VINYL ETHER supplier | CasNO.109-93-3

Name
Divinyl ether
EINECS
CAS No. 109-93-3
Article Data34
CAS DataBase
Density 0.769g/cm³
Solubility
Melting Point 133-136?°C(lit.)
Formula C4H6 O
Boiling Point 28.3°Cat760mmHg
Molecular Weight 70.091
Flash Point °C
Transport Information
Appearance
Safety Mildly toxic by inhalation. Mutation data reported. Prolonged exposure causes liver injury. A very dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. A severe explosion hazard in the form of vapor when exposed to heat or flame. Forms peroxides when exposed to air or oxygen. Hypergolic reaction with concentrated nitric acid. To fight fire, use CO₂, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. Used as an inhalation anesthetic. See also ETHERS.
Risk Codes R36/37/38
Molecular Structure
Hazard Symbols Flammable, severe fire and explosion risk; explosive limits in air 1.7–27%. Toxic by inhalation, overexposure may be fatal.
Synonyms Vinyl ether(6CI,8CI); Divinyl ether; Divinyl oxide; Vinesthene; Vinesthesin; Vinethen;Vinethene; Vinether; Vinidyl; Vinydan
PSA 9.23000
LogP 1.29000

Synthetic route

: 111-44-4
3-oxa-1,5-dichloropentane

: 74-89-5
methylamine

A: 109-02-4
4-methyl-morpholine

B: 109-93-3
1,1'-oxybisethene

Conditions

Conditions	Yield
With sodium hydroxide In water at 90 - 95℃; for 4h;	A 50% B 10%

...Expand

: 111-44-4
3-oxa-1,5-dichloropentane

: 74-89-5
methylamine

A: 123-91-1
1,4-dioxane

B: 109-02-4
4-methyl-morpholine

C: 109-93-3
1,1'-oxybisethene

D: 110-75-8
2-chloroetyl vinyl ether

Conditions

Conditions	Yield
With sodium hydroxide In water at 90 - 95℃; for 4h;	A 12% B 25% C 20% D 7%

...Expand

: 764-78-3
ethylene glycol divinyl ether

: 109-93-3
1,1'-oxybisethene

Conditions

Conditions	Yield
With potassium hydroxide at 105 - 110℃; for 5h;	15%
With potassium hydroxide at 105 - 110℃; for 5h;	15%

: 627-51-0
divinyl sulfide

: 109-93-3
1,1'-oxybisethene

Conditions

Conditions	Yield
With silver(l) oxide

: 111-44-4
3-oxa-1,5-dichloropentane

: 110-75-8
2-chloroetyl vinyl ether

: 109-93-3
1,1'-oxybisethene

Conditions

Conditions	Yield
With triethanolamine

: 111-44-4
3-oxa-1,5-dichloropentane

: 109-93-3
1,1'-oxybisethene

Conditions

Conditions	Yield
With potassium hydroxide
With potassium hydroxide; tert-Amyl alcohol
With potassium hydroxide; diethylene glycol

: 110-75-8
2-chloroetyl vinyl ether

: 109-93-3
1,1'-oxybisethene

Conditions

Conditions	Yield
With sodium hydroxide

: 56-23-5
tetrachloromethane

: sodium amide

: 111-44-4
3-oxa-1,5-dichloropentane

: 109-93-3
1,1'-oxybisethene

...Expand

: 7664-41-7
ammonia

: 111-44-4
3-oxa-1,5-dichloropentane

KOH: KOH

A: 123-91-1
1,4-dioxane

B: 109-93-3
1,1'-oxybisethene

C: 75-07-0
acetaldehyde

D: 110-75-8
2-chloroetyl vinyl ether

Conditions

Conditions	Yield
at 200 - 280℃; weitere Prod.: Acetylen, Wasserstoff und Aethylenoxyd;

