Isobutyl vinyl ether supplier

Name
Isobutyl vinyl ether
EINECS 203-678-8
CAS No. 109-53-5
Article Data17
CAS DataBase
Density 0.773 g/cm³
Solubility Insoluble (soluble in alcohol and ether)
Melting Point -112 °C
Formula C₆H₁₂O
Boiling Point 83 °C at 760 mmHg
Molecular Weight 100.161
Flash Point 8°F
Transport Information UN 1304 3/PG 2
Appearance clear colourless liquid
Safety 16-23-24/25-33-37
Risk Codes 11-38
Molecular Structure
Hazard Symbols F,Xi
Synonyms Isobutyl vinyl ether;Lutonal LR 8500;NSC 8265;Vinoflex MO 400;Vinyl isobutyl ether;iso-Butyl vinyl ether;Ether,isobutyl vinyl (8CI);1-(Ethenyloxy)-2-methylpropane;IVE;Isobutanol vinylether;Isobutoxyethene;
PSA 9.23000
LogP 1.80250

Synthetic route

: 78-83-1
2-methyl-propan-1-ol

: 74-86-2
acetylene

: 109-53-5
isobutyl vinyl ether

Conditions

Conditions	Yield
With sodium hydroxide; cesium fluoride at 135 - 140℃; under 7600 - 10640 Torr; for 2h;	82%
With potassium hydroxide at 135 - 155℃;
at 140℃; under 4500.45 Torr;

: 5669-09-0
1,1-bis(isobutyloxy)-ethane

: 109-53-5
isobutyl vinyl ether

Conditions

Conditions	Yield
With sodium hydrogen sulfate
With quinoline; phosphorus pentoxide

: 19865-33-9
α-chloroethyl isobutyl ether

: 109-53-5
isobutyl vinyl ether

Conditions

Conditions	Yield
With pyridine

: 13259-29-5
sodium isobutoxide

: 74-86-2
acetylene

: 109-53-5
isobutyl vinyl ether

Conditions

Conditions	Yield
With N,N-diethylaniline at 185 - 190℃;

: 74-86-2
acetylene

isobutal alcohol: isobutal alcohol

: 109-53-5
isobutyl vinyl ether

Conditions

Conditions	Yield
With zinc diacetate at 210 - 220℃;
With copper(I) monacetylide at 210 - 220℃;

: 78-83-1
2-methyl-propan-1-ol

: 75-07-0
acetaldehyde

: 109-53-5
isobutyl vinyl ether

Conditions

Conditions	Yield
Stage #1: 2-methyl-propan-1-ol; acetaldehyde With hydrogenchloride In dibutyl ether at 10 - 15℃; Stage #2: With 3-Methylpyridine In dibutyl ether at 50℃; for 1h;

: 78-83-1
2-methyl-propan-1-ol

: 75-20-7
calcium carbide

: 109-53-5
isobutyl vinyl ether

Conditions

Conditions	Yield
With potassium fluoride; water; potassium hydroxide In neat (no solvent) at 160℃; for 13h; Temperature; Autoclave;	75.8 %Spectr.

: 109-53-5
isobutyl vinyl ether

: 59938-06-6
(E)-4-Ethoxy-1,1,1-trifluoro-3-buten-2-one

: 1214317-50-6
4-Ethoxy-2-isobutoxy-6-trifluoromethyl-3,4-dihydro-2H-pyran

Conditions

Conditions	Yield
With hydroquinone at 80℃; for 30h;	100%

: 109-53-5
isobutyl vinyl ether

: isobutoxyacryloyl chloride

Conditions

Conditions	Yield
In phosgene	100%

: 109-53-5
isobutyl vinyl ether

: 3,3-(ethylene-dioxy)-17β-cyano-17α-hydroxy-19-norpregna-5(10),9(11)-diene

: 17α-[(±)1-(1-isobutyloxyl)ethyl]oxyl-17β-cyano-3,3-(ethylene-dioxy)-19-norpregna-5(10),9(11)-diene

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In tetrahydrofuran at 20℃; for 4h; Cooling; Large scale;	100%

: 109-53-5
isobutyl vinyl ether

: 32837-87-9
3-hydroxy-3-methyl-1-cyano-1-butyne

: C12H19NO2

Conditions

Conditions	Yield
With trifluoroacetic acid at 20 - 25℃;	100%

: 109-53-5
isobutyl vinyl ether

: 108-95-2
phenol

: 28457-04-7
1-(isobutoxy-1-phenoxy)ethane

Conditions

Conditions	Yield
With trifluoroacetic acid at 60 - 65℃;	99%
toluene-4-sulfonic acid In diethyl ether for 1h; Heating;	72.4%

: 109-53-5
isobutyl vinyl ether

: 107969-78-8
methyl benzylidenepyruvate

: endo-(methyl 2-isobutoxy-3,4-dihydro-4-phenyl-2H-pyran-6-carboxylate)

