627-53-2

Basic information

• Product Name: DIETHYL SELENIDE
• Synonyms: DIETHYL SELENIDE;(C2H5)2Se;1-(Ethylselanyl)ethane;1,1’-selenobis-ethane;Diethyl monoselenide;Diethyl selenium;diethylmonoselenide;diethylselane
• CAS NO: 627-53-2
• Molecular Formula: C₄H₁₀Se
• Molecular Weight: 137.08
• Product Categories: Precursors by Metal;Selenium;Vapor Deposition Precursors;Aliphatics
• Mol File: 627-53-2.mol
• Article Data: 11

Chemical Properties

• Melting Point: 55°C
• Boiling Point: 108 °C(lit.)
• Flash Point: 72 °F
• Appearance: /solid
• Density: 1.232 g/mL at 25 °C(lit.)
• Vapor Pressure: 30.9mmHg at 25°C
• Refractive Index: 1.4768
• CAS DataBase Reference: DIETHYL SELENIDE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL SELENIDE(627-53-2)
• EPA Substance Registry System: DIETHYL SELENIDE(627-53-2)

Safety Data

• Hazard Codes: T,N
• Statements: 10-23/25-33-50/53
• Safety Statements: 16-20/21-23-28-45-60-61
• RIDADR: UN 3440 6.1/PG 2
• WGK Germany: 3
• RTECS: VS6870000
• HazardClass: 4.2
• PackingGroup: I
• Hazardous Substances Data: 627-53-2(Hazardous Substances Data)

Usage

Uses

Diethyl Selenide is a new volatile selenium agent in fermentation gases produced by composting duck manure. Diethyl Selenide is an air pollutant.

InChI:InChI=1/C4H10Se/c1-3-5-4-2/h3-4H2,1-2H3

Synthetic route

ethyl iodide (75-03-6) → diethylselenium (627-53-2)

Conditions	Yield
With potassium hydroxide; selenium; hydrazine hydrate at 40 - 50℃;	99%

diethyl selenoxide (17696-75-2) → diethylselenium (627-53-2)

Conditions	Yield
With hexamethyldisilathiane In dichloromethane at 40℃; for 2h;	97%

ethyl bromide (74-96-4) → diethylselenium (627-53-2)

Conditions	Yield
With potassium hydroxide; selenium; hydrazine hydrate at 35 - 40℃;	83%
With piazselenole; magnesium 1.) diethyl ether, 2.) diethyl ether, reflux, 15 min; Yield given. Multistep reaction;

ethyl bromide (74-96-4) → diethylselenium (627-53-2) + divinyl selenide (57796-75-5) + vinyl ethyl selenide (87925-91-5)

Conditions	Yield
With potassium hydroxide; red selenium; water; tin(ll) chloride; acetylene at 105 - 115℃; under 9120 Torr; for 5h;	A 4% B 21% C 44%

ethyl bromide (74-96-4) + acetylene (74-86-2) → diethylselenium (627-53-2) + divinyl selenide (57796-75-5) + vinyl ethyl selenide (87925-91-5)

Conditions	Yield
With potassium hydroxide; red selenium; water; tin(ll) chloride at 105 - 115℃; under 9120 Torr; for 5h;	A 4% B 21% C 44%

acetylene (74-86-2) → diethylselenium (627-53-2) + divinyl selenide (57796-75-5) + vinyl ethyl selenide (87925-91-5)

Conditions	Yield
With potassium hydroxide; red selenium; water; ethidium Bromide; tin(ll) chloride at 105 - 115℃; under 9120 Torr; for 5h;	A 4% B 21% C 44%

ethene (74-85-1) → diethylselenium (627-53-2) + ethaneselenol (593-69-1)

Conditions	Yield
With molybdenum (IV) sulfide; selen(o) hydrogen at 220℃;

ethaneselenol (593-69-1) + sodium ethanolate (141-52-6) → diethylselenium (627-53-2) + triselenoorthoformic acid triethyl ester (873964-28-4)