...Expand

: 111-44-4
3-oxa-1,5-dichloropentane

sodium hydroxide: sodium hydroxide

A: 123-91-1
1,4-dioxane

B: 109-93-3
1,1'-oxybisethene

C: 75-07-0
acetaldehyde

D: 110-75-8
2-chloroetyl vinyl ether

Conditions

Conditions	Yield
at 200 - 220℃;

...Expand

: 34270-90-1
2,2'-diiodoethyl ether

: 7664-41-7
ammonia

potassium hydroxide: potassium hydroxide

: 109-93-3
1,1'-oxybisethene

Conditions

Conditions	Yield
at 190 - 200℃;

...Expand

: 627-51-0
divinyl sulfide

silver oxide: silver oxide

: 109-93-3
1,1'-oxybisethene

: potassium 18-crown-6 benzene anion radical salt

A: 497-26-7
2-methyl-1,3-dioxolane

B: 123-91-1
1,4-dioxane

C: 109-93-3
1,1'-oxybisethene

D: 1165952-92-0
cyclohexa-1,4-diene

E: 110-83-8
cyclohexene

F: 71-43-2
benzene

G H2, K, methane, 15-crown-5: H2, K, methane, 15-crown-5

Conditions

Conditions	Yield
at 320℃; for 0.00833333h; Product distribution; Mechanism; other temperatures;

...Expand

: C12H24O6*C6(2)H6(1-)*K(1+)

A: 497-26-7
2-methyl-1,3-dioxolane

B: 123-91-1
1,4-dioxane

C: 33100-27-5
15-crown-5

D: 109-93-3
1,1'-oxybisethene

E: 71092-65-4
1,2,3,4,5,6-hexadeuterio-1,4-cyclohexadiene

F: 1,2,3,4,5,6-hexadeuteriocyclohexene

G H2, K, methane: H2, K, methane

Conditions

Conditions	Yield
at 320℃; Product distribution; Mechanism;

...Expand

: 865-47-4
potassium tert-butylate

: 111-44-4
3-oxa-1,5-dichloropentane

: 109-93-3
1,1'-oxybisethene

Conditions

Conditions	Yield
In tert-butyl alcohol

: 105-57-7
diethyl acetal

: 109-93-3
1,1'-oxybisethene

Conditions

Conditions	Yield
With acetal cracking catalyst at 200℃; Reagent/catalyst; Temperature; Molecular sieve;

: 109-93-3
1,1'-oxybisethene

: 1461-22-9
tributyltin chloride

: 183275-22-1
1-(tributhylstannyl)ethenyl ethenyl ether

Conditions

Conditions	Yield
With n-butyllithium; potassium tert-butylate In tetrahydrofuran divinyl ether treated with n-BuLi and KO-t-Bu in THF at -78°C; reacted with (N-Bu)3SnCl;	98%

: 109-93-3
1,1'-oxybisethene

: 4-phenyl-1-(trifluoromethyl)-1H-1,2,3-triazole

: 3-phenyl-1-(trifluoromethyl)-1H-pyrrole

Conditions

Conditions	Yield
With rhodium (II) octanoate dimer In chloroform at 140℃; for 0.333333h; Microwave irradiation; Sealed tube;	96%

: 109-93-3
1,1'-oxybisethene

: 372-20-3
3-fluorophenol

: 1-(1-ethoxyethoxy)-3-fluorobenzene

Conditions

Conditions	Yield
With hydrogenchloride In n-heptane; water at -10 - 5℃; for 0.5h;	95%

: 109-93-3
1,1'-oxybisethene

: 76-05-1
trifluoroacetic acid

: 59938-06-6, 17129-06-5
4-ethoxy-1,1,1-trifluoro-3-butene-2-one

Conditions

Conditions	Yield
Stage #1: trifluoroacetic acid With pyridine In dichloromethane at -5℃; for 3.66667h; Autoclave; Large scale; Stage #2: 1,1'-oxybisethene With methanesulfonyl chloride In dichloromethane at -5 - 20℃; Temperature; Large scale;	94.2%