Conditions

Conditions	Yield
With 5percent Eu(fod)3 In dichloromethane for 48h; Cycloaddition; Heating;	99%

: (E)-2-(4-Chloro-1,1,2,2,3,3,4,4-octafluoro-butane-1-sulfonyl)-3-(4-methoxy-phenyl)-1-phenyl-propenone

: 109-53-5
isobutyl vinyl ether

: 5-(4-chloro-1,1,2,2,3,3,4,4-octafluoro-butane-1-sulfonyl)-2-isobutoxy-4-(4-methoxy-phenyl)-6-phenyl-3,4-dihydro-2H-pyran

Conditions

Conditions	Yield
at 80℃; for 5h; hetero-Diels-Alder reaction;	99%

: 109-53-5
isobutyl vinyl ether

: 107969-78-8, 6395-86-4
methyl 4-phenyl-2-oxo-3-butenoate

: methyl 2-isobutoxy-4-phenyl-3,4-dihydro-2H-pyran-6-carboxylate

Conditions

Conditions	Yield
Stage #1: methyl 4-phenyl-2-oxo-3-butenoate With C39H60N4O4; erbium(III) triflate In dichloromethane at 25℃; for 0.5h; hetero Diels-Alder reaction; Inert atmosphere; Stage #2: isobutyl vinyl ether In dichloromethane at 0℃; for 12h; hetero Diels-Alder reaction; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	99%

: 109-53-5
isobutyl vinyl ether

: (E)-1-benzyl-4-benzylidenepyrrolidine-2,3-dione

: (2S,4S)-6-benzyl-2-isobutoxy-4-phenyl-3,4,5,6-tetrahydropyrano[2,3-c]pyrrol-7(2H)-one

Conditions

Conditions	Yield
With nickel(II) tetrafluoroborate hexahydrate; C33H48N4O4 In dichloromethane at 30℃; for 4h; Diels-Alder Cycloaddition; Inert atmosphere; stereoselective reaction;	99%

: 109-53-5
isobutyl vinyl ether

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

: 82849-59-0
dimethyl 3-isobutoxy-2,2-dicyanocyclobutane-1,1-dicarboxylate

Conditions

Conditions	Yield
In acetonitrile at 25℃; for 12h; Product distribution; other electrofilic olefins, var. reagents ratios;	98%
at 25℃; for 12h;	98%
In acetonitrile Ambient temperature;	95%

: 905560-26-1
(E)-2-(4-Chloro-1,1,2,2,3,3,4,4-octafluoro-butane-1-sulfonyl)-1,3-diphenyl-propenone

: 109-53-5
isobutyl vinyl ether

: 5-(4-chloro-1,1,2,2,3,3,4,4-octafluoro-butane-1-sulfonyl)-2-isobutoxy-4,6-diphenyl-3,4-dihydro-2H-pyran

Conditions

Conditions	Yield
at 80℃; for 5h; hetero-Diels-Alder reaction;	98%

: 109-53-5
isobutyl vinyl ether

: 75-07-0
acetaldehyde

Conditions

Conditions	Yield
With sulfuric acid; water In neat (no solvent) at 80 - 100℃; for 3.5h; Temperature;	97%
Hydrolysis;

: 109-53-5
isobutyl vinyl ether

: bis(2-phenylethyl)phosphane sulfide

: bis(2-phenethyl)(2-isobutoxyethyl)phosphine sulfide

Conditions

Conditions	Yield
With NCNMe2 In tetrahydrofuran at 60 - 65℃; for 5h;	97%

: 2-(4-chloro-1,1,2,2,3,3,4,4-octafluoro-butane-1-sulfonyl)-1-phenyl-3-p-tolyl-propenone

: 109-53-5
isobutyl vinyl ether

: 5-(4-chloro-1,1,2,2,3,3,4,4-octafluoro-butane-1-sulfonyl)-2-isobutoxy-6-phenyl-4-p-tolyl-3,4-dihydro-2H-pyran

Conditions

Conditions	Yield
at 80℃; for 5h; hetero-Diels-Alder reaction;	97%

: 109-53-5
isobutyl vinyl ether

: 80657-57-4
3-hydroxy-(2S)-methylpropionate

: methyl (S)-2-methyl-3-(1-isobutoxyethoxy)propionate

Conditions

Conditions	Yield
With sodium hydroxide; pyridinium p-toluenesulfonate In water	97%

: 1008-89-5
2-phenylpyridine

: 109-53-5
isobutyl vinyl ether

: C17H21NO

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In toluene at 60℃; for 12h; Schlenk technique; Inert atmosphere;	97%

