dioxane at 110℃; for 24h; Inert atmosphere; stereospecific reaction;96%
diethyl diselenide
628-39-7

diethyl diselenide

bis[bis(trimethylsilyl)amido]stannylene

bis[bis(trimethylsilyl)amido]stannylene

C16H46N2Se2Si4Sn

C16H46N2Se2Si4Sn

Conditions
ConditionsYield
In hexane at 20℃; for 1h; Inert atmosphere;95%
diethyl diselenide
628-39-7

diethyl diselenide

bis[bis(trimethylsilyl)amino]germanium(II)
59863-12-6

bis[bis(trimethylsilyl)amino]germanium(II)

C16H46GeN2Se2Si4

C16H46GeN2Se2Si4

Conditions
ConditionsYield
In hexane at 20℃; for 1h; Inert atmosphere;93%
diethyl diselenide
628-39-7

diethyl diselenide

1,3-di-tert-butyl-2,2-dimethyl-1,3,2,4-diazasilagermaetidine
84806-15-5

1,3-di-tert-butyl-2,2-dimethyl-1,3,2,4-diazasilagermaetidine

[Me2Si(Nt-Bu2)Ge{SeEt}2]

[Me2Si(Nt-Bu2)Ge{SeEt}2]

Conditions
ConditionsYield
In hexane at 70℃; for 1h;92%
diethyl diselenide
628-39-7

diethyl diselenide

methyl 2-(phenylethynyl)benzoate
33578-05-1

methyl 2-(phenylethynyl)benzoate

4-(ethylselanyl)-3-phenyl-1H-isochromen-1-one
1314961-26-6

4-(ethylselanyl)-3-phenyl-1H-isochromen-1-one

Conditions
ConditionsYield
With Oxone In ethanol for 0.666667h; Sonication; regioselective reaction;90%
With tetrabutylammonium tetrafluoroborate In acetonitrile at 20℃; for 0.0833333h; Electrochemical reaction; Green chemistry;89%
Stage #1: diethyl diselenide With iron(III) chloride In dichloromethane at 20℃; for 0.333333h;
Stage #2: methyl 2-(phenylethynyl)benzoate In dichloromethane at 20℃; for 18h; regioselective reaction;
85%
diethyl diselenide
628-39-7

diethyl diselenide

ethaneselenol
593-69-1

ethaneselenol

Conditions
ConditionsYield
With tri-n-butyl-tin hydride In various solvent(s) under 0.0750075 Torr; Reduction;89%
With ethanol; sodium
diethyl diselenide
628-39-7

diethyl diselenide

1,2-diisocyanobenzene
94217-36-4

1,2-diisocyanobenzene

2,3-bis(ethylselanyl)quinoxaline

2,3-bis(ethylselanyl)quinoxaline

Conditions
ConditionsYield
In chloroform-d1 at 20℃; for 9h; Inert atmosphere; Irradiation;88%
diethyl diselenide
628-39-7

diethyl diselenide

25,27-bis(2-chloroethoxy)-26,28-dihydroxy-5,11,17,23-tetra(tert-butyl)calix[4]arene
189296-97-7

25,27-bis(2-chloroethoxy)-26,28-dihydroxy-5,11,17,23-tetra(tert-butyl)calix[4]arene

C52H72O4Se2

C52H72O4Se2

Conditions
ConditionsYield
With sodium hydroxide; potassium borohydride; ethanol In tetrahydrofuran for 8h; Substitution; Heating;87%
diethyl diselenide
628-39-7

diethyl diselenide

adamantylidene-adamantane
30541-56-1

adamantylidene-adamantane

C22H33Se(1+)*Cl6Sb(1-)

C22H33Se(1+)*Cl6Sb(1-)

Conditions
ConditionsYield
Stage #1: diethyl diselenide With sulfuryl dichloride In dichloromethane at -196 - -20℃; for 0.5h;
Stage #2: With antimonypentachloride In dichloromethane at -78℃; for 0.166667h;
Stage #3: adamantylidene-adamantane In dichloromethane at -40 - 0℃; for 2h;
87%
diethyl diselenide
628-39-7

diethyl diselenide

10-chloro-5,5-difluoro-3,7-dimethyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2',1'-f ][1,3,2]diazaborinine