: 109-93-3
1,1'-oxybisethene

: 4-(4-methoxyphenyl)-1-(trifluoromethyl)-1H-1,2,3-triazole

: 3-(4-methoxyphenyl)-1-(trifluoromethyl)-1H-pyrrole

Conditions

Conditions	Yield
With rhodium (II) octanoate dimer In chloroform at 140℃; for 0.333333h; Microwave irradiation; Sealed tube;	93%

: 109-93-3
1,1'-oxybisethene

: 6304-35-4
bis-(1,2-dibromo-ethyl) ether

Conditions

Conditions	Yield
With selenium(II) chloride In chloroform at -50℃;	92%
With chloroform; bromine
With bromine
With bromine In tetrachloromethane

: 109-93-3
1,1'-oxybisethene

: 17003-75-7
2-fluoro-2,2-dinitroethanol

A: 52483-76-8
2-fluoro-2,2-dinitroethoxy ethyl vinyl ether

B: 88934-27-4
[1-(2-Fluoro-2,2-dinitro-ethoxy)-ethoxy]-ethene

C: 88934-25-2
1-Fluoro-2-{1-[1-(2-fluoro-2,2-dinitro-ethoxy)-ethoxy]-ethoxy}-1,1-dinitro-ethane

Conditions

Conditions	Yield
With trifluoroacetic acid; mercury(II) sulfate In dichloromethane Heating;	A 11% B 5.3% C 83.7%

...Expand

: 109-93-3
1,1'-oxybisethene

: 17003-75-7
2-fluoro-2,2-dinitroethanol

A: 88934-27-4
[1-(2-Fluoro-2,2-dinitro-ethoxy)-ethoxy]-ethene

B: 88934-25-2
1-Fluoro-2-{1-[1-(2-fluoro-2,2-dinitro-ethoxy)-ethoxy]-ethoxy}-1,1-dinitro-ethane

Conditions

Conditions	Yield
mercury(II) sulfate In dichloromethane for 16h; Ambient temperature;	A 18% B 82%
mercury(II) sulfate In dichloromethane for 16h;	A 78% B 22%

...Expand

: 109-93-3
1,1'-oxybisethene

: 4-(p-tolyl)-1-(trifluoromethyl)-1H-1,2,3-triazole

: 3-(p-tolyl)-1-(trifluoromethyl)-1H-pyrrole

Conditions

Conditions	Yield
With rhodium (II) octanoate dimer In chloroform at 140℃; for 0.333333h; Microwave irradiation; Sealed tube;	82%

: 109-93-3
1,1'-oxybisethene

: 82849-49-8
dimethyl 2,2-dicyanoethene-1,1-dicarboxylate

: 2,2-dicyano-3-vinyloxy-cyclobutane-1,1-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
In [D3]acetonitrile at 20℃; for 48h;	80%

: 109-93-3
1,1'-oxybisethene

: 4-(4-fluorophenyl)-1-(trifluoromethyl)-1H-1,2,3-triazole

: 3-(4-fluorophenyl)-1-(trifluoromethyl)-1H-pyrrole

Conditions

Conditions	Yield
With rhodium (II) octanoate dimer In chloroform at 140℃; for 0.333333h; Microwave irradiation; Sealed tube;	80%

: 4744-08-5
1,1-diethoxypropane

: 109-93-3
1,1'-oxybisethene

: 1,1,3,5-tetraethoxyheptane

Conditions

Conditions	Yield
at 0 - 50℃; for 2.5h; Time;	75%

: 109-93-3
1,1'-oxybisethene

: 4,4-dichloro-4H-1,4-oxaphosphorin-4-ium hexachlorophosphate

Conditions

Conditions	Yield
With phosphorus pentachloride In benzene for 24h;	74.3%

: 109-93-3
1,1'-oxybisethene

: 3940-84-9
N-benzyl-3,4,5-trimethoxybenzamide

: C19H21NO4

Conditions

Conditions	Yield
With 8-quinolinol; copper(II) sulfate In toluene at 100℃; for 10h; Inert atmosphere; Sealed tube; Green chemistry;	74%