Conditions	Yield
folgendes Behandeln mit CCl4;

diethylmercury (627-44-1) → diethylselenium (627-53-2)

Conditions	Yield
With selenium(IV) oxide at 50℃;

diethylmercury (627-44-1) → diethylselenium (627-53-2) + ethylmercury (1+); selenite

Conditions	Yield
With selenium(IV) oxide

potassium ethyl sulfate (563-17-7) → diethylselenium (627-53-2)

Conditions	Yield
With potassium hydroxide; phosphorus selenide

4-ethylselanyl-but-1-en-3-yne (36996-91-5) + diethylcalcium (2399-72-6) → 3-buten-1-yne (689-97-4) + diethylselenium (627-53-2)

Conditions	Yield
With water

4-ethylselanyl-but-1-en-3-yne (36996-91-5) + diethylstrontium (2399-59-9) → 3-buten-1-yne (689-97-4) + diethylselenium (627-53-2)

Conditions	Yield
With water

diethyl ether (60-29-7) + aluminium selenide → diethyl diselenide (628-39-7) + diethylselenium (627-53-2)

Conditions	Yield
at 300 - 350℃;

selenium(IV) oxide (7446-08-4) + diethylmercury (627-44-1) → diethylselenium (627-53-2) + bis-ethylmercury-selenite

Conditions	Yield
at 50℃;

ethyl bromide (74-96-4) → Diethyl disulfide (110-81-6) + diethyl sulphide (352-93-2) + diethylselenium (627-53-2) + ethyl ethylselenosulfenate (88890-93-1)

Conditions	Yield
With sodium hydroxide; selenium; sulfur; hydrazine hydrate In water at 52 - 56℃; Product distribution; Further Variations:; Reagents;

ethyl bromide (74-96-4) → Diethyl disulfide (110-81-6) + diethyl diselenide (628-39-7) + diethyl sulphide (352-93-2) + diethylselenium (627-53-2)

Conditions	Yield
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) → Diethyl disulfide (110-81-6) + diethyl diselenide (628-39-7) + diethylselenium (627-53-2) + ethyl ethylselenosulfenate (88890-93-1)

Conditions	Yield
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.

propionic acid (802294-64-0) → diethylselenium (627-53-2)

Conditions	Yield
With sodium selenite; sodium selenate In water UV-irradiation;

selenium(IV) oxide (7446-08-4) → selenium (7782-49-2) + diethylselenium (627-53-2)

Conditions	Yield
With ethanol; phosphan In ethanol
With ethanol In ethanol at 150°C in an autoclave;;
With PH3; ethanol In ethanol
With ethanol In ethanol at 150°C in an autoclave;;

diethylselenium (627-53-2) + acetylene (74-86-2) → selenophene (288-05-1)

Conditions	Yield
at 460℃;	100%
In methanol at 440℃; for 1.28333h;	89.5%
With Diethyl disulfide at 510℃;
With methanol thermolysis;
With methanol Thermolysis;

diethylselenium (627-53-2) + titanium tetrachloride (7550-45-0) → TiCl4(Se(C2H5)2)2 (201152-09-2)

Conditions	Yield
In hexane Ar-atmosphere; stoich. amts.; removal of volatiles, sublimation; elem. anal.;	96%

diethylselenium (627-53-2) + (N,N'-bis(2-phenylethyl)-2,6-pyridinedicarboxamidato)(η1-acetonitrile)palladium(II) (262273-58-5) → [N,N'-bis(2-phenylethyl)-2,6-pyridinedicarboxamidato](diethylselenide)palladium(II) (876289-15-5)

Conditions	Yield
In dichloromethane (N2); dissolving of Pd(NCMe)(C5H3N(CONCH2CH2Ph)2) in CH2Cl2; addn. of SeEt2; stirring overnight; addn. of heptane, filtration of suspn., washing with heptane, drying in vac., elem. anal.;	81%
In chloroform-d1 (N2); dissolving of Pd(NCMe)(C5H3N(CONCH2CH2Ph)2) in CDCl3; addn. of SeEt2; monitoring by NMR;

diethylselenium (627-53-2) + N-tosyl-2-vinylbenzamide (1578268-90-2) → (Z)-N-(3-((ethylselanyl)methyl)isobenzofuran-1(3H)-ylidene)-4-methylbenzenesulfonamide