10-chloro-5,5-difluoro-3,7-dimethyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2',1'-f ][1,3,2]diazaborinine

10-(ethylselanyl)-5,5-difluoro-3,7-dimethyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2',1'-f ][1,3,2]diazaborinine

10-(ethylselanyl)-5,5-difluoro-3,7-dimethyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2',1'-f ][1,3,2]diazaborinine

Conditions
ConditionsYield
Stage #1: diethyl diselenide With sodium tetrahydroborate In tetrahydrofuran at 0 - 20℃; for 1.25h; Inert atmosphere;
Stage #2: 10-chloro-5,5-difluoro-3,7-dimethyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2',1'-f ][1,3,2]diazaborinine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;
87%
diethyl diselenide
628-39-7

diethyl diselenide

coumarin
91-64-5

coumarin

3-(ethylselanyl)-2H-chromen-2-one

3-(ethylselanyl)-2H-chromen-2-one

Conditions
ConditionsYield
With bis-[(trifluoroacetoxy)iodo]benzene In dichloromethane at 20℃; for 5h; regioselective reaction;83%

628-39-7Relevant academic research and scientific papers

Organoselenides from Nicotiana tabacum genetically modified to accumulate selenium

Matich, Adam J.,McKenzie, Marian J.,Brummell, David A.,Rowan, Daryl D.

, p. 1098 - 1106 (2009)

Nicotiana tabacum L. (tobacco) plants were transformed to overexpress a selenocysteine methyltransferase gene from the selenium hyperaccumulator Astragalus bisulcatus (Hook.) A. Gray (two-grooved milkvetch), and an ATP-sulfurylase gene from Brassica oleracea L. var. italica (broccoli). Solvent extraction of leaves harvested from plants treated with selenate revealed five selenium-containing compounds, of which four were identified by chemical synthesis as 2-(methylseleno)acetaldehyde, 2,2-bis(methylseleno)acetaldehyde, 4-(methylseleno)-(2E)-nonenal, and 4-(methylseleno)-(2E,6Z)-nonadienal. These four compounds have not previously been reported in nature.

Aqueous phase preparation method of dialkyl diselenide ether compound

-

Paragraph 0037-0041, (2021/11/21)

The method comprises the following steps: taking the compound represented by the formula (II) as a reaction raw material and I as a reaction raw material, and taking water or ethanol as a solvent under Se 40 - 75 °C conditions to obtain the reaction liquid to obtain the dialkyl diselenium ether compound shown in the formula (II KOH). The reaction is short in reaction time, does not need a metal catalyst, uses water as a solvent, and belongs to green and environment-friendly reaction. Economy, high efficiency, green, environmental protection.

Continuous Electrochemical Synthesis of Iso-Coumarin Derivatives from o-(1-Alkynyl) Benzoates under Metal- and Oxidant-Free

Lin, Xinxin,Fang, Zheng,Zeng, Cuilian,Zhu, Chenlong,Pang, Xinyan,Liu, Chengkou,He, Wei,Duan, Jindian,Qin, Ning,Guo, Kai

supporting information, p. 13738 - 13742 (2020/10/02)

A non-oxidant and metal-free strategy for synthesizing iso-coumarin by using a continuous electrochemical microreactor to initiate an oxidative cyclization reaction of o-(1-alkynyl) benzoate and radicals. This efficient and clean continuous electrosynthesis method not only avoids the complicated gas protection operation and production of by-products in the batch processes, but also help to overcome the difficulty that batch metal catalysis and electrocatalysis are difficult to scale up, and has the potential for pilot-scale experiment.

Recyclable 1,2-bis[3,5-bis(trifluoromethyl)phenyl]diselane-catalyzed oxidation of cyclohexene with H2O2: A practical access to trans-1,2-cyclohexanediol

Yu, Lei,Wang, Jun,Chen, Tian,Wang, Yuguang,Xu, Qing

, p. 652 - 656 (2014/08/05)

1,2-Bis[3,5-bis(trifluoromethyl)phenyl]diselane-catalyzed oxidation of cyclohexene by hydrogen peroxide affords a quick, clean and practical access to the important compound trans-1,2-cyclohexanediol under mild conditions. The highly atom-economic properties, clean procedures, high reaction concentration, short reaction time, mild conditions and eco-friendly, recyclable and low loading catalysts facilitate this methodology for possible future practical industrial production. Copyright