: 109-93-3
1,1'-oxybisethene

: N-benzyl-4-(tert-butyl)benzamide

: N-benzyl-N-vinyl(4-tert-butylphenyl)formamide

Conditions

Conditions	Yield
With 8-quinolinol; copper(II) sulfate In toluene at 100℃; for 10h; Inert atmosphere; Sealed tube; Green chemistry;	73%

: 109-93-3
1,1'-oxybisethene

: 109872-87-9
methyl difluoroiodoacetate

: 129377-86-2
2,2-Difluoro-3-(4-iodomethyl-tetrahydro-furan-3-yl)-propionic acid methyl ester

Conditions

Conditions	Yield
copper In N,N-dimethyl-formamide for 15h;	72%

: 109-93-3
1,1'-oxybisethene

: 2,6-dichloro-1,4-oxathiane

Conditions

Conditions	Yield
With sulfur dichloride In ethyl acetate at 35℃; for 1h; Product distribution; general reaction; different solvents and temperature; cis-trans ratio;	72%
With sulfur dichloride In dichloromethane at 40℃; for 0.25h;	72%

: 109-93-3
1,1'-oxybisethene

: 918-52-5
2,2-dinitropropanol

: 52434-64-7
2,2-dinitropropyl vinyl ether

Conditions

Conditions	Yield
With trifluoroacetic acid; mercury(II) oxide In dichloromethane for 17.5h; Heating;	64.2%

: 109-93-3
1,1'-oxybisethene

: 17003-75-7
2-fluoro-2,2-dinitroethanol

A: 52483-76-8
2-fluoro-2,2-dinitroethoxy ethyl vinyl ether

B: 75-07-0
acetaldehyde

Conditions

Conditions	Yield
With trifluoroacetic acid; mercury(II) oxide In dichloromethane for 16.5h; Product distribution; Heating; other catalysts;	A 64% B n/a
With trifluoroacetic acid; mercury(II) oxide In dichloromethane for 16.5h; Heating;	A 64% B n/a

...Expand

: 109-93-3
1,1'-oxybisethene

: 82671-93-0
1-acetoxy-4-methyl-2-formylnaphthalene diethylacetal

: 82671-96-3
2-acetoxy-5-methyl-3,4-benzocinnamaldehyde

Conditions

Conditions	Yield
With zinc(II) chloride In ethyl acetate	63%

: 4087-42-7
ethoxydiethylsilane

: 109-93-3
1,1'-oxybisethene

: 60600-65-9
diethylethoxy(2-vinylethyl)silane

Conditions

Conditions	Yield
With dihydrogen hexachloroplatinate In isopropyl alcohol at 100℃; for 10h;	59%
dihydrogen hexachloroplatinate

: 109-93-3
1,1'-oxybisethene

: 670-54-2
ethenetetracarbonitrile

: 3-vinyloxy-cyclobutane-1,1,2,2-tetracarbonitrile

Conditions

Conditions	Yield
In [D3]acetonitrile at -42 - -22℃;	55%

: 109-93-3
1,1'-oxybisethene

: 1349511-12-1
topotecan hydrochloride

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 2'-ethoxydihydropyrano[3,2-i]camptothecin

Conditions

Conditions	Yield
In water at 70℃; for 10h;	55%

...Expand

: 14857-34-2
dimethyl(ethoxy)silane

: 109-93-3
1,1'-oxybisethene

: 142088-36-6
dimethylethoxy(2-vinyl)silane

Conditions

Conditions	Yield
With dihydrogen hexachloroplatinate In isopropyl alcohol at 100℃; for 10h;	53%

: 109-93-3
1,1'-oxybisethene

: 1485-70-7
N-benzylbenzamide

: N-benzyl-N-vinylbenzamide

Conditions

Conditions	Yield
With 8-quinolinol; copper(II) sulfate In toluene at 100℃; for 4h; Inert atmosphere; Sealed tube; Green chemistry;	51%

