Product Name

  • Name

    Vinyl isopropyl ether

  • EINECS 213-142-5
  • CAS No. 926-65-8
  • Article Data17
  • CAS DataBase
  • Density 0.762 g/cm3
  • Solubility
  • Melting Point -140oC
  • Formula C5H10O
  • Boiling Point 57.5 °C at 760 mmHg
  • Molecular Weight 86.1338
  • Flash Point °C
  • Transport Information
  • Appearance colorless and transparent liquid
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 926-65-8 (Vinyl isopropyl ether)
  • Hazard Symbols
  • Synonyms Ether,isopropyl vinyl (6CI,8CI);Isopropoxyethene;Isopropoxyethylene;Isopropylvinyl ether;Vinyl isopropyl ether;
  • PSA 9.23000
  • LogP 1.55490

Synthetic route

isopropyl alcohol
67-63-0

isopropyl alcohol

acetylene
74-86-2

acetylene

vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

Conditions
ConditionsYield
With sodium hydroxide; cesium fluoride In dimethyl sulfoxide at 100℃; for 5.5h; atmospheric pressure;86%
With potassium hydroxide In dimethyl sulfoxide at 120℃; for 2h;53%
With potassium hydroxide at 150 - 155℃;
β-isopropoxyethyl vinyl sulfoxide
80857-63-2

β-isopropoxyethyl vinyl sulfoxide

A

vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

B

ethenesulfenic acid
2492-74-2

ethenesulfenic acid

Conditions
ConditionsYield
With potassium hydroxide at 280 - 290℃;A 65%
B n/a
β-isopropoxyethyl vinyl sulfoxide
80857-63-2

β-isopropoxyethyl vinyl sulfoxide

vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

Conditions
ConditionsYield
With potassium hydroxide at 60 - 70℃; for 1h;62%
With potassium hydroxide at 60 - 70℃; under 1 Torr; for 1h; Product distribution;62%
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

isopropyl alcohol
67-63-0

isopropyl alcohol

vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

Conditions
ConditionsYield
With mercury(II) diacetate at 55 - 56℃;30%
1,1-diisopropoxy-ethane
4285-59-0

1,1-diisopropoxy-ethane

vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

Conditions
ConditionsYield
With sodium hydrogen sulfate
1-chloro-1-(1-methyletoxy)ethane
84607-80-7

1-chloro-1-(1-methyletoxy)ethane

vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

Conditions
ConditionsYield
With pyridine
2-isopropyloxyethyl bromide
54149-16-5

2-isopropyloxyethyl bromide

vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

Conditions
ConditionsYield
With potassium hydroxide at 130℃;
With potassium tert-butylate In dimethyl sulfoxide at 90℃;
-butyl vinyl ether
111-34-2

-butyl vinyl ether

isopropyl alcohol
67-63-0

isopropyl alcohol

vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

Conditions
ConditionsYield
With mercury(II) diacetate
sodium isopropylate
683-60-3

sodium isopropylate

acetylene
74-86-2

acetylene

vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

Conditions
ConditionsYield
at 150 - 155℃;
2-(1-methylethoxy)-ethanol
109-59-1

2-(1-methylethoxy)-ethanol

vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine; phosphorus tribromoide
2: KOH / 130 °C
View Scheme
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

(4-bromo-3,5-dimethoxyphenyl)methanol
61367-62-2

(4-bromo-3,5-dimethoxyphenyl)methanol

2-bromo-5-[(1-isopropoxyethoxy)methyl]-1,3-dimethoxybenzene
1144100-25-3

2-bromo-5-[(1-isopropoxyethoxy)methyl]-1,3-dimethoxybenzene

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In tetrahydrofuran at 20℃; for 2.5h;99.6%
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

(3E)-1-Phenylsulfonyl-2-oxo-3-pentene
96530-26-6

(3E)-1-Phenylsulfonyl-2-oxo-3-pentene

(2R,4R)-6-Benzenesulfonylmethyl-2-isopropoxy-4-methyl-3,4-dihydro-2H-pyran
161420-34-4

(2R,4R)-6-Benzenesulfonylmethyl-2-isopropoxy-4-methyl-3,4-dihydro-2H-pyran

Conditions
ConditionsYield
With diisopropoxytitanium(IV) dibromide; 4 A molecular sieve; (R,R)-TADDOL In dichloromethane at -78℃; for 24h;92%
Stage #1: (3E)-1-Phenylsulfonyl-2-oxo-3-pentene With titanium((4R,5R)-2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethylate)Br2 In dichloromethane at -78℃; Hetero Diels-Alder cycloaddition; Molecular sieve; Inert atmosphere;
Stage #2: vinyl isopropyl ether In dichloromethane Hetero Diels-Alder cycloaddition; Inert atmosphere; optical yield given as %ee; enantioselective reaction;
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