Conditions	Yield
With lithium perchlorate In acetonitrile at 20℃; for 0.0166667h; Electrochemical reaction; Green chemistry;	78%

zirconium(IV) iodide (13986-26-0) + diethylselenium (627-53-2) → [ZrI4(SeEt2)2] (959963-97-4)

Conditions	Yield
In dichloromethane under N2 atm. to suspn. ZrI4 in CH2Cl2 Et2Se was added and stirred for 24 h; soln. was filtered and evapd. in vacuo, residue was washed with hexane and dried in vacuo; elem. anal.;	31%

diethylselenium (627-53-2) + zirconium(IV) chloride (10026-11-6) → [ZrCl4(SeEt2)2] (959963-96-3)

Conditions	Yield
In dichloromethane under N2 atm. to suspn. ZrCl4 in CH2Cl2 Et2Se was added and stirred for 96 h; ppt. was dried in vacuo; elem. anal.;	30%

hafnium(IV) iodide (13777-23-6) + diethylselenium (627-53-2) → [HfI4(SeEt2)2] (959963-98-5)

Conditions	Yield
In toluene under N2 atm. to suspn. HfI4 in toluene Et2Se was added and stirred for 24 h; ppt. was filtered and dried in vacuo; elem. anal.;	21%

diethylselenium (627-53-2) + benzaldehyde (100-52-7) → biphenyl (92-52-4) + ethyl phenyl selenide (17774-38-8) + diphenylselenide (1132-39-4) + diphenyl diselenide (1666-13-3)

Conditions	Yield
In gas at 500℃;	A 14% B 9% C 19% D 8%

diethylselenium (627-53-2) → Diethylselenium dibromide (17697-07-3)

Conditions	Yield
With tetrachloromethane; bromine

diethylselenium (627-53-2) + bromoacetic acid (79-08-3) → diethyl-carboxymethyl-selenonium; hydroxide

Conditions	Yield
und man zerlegt das Bromid durch Silberoxyd;

Upstream product

• 64-17-5 ethanol 
• 74-85-1 ethene 
• 593-69-1 ethaneselenol 
• 141-52-6 sodium ethanolate 
• 563-17-7 potassium ethyl sulfate 
• 17696-75-2 diethyl selenoxide 
• 74-96-4 ethyl bromide 
• 74-86-2 acetylene 
• 75-00-3 chloroethane 
• 7446-08-4 selenium(IV) oxide 
• 75-35-4 1,1-Dichloroethylene 
• 366-18-7 [2,2]bipyridinyl 
• 119478-62-5 cis-{PtPh₂(diethyl selenide)2} 
• 1312-74-9 potassium selenide 

Downstream Products

• 876289-15-5 [N,N'-bis(2-phenylethyl)-2,6-pyridinedicarboxamidato](diethylselenide)palladium(II) 
• 119478-62-5 cis-{PtPh₂(diethyl selenide)2} 
• 34557-54-5 methane 
• 74-84-0 ethane 
• 74-85-1 ethene 
• 106-97-8 n-butane 
• 92-52-4 biphenyl 
• 17774-38-8 ethyl phenyl selenide 
• 1132-39-4 diphenylselenide 
• 1666-13-3 diphenyl diselenide 
• 288-05-1 selenophene 
• 80920-14-5 2-(ethylselanyl)-1-phenylethan-1-one 
• 7588-64-9 diethyl-(4-fluoro-phenacyl)-selenonium; bromide 

Relevant articles and documents

Reactions of 1,1-Dichloroethene with elemental chalcogens in the system hydrazine hydrate–alkali

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

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

Cyclization of (Z,Z)-1,4-bis-(alkylseleno)-1,4-diphenyl-1,3-butadienes to 2,5-diphenylselenophene [11]

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