: 109-53-5
isobutyl vinyl ether

: 108-39-4
3-methyl-phenol

: 1-(isobutoxy)-1-(3-methylphenoxy)ethane

Conditions

Conditions	Yield
With trifluoroacetic acid at 60 - 65℃;	97%

: 109-53-5
isobutyl vinyl ether

: 61597-96-4
Isobutyl (R)-lactate

: isobutyl (R)-2-(1-isobutoxyethoxy)propionate

Conditions

Conditions	Yield
With trichlorophosphate In ethyl acetate	96.9%

: 109-53-5
isobutyl vinyl ether

: 95407-70-8
1-oxo-4-methoxy-2,2,6,6-tetramethylpiperidinium chloride

: 1-(2-chloro-2-isobutoxy-ethoxy)-4-methoxy-2,2,6,6-tetramethyl-piperidine

Conditions

Conditions	Yield
In chloroform at 20℃; for 0.05h; Addition;	96%

: 905560-32-9
(E)-2-(4-Chloro-1,1,2,2,3,3,4,4-octafluoro-butane-1-sulfonyl)-3-furan-2-yl-1-phenyl-propenone

: 109-53-5
isobutyl vinyl ether

: 5-(4-chloro-1,1,2,2,3,3,4,4-octafluoro-butane-1-sulfonyl)-4-furan-2-yl-2-isobutoxy-6-phenyl-3,4-dihydro-2H-pyran

Conditions

Conditions	Yield
at 80℃; for 3h; hetero-Diels-Alder reaction;	96%

: (2E,4E)-2-(4-Chloro-1,1,2,2,3,3,4,4-octafluoro-butane-1-sulfonyl)-1,5-diphenyl-penta-2,4-dien-1-one

: 109-53-5
isobutyl vinyl ether

: 5-(4-chloro-1,1,2,2,3,3,4,4-octafluoro-butane-1-sulfonyl)-2-isobutoxy-6-phenyl-4-styryl-3,4-dihydro-2H-pyran

Conditions

Conditions	Yield
at 80℃; for 3h; hetero-Diels-Alder reaction;	96%

: 109-53-5
isobutyl vinyl ether

: 17392-83-5
(R)-Methyl lactate

: (+)-2-(1-isobutoxyethoxy)propionate

Conditions

Conditions	Yield
pyridinium p-toluenesulfonate In water; ethyl acetate	95.1%

: 109-53-5
isobutyl vinyl ether

: 147666-20-4
succinimidyl diazoacetate

: 2,5-dioxopyrrolidin-1-yl 2-iso-butoxycyclopropanecarboxylate

Conditions

Conditions	Yield
With [(4,5-dihydro-4,4-dimethyl-2-phenyloxazole)Ru(CH3CN)4]PF6 In dichloromethane at 20℃; for 0.0166667h; Inert atmosphere; optical yield given as %de; diastereoselective reaction;	95%

: 109-53-5
isobutyl vinyl ether

: C12H24O2

Conditions

Conditions	Yield
With C30H41N2Ni(1+)*C32H12BF24(1-) In toluene at 20℃; for 3h; Inert atmosphere;	95%
With [(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)NiH(OTf)]; nitrobenzene In toluene at 20℃; for 24h; regioselective reaction;

: 109-53-5
isobutyl vinyl ether

: 998-30-1
Triethoxysilane

: 1422284-26-1
triethoxy(2-isobutoxyethyl)silane

Conditions

Conditions	Yield
Stage #1: isobutyl vinyl ether With Wilkinson's catalyst for 0.0833333h; Stage #2: Triethoxysilane at 90℃; for 5h;	94.2%
With N-heterocyclic carbene fuctionalized with methyl(trimethylsilane) and methoxypolyethylene glycol Pt(II) complex at 90℃; for 10h;	85.7%
With Wilkinson's catalyst; 1-(2-carboxyethyl)-3-methylimidazolium inner salt at 90℃; for 5h;
With Wilkinson's catalyst Catalytic behavior; Reagent/catalyst; Heating;

: 109-53-5
isobutyl vinyl ether

: 107-02-8
acrolein

: 6581-67-5
2-Isobutoxy-3,4-dihydro-2H-pyran

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-4-methyl-phenol at 135℃; under 22502.3 Torr; for 16h;	94%

: 56-23-5
tetrachloromethane

: 109-53-5
isobutyl vinyl ether

: 78846-85-2
Isobutyl-(1,3,3,3-tetrachlor-propyl)-ether

Conditions

Conditions	Yield
With dibenzoyl peroxide for 5h; Heating;	93%

: 696-63-9
4-Methoxybenzenethiol

: 109-53-5
isobutyl vinyl ether

: 355-43-1
n-perfluorohexyl iodide

: 135984-60-0
1-Methoxy-4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-isobutoxy-octylsulfanyl)-benzene

Conditions

Conditions	Yield
With sodium phenylselenide; sodium hydride In diethyl ether for 2h; Heating;	93%