: 109-93-3
1,1'-oxybisethene

: 7461-34-9
N-benzyl-p-chlorobenzamide

: N-benzyl-N-vinyl(4-chlorophenyl)formamide

Conditions

Conditions	Yield
With 8-quinolinol; copper(II) sulfate In toluene at 100℃; for 10h; Inert atmosphere; Sealed tube; Green chemistry;	49%

: 3144-74-9
chloromethyldimethylsilane

: 109-93-3
1,1'-oxybisethene

: 194015-04-8
chloromethyl(2-vinyloxyethyl)dimethylsilane

Conditions

Conditions	Yield
With dihydrogen hexachloroplatinate In isopropyl alcohol at 80℃; for 13h;	46%

: 109-93-3
1,1'-oxybisethene

: 17003-75-7
2-fluoro-2,2-dinitroethanol

: 52483-76-8
2-fluoro-2,2-dinitroethoxy ethyl vinyl ether

Conditions

Conditions	Yield
mercury(II) oxide In dichloromethane Heating;	30%

VINYL ETHER Chemical Properties

Product Name: Vinyl ether (CAS NO.109-93-3)

Molecular Formula: C₄H₆O
Molecular Weight: 70.08984g/mol
Mol File: 109-93-3.mol
Einecs: 203-720-5
Boiling point: 28.3 °C at 760 mmHg
Sensitive: Highly flammable
Stability: Slightly soluble in water
Surface Tension: 18.5 dyne/cm
Enthalpy of Vaporization: 26.28 kJ/mol
Vapour Pressure: 676 mmHg at 25°C
XLogP3-AA: 1.3
H-Bond Donor: 0
H-Bond Acceptor: 1
Rotatable Bond Count: 2
Topological Polar Surface Area: 9.2
Heavy Atom Count: 5
Complexity: 32.9
Covalently-Bonded Unit Count: 1

VINYL ETHER Uses

Much to the dismay of some pharmacologists, the synthesis and isolation of pure vinyl ether proved to be a difficult challenge for chemists; vinyl ether was suspected to be a nearly ideal anesthetic as its structure was the combination of an alkene and an ether. In practice, vinyl ether proved to have favorable properties that allowed its brief usage as an anesthetic; on the other hand, it left many unimpressed. Aggravated by the issue of potentially toxic degradation over long-term storage and possible hepatic toxicity, vinyl ether began to leave the operating theater. Today vinyl ether is a relic in the field of anesthesiology; however, the analytical techniques used to study its pharmacology laid the groundwork for the testing of new anesthetic agents.

VINYL ETHER Toxicity Data With Reference

1.	mmo-sat 1 pph	BJANAD British Journal of Anesthesia. 51 (1979),417.
2.	mma-sat 1 pph	BJANAD British Journal of Anesthesia. 51 (1979),417.
3.	sce-ham:ovr 19,900 ppm	ANESAV Anesthesiology. 50 (1979),426.
4.	ihl-mus LC50:329 g/m3/15M	ANESAV Anesthesiology. 11 (1950),455.

VINYL ETHER Safety Profile

Mildly toxic by inhalation. Mutation data reported. Prolonged exposure causes liver injury. A very dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. A severe explosion hazard in the form of vapor when exposed to heat or flame. Forms peroxides when exposed to air or oxygen. Hypergolic reaction with concentrated nitric acid. To fight fire, use CO₂, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. Used as an inhalation anesthetic. See also ETHERS.

VINYL ETHER Standards and Recommendations

DOT Classification: 3; Label: Flammable Liquid

VINYL ETHER Specification

Vinyl ether ,its CAS NO. is 109-93-3,the synonyms is Divinyl ether ; Ethenyloxyethene ; 1,1'-Oxybisethene ; Divinyl oxide ; Vinesthesin ; Vinethene ; Vinydan .

Product Name

Divinyl ether

Synthetic route

VINYL ETHER Chemical Properties

VINYL ETHER Uses

VINYL ETHER Toxicity Data With Reference

VINYL ETHER Safety Profile

VINYL ETHER Standards and Recommendations

VINYL ETHER Specification

Related Products

Hot Products