2-((E)-4,4,4-Trichloro-3-oxo-but-1-enyl)-isoindole-1,3-dione
110945-43-2

2-((E)-4,4,4-Trichloro-3-oxo-but-1-enyl)-isoindole-1,3-dione

2-isopropyloxy-4-phthalimido-6-trichloromethyl-3,4-dihydro-2H-pyran
142362-49-0, 142362-50-3

2-isopropyloxy-4-phthalimido-6-trichloromethyl-3,4-dihydro-2H-pyran

Conditions
ConditionsYield
With 2-tert-Butyl-4-methylphenol In toluene at 120℃; for 24h;91%
carbon disulfide
75-15-0

carbon disulfide

vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

diethylamine
109-89-7

diethylamine

Diethyl-dithiocarbamic acid 1-isopropoxy-ethyl ester
112165-06-7

Diethyl-dithiocarbamic acid 1-isopropoxy-ethyl ester

Conditions
ConditionsYield
89%
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

2,2-dimethyl-3,4-dihydro-2H-naphthalen-1-one
2977-45-9

2,2-dimethyl-3,4-dihydro-2H-naphthalen-1-one

C17H24O2

C17H24O2

Conditions
ConditionsYield
With Fe(PMe3)4 at 50℃; for 40h; Inert atmosphere; regioselective reaction;89%
4-phenyl-1H-1,2,3-triazole
1680-44-0

4-phenyl-1H-1,2,3-triazole

vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

2-(1-isopropoxyethyl)-4-phenyl-2H-1,2,3-triazole

2-(1-isopropoxyethyl)-4-phenyl-2H-1,2,3-triazole

Conditions
ConditionsYield
With triphenylphosphine gold(I)chloride; silver(I) triflimide In 1,2-dichloro-ethane at 80℃; for 6h; Inert atmosphere; Schlenk technique; regioselective reaction;88%
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

diethyl 2-oxo-3-butenylphosphonate
67257-30-1

diethyl 2-oxo-3-butenylphosphonate

(6-Isopropoxy-5,6-dihydro-4H-pyran-2-ylmethyl)-phosphonic acid diethyl ester

(6-Isopropoxy-5,6-dihydro-4H-pyran-2-ylmethyl)-phosphonic acid diethyl ester

Conditions
ConditionsYield
zinc(II) chloride In dichloromethane for 3h; Ambient temperature;87%
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

hexafluorothioacetone
1490-33-1

hexafluorothioacetone

A

C8H10F6OS
1206485-04-2

C8H10F6OS

B

C8H10F6OS2
1258730-51-6

C8H10F6OS2

Conditions
ConditionsYield
With cesium fluoride In N,N-dimethyl-formamide at 25℃; for 48h; Inert atmosphere;A 85%
B n/a
With sulfur; cesium fluoride In N,N-dimethyl-formamide at 25 - 35℃; Inert atmosphere;A n/a
B 20%
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

N,N,N’,N’-tetrabenzylmethanediamine
58288-30-5

N,N,N’,N’-tetrabenzylmethanediamine

isopropyl alcohol
67-63-0

isopropyl alcohol

N,N-dibenzyl-3,3-diisopropoxypropan-1-amine
1493780-01-0

N,N-dibenzyl-3,3-diisopropoxypropan-1-amine

Conditions
ConditionsYield
With Pd(xantphos)(CH3CN)2(OTf)2 In toluene at 110℃; for 12h; Inert atmosphere; Schlenk technique;84%
With C39H32OP2*2C2H3N*2CF3O3S(1-)*Pd(2+) In toluene at 110℃; for 12h; Reagent/catalyst; Inert atmosphere;84%
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

methyl 2-romo-2-(4,5-dihydrooxazol-2-yl)-3,3,3-trifluoropropanoate

methyl 2-romo-2-(4,5-dihydrooxazol-2-yl)-3,3,3-trifluoropropanoate

methyl 1-(2-bromoethyl)-5-isopropoxy-2-oxo-3-(trifluoromethyl)-pyrrolidine-3-carboxylate

methyl 1-(2-bromoethyl)-5-isopropoxy-2-oxo-3-(trifluoromethyl)-pyrrolidine-3-carboxylate