...Expand

: 109-53-5
isobutyl vinyl ether

: 638-16-4
Thiocyanuric acid

: C21H39N3O3S3

Conditions

Conditions	Yield
n-butyl phosphoric acid In acetone at 65℃; for 16h;	93%
Stage #1: isobutyl vinyl ether; Thiocyanuric acid; n-butyl phosphoric acid In acetone at 65℃; for 16h; Stage #2: With tetra(2-ethylhexyl)titanate In acetone	93%
Stage #1: isobutyl vinyl ether; Thiocyanuric acid; n-butyl phosphoric acid In acetone at 65℃; for 16h; Stage #2: With hydrotalcite In acetone at 40℃; for 10h;	84%

: 109-53-5
isobutyl vinyl ether

: 1332581-01-7
bis(2-isobutoxy-2-bromoethyl) selenide

Conditions

Conditions	Yield
With selenium dibromide In tetrachloromethane at -20 - 20℃; regioselective reaction;	93%

Isobutyl vinyl ether Chemical Properties

IUPAC Name: 1-ethenoxy-2-methylpropane
Empirical Formula: C₆H₁₂O
Molecular Weight: 100.1589g/mol
Structure of Propane,1-(ethenyloxy)-2-methyl- (CAS NO.109-53-5):

EINECS: 203-678-8
Index of Refraction: 1.398
Molar Refractivity: 31.27 cm³
Molar Volume: 129.4 cm³
Polarizability: 12.39×10^-24 cm³
Surface Tension: 20.9 dyne/cm
Density: 0.773 g/cm³
vapor density 3.45 (vs air)
Melting point: -112 °C
Boiling Point: 83 °C at 760 mmHg
Enthalpy of Vaporization: 31.01 kJ/mol
Vapour Pressure: 85.6 mmHg at 25°C
storage temp.: Flammables area
Water Solubility: 0.7 g/L (25 oC)
Canonical SMILES: CC(C)COC=C
InChI: InChI=1S/C6H12O/c1-4-7-5-6(2)3/h4,6H,1,5H2,2-3H3
InChIKey: OZCMOJQQLBXBKI-UHFFFAOYSA-N

Isobutyl vinyl ether Toxicity Data With Reference

1.	orl-rat LD50:17 g/kg	AIHAAP American Industrial Hygiene Association Journal. 23 (1962),95.
2.	ihl-rat LCLo:16,000 ppm/4H	AIHAAP American Industrial Hygiene Association Journal. 23 (1962),95.
3.	skn-rbt LD50:20 g/kg	AIHAAP American Industrial Hygiene Association Journal. 23 (1962),95.

Isobutyl vinyl ether Consensus Reports

Reported in EPA TSCA Inventory.

Isobutyl vinyl ether Safety Profile

Very mildly toxic by ingestion, inhalation, and skin contact. A very dangerous fire hazard when exposed to heat, flame, oxidizers. Severe explosion hazard when exposed to sparks or open flame. Can react vigorously with oxidizing materials. When heated to decomposition it emits acrid smoke and fumes. To fight fire, use alcohol foam, CO₂, dry chemical. See also ETHERS.
Hazard Codes: F, Irritant Xi
Risk Statements: 11-38
R11:Highly flammable.
R38:Irritating to skin.
Safety Statements: 16-23-24/25-33-37
S16:Keep away from sources of ignition.
S23:Do not breathe vapour.
S24/25:Avoid contact with skin and eyes.
S33:Take precautionary measures against static discharges.
S37:Wear suitable gloves.
RIDADR: UN 1304 3/PG 2
WGK Germany: 1
RTECS: KO1300000
F: 9
HazardClass: 3.1
PackingGroup: II

Isobutyl vinyl ether Standards and Recommendations

DOT Classification: 3; Label: Flammable Liquid

Isobutyl vinyl ether Specification

Propane,1-(ethenyloxy)-2-methyl- , its cas register number is 64058-30-6. It also can be called 2-Methyl-1-vinyloxypropane ; 4-01-00-02054 (Beilstein Handbook Reference) ; AI3-18425 ; IVE ; Isobutanol vinyl ether ; Isobutoxyethene ; Isobutyl vinyl ether ; Lutanol LR 8500 ; NSC 8265 ; Vinyl isobutyl ether .
Propane,1-(ethenyloxy)-2-methyl- (CAS NO.109-53-5) is a clear colourless liquid.

Product Name

Isobutyl vinyl ether

Synthetic route

Isobutyl vinyl ether Chemical Properties

Isobutyl vinyl ether Toxicity Data With Reference

Isobutyl vinyl ether Consensus Reports

Isobutyl vinyl ether Safety Profile

Isobutyl vinyl ether Standards and Recommendations

Isobutyl vinyl ether Specification

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