Reaction of Mono- and Dihaloalkanes with Mixed Solutions of Chalcogens in Alkaline Reductive Systems

Deryagina,Grabel'nykh,Mamaseva

, p. 711 - 714 (2007/10/03)

Sufur-selenium, sulfur-tellurium, selenium-tellurium, and sulfur-selenium-tellurium mixtures readily dissolve in the hydrazine hydrate-alkali system to form chalcogenide anions. Alkylation of the latter with ethyl bromide results in preferential formation

Perthio- and perseleno-1,3-butadienes, -but-1-ene-3-ynes, and -[3]-cumulenes: One-step syntheses from 1,4-dilithio-1,3-butadiyne

Block, Eric,Tries, Frank,He, Chunhong,Guo, Chuangxing,Thiruvazhi, Mohan,Toscano, Paul J.

, p. 1325 - 1327 (2007/10/03)

(Matrix presented) Treatment of 1,4-dilithio-1,3-butadiyne (1) with dichalcogenides RSSR or RSeSeR affords dithio- and diseleno-1,3-butadiynes (2, 3), perthio- and perseleno-[3]-cumulenes (4, 5), perthio- and perseleno-1,3-butadienes (6, 7), and/or perthio- and perseleno-but-1-ene-3-ynes (8, 9). The products can be controlled by stoichiometry and temperature, by the presence or absence of oxygen, and by choice of the "R" group. By X-ray crystallography, hexa(methylthio)-1,3-butadiene is highly twisted, with a torsion angle [Φ(CCCC)] of 84.7° and an elongated C(2)-C(3) distance of 1.484(3) A.

Cross-coupling of (Z)-1,2-bis(ethylseleno)ethene with the Grignard reagents

Martynov, Alexander V.,Potapov, Vladimir A.,Amosova, Svetlana V.,Makhaeva, Nataliya A.,Beletskaya, Irina P.,Hevesi, Laszlo

, p. 101 - 103 (2007/10/03)

The nickel-catalyzed cross-coupling of (Z)-1,2-bis(ethylseleno)ethene with the alkyl magnesium bromides proceeds with substitution of both ethylseleno groups to afford symmetrical alkenes, (Z)-RCH=CHR, in high yield with complete retention of configuratio

New Routes to Poly(Alkylene Sulfidoselenides)

Deryagina, E. N.,Grabelnykh, V. A.,Russavskaya, N. V.,Alekminskaya, O. V.

, p. 1729 - 1733 (2007/10/03)

A procedure was developed for preparing mixed poly(alkylene sulfidoselenides) by simultaneous dissolution of sulfur and selenium in basic reducing systems NaOH (KOH)-N2H4 * H2O-H2O, followed by alkylation of the resulting solutions with bielectrophilic agents.

A Route to Organyl(trialkoxysilyl)chalcogenides and Dichalcogenides, Bis(trialkoxysilylmethyl)chalcogenides and Dichalcogenides

Sorokin, M. S.,Voronkov, M. G.

, p. 1883 - 1890 (2007/10/03)

Reactions of organylchalcogenomagnesium halides RYMgX (in situ) (R = Me, Et, Ph; Y = S, Se, Te; X = Br, I) with (halomethyl)trialkoxysilanes X'CH2Si(OR')3 (X' = Cl, I; R' = Me, Et) at reflux in tetra-hydrofuran and the systems of tetrahydrofuran-acetonitrile 1 :2, and ether-acetonitrile 1:2 are studied. These reactions are shown to lead to formation of mixtures of corresponding organyl(trialkoxysilylmethyl)chalcogenide and -dichalcogenide, bis(trialkoxysilyl methyl)chalcogenide and -dichalcogenide, as well as the contaminants 2,2,6,6-tetraalkoxy-2,6-disila-4-chalcogen-1-oxane, diorganylchalcogenide and -dichalcogenide, and other organic and organosilicon compounds. Composition of the formed mixtures depends considerably on the structure of R, nature of the chalcogen Y (S, Se, Te), and halides X and X' in the initial reagents, and reaction conditions. The most of synthesized and isolated organosilicon chalcogenides are newly obtained compounds.

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