Conditions
ConditionsYield
With Ir(dF(CF3)ppy)2(dtbbpy)(PF6) In N,N-dimethyl-formamide at 20℃; for 1h; Schlenk technique; Inert atmosphere; Irradiation;83%
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

dibenzyl 2-vinylcyclopropane-1,1-dicarboxylate
182740-91-6

dibenzyl 2-vinylcyclopropane-1,1-dicarboxylate

C26H30O5

C26H30O5

Conditions
ConditionsYield
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; toluene-4-sulfonic acid isopropylidenehydrazide; potassium carbonate In acetonitrile at 20℃; Irradiation; Inert atmosphere;83%
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

hexafluorothioacetone
1490-33-1

hexafluorothioacetone

C8H10F6OS
1206485-04-2

C8H10F6OS

Conditions
ConditionsYield
With potassium fluoride In N,N-dimethyl-formamide at 25℃; for 48h; Inert atmosphere;82%
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

C24H34O5

C24H34O5

C29H43IO6

C29H43IO6

Conditions
ConditionsYield
With N-iodo-succinimide In dichloromethane79%
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

(E)-4-phenyl-1-phenylsulfonyl-3-buten-2-one
32117-28-5

(E)-4-phenyl-1-phenylsulfonyl-3-buten-2-one

(2R,4R)-6-Benzenesulfonylmethyl-2-isopropoxy-4-phenyl-3,4-dihydro-2H-pyran
161420-36-6

(2R,4R)-6-Benzenesulfonylmethyl-2-isopropoxy-4-phenyl-3,4-dihydro-2H-pyran

Conditions
ConditionsYield
With diisopropoxytitanium(IV) dibromide; 4 A molecular sieve; (R,R)-TADDOL In dichloromethane at -70℃; for 20h;77%
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

senecioyl cyanide
38576-60-2

senecioyl cyanide

6-Isopropoxy-4,4-dimethyl-5,6-dihydro-4H-pyran-2-carbonitrile
83379-78-6

6-Isopropoxy-4,4-dimethyl-5,6-dihydro-4H-pyran-2-carbonitrile

Conditions
ConditionsYield
at 160℃; for 10h;76%
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

C16H17NO5

C16H17NO5

9-(tert-butyl) 4-methyl (2R,4R)-2-isopropoxy-3,4-dihydropyrano[2,3-b]indole-4,9(2H)-dicarboxylate

9-(tert-butyl) 4-methyl (2R,4R)-2-isopropoxy-3,4-dihydropyrano[2,3-b]indole-4,9(2H)-dicarboxylate

Conditions
ConditionsYield
Stage #1: C16H17NO5 With nickel(II) tetrafluoroborate hexahydrate; C33H48N4O4 In dichloromethane at 30℃; for 0.5h;
Stage #2: vinyl isopropyl ether In dichloromethane at 0℃; for 12h; Diels-Alder Cycloaddition; enantioselective reaction;
75%
chloroform
67-66-3

chloroform

vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

2,2-dichlorocyclopropyl isopropyl ether
13764-05-1

2,2-dichlorocyclopropyl isopropyl ether

Conditions
ConditionsYield
With potassium hydroxide; triethylamine; N-benzyl-N,N,N-triethylammonium chloride73.5%
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

2-acetyl-1,4-naphthoquinone
5813-57-0

2-acetyl-1,4-naphthoquinone

1-(5-hydroxy-2-isobutoxy-2,3-dihydronaphtho[1,2-b]furan-4-yl)ethanone
1452153-50-2

1-(5-hydroxy-2-isobutoxy-2,3-dihydronaphtho[1,2-b]furan-4-yl)ethanone

Conditions
ConditionsYield
With ammonium cerium (IV) nitrate In acetonitrile at 20℃; for 0.333333h;70%
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

N-(p-toluenesulfonyl)-2-vinylaziridine
126690-80-0

N-(p-toluenesulfonyl)-2-vinylaziridine

C16H23NO3S

C16H23NO3S

Conditions
ConditionsYield
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; toluene-4-sulfonic acid isopropylidenehydrazide; potassium carbonate In acetonitrile at 20℃; Irradiation; Inert atmosphere;67%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

2-((4-methoxyphenyl)amino)-1-phenylethanone
5883-82-9

2-((4-methoxyphenyl)amino)-1-phenylethanone

4-tert-butoxy-3-isopropoxy-2-(4-methoxyphenylamino)-1-phenylbutan-1-one

4-tert-butoxy-3-isopropoxy-2-(4-methoxyphenylamino)-1-phenylbutan-1-one

Conditions
ConditionsYield
With copper(l) chloride In hexane at 50℃; for 12h; Inert atmosphere; regioselective reaction;51%
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

((1-butoxy-2-methylprop-1-en-1-yl)oxy)trimethylsilane
158362-24-4

((1-butoxy-2-methylprop-1-en-1-yl)oxy)trimethylsilane

butyl 2,2-dimethyl-3-butenoate

butyl 2,2-dimethyl-3-butenoate

Conditions
ConditionsYield
With gallium(III) bromide In 1,2-dichloro-ethane at 80℃; for 2h; regioselective reaction;50%
In 1,2-dichloro-ethane at 80℃;50 %Chromat.
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

isopropyl diethylphosphonoacetate
50350-99-7

isopropyl diethylphosphonoacetate

Conditions
ConditionsYield
With pyridine; manganese(III) acetylacetonate In acetonitrile at 20℃; for 24h;50%
pyridine-2-thione
2637-34-5

pyridine-2-thione

vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

A

2-<1-isopropoxy-2-(2-isopropoxyethylthio)ethyl>pyridine
114193-80-5

2-<1-isopropoxy-2-(2-isopropoxyethylthio)ethyl>pyridine

B

bis<2-isopropoxy-2-(2-pyridyl)ethyl>disulfide
114193-85-0

bis<2-isopropoxy-2-(2-pyridyl)ethyl>disulfide

Conditions
ConditionsYield
In acetonitrile for 4h; Irradiation;A 46%
B 3%
Triethylsilanol
597-52-4

Triethylsilanol

vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

et3Si(Oet-1-Oi-pr)
18048-18-5

et3Si(Oet-1-Oi-pr)

Conditions
ConditionsYield
In hydrogenchloride (C2H5)3Si(OH) and CH2CHOCH(CH3)2 in presence of 30% HCl soln. at 50-90°C;;42%
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

A

malondialdehyde bis(diethyl acetal)
122-31-6

malondialdehyde bis(diethyl acetal)

B

1,3,3-triethoxy-1-(isopropoxy)propane
603151-68-4

1,3,3-triethoxy-1-(isopropoxy)propane

Conditions
ConditionsYield
iron(III) chloride at -30℃; for 6h; Product distribution / selectivity;A 6.5%
B 42%
iron(III) chloride at 0℃; for 6h; Product distribution / selectivity;A 13.6%
B 27%
vinyl isopropyl ether
926-65-8

vinyl isopropyl ether

5-phenylfuran-2,3-dione
55991-67-8

5-phenylfuran-2,3-dione

A

2-phenyl-4H-pyran-4-one
2397-79-7

2-phenyl-4H-pyran-4-one

B

3-benzoyl-4-hydroxy-6-phenyl-2H-pyran-2-one
14895-21-7

3-benzoyl-4-hydroxy-6-phenyl-2H-pyran-2-one

Conditions
ConditionsYield
In benzene for 3h; Heating;A 30%
B n/a

Vinyl isopropyl ether Chemical Properties

IUPAC Name: 2-Ethenoxypropane
Synonyms of Isopropyl vinyl ether (CAS NO.926-65-8): 2-(Ethenyloxy)propane ; EINECS 213-142-5 ; 2-(Vinyloxy)propane ; Propane, 2-(ethenyloxy)- ; Vinyl isopropyl ether
CAS NO: 926-65-8
Molecular Formula of Isopropyl vinyl ether (CAS NO.926-65-8): C5H10O
Molecular Weight: 86.1323
Molecular Structure:

Polar Surface Area: 9.23 Å2
Index of Refraction: 1.388
Molar Refractivity: 26.64 cm3
Molar Volume: 112.9 cm3
Surface Tension: 19.4 dyne/cm
Density of Isopropyl vinyl ether (CAS NO.926-65-8): 0.762 g/cm3
Enthalpy of Vaporization: 28.78 kJ/mol
Boiling Point: 57.5 °C at 760 mmHg
Vapour Pressure: 230 mmHg at 25°C

Vinyl isopropyl ether Safety Profile

RIDADR: 3271
HazardClass: 3.1
PackingGroup: II
A very dangerous fire hazard when exposed to heat, spark, or flame. When heated to decomposition it emits acrid smoke and fumes. See also ETHERS.

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