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109-53-5 Usage

Chemical Properties

Colorless liquid. Very slightly soluble in water; soluble in alcohol and ether; easily polymerized.

Uses

Different sources of media describe the Uses of 109-53-5 differently. You can refer to the following data:
1. Isobutyl vinyl ether is use in preparation method and formula of bulk polymerized Chloroether resin.
2. Polymer and copolymers used in surgical adhesives, coatings, and lacquers; modifier for alkyd and polystyrene resins; plasticizer for nitrocellulose and other plastics; chemical intermediate.

General Description

A clear colorless liquid. Flash point 15°F. May polymerize if contaminated or subjected to heat. If polymerization take place inside a container, the container may violently rupture. Vapors are heavier than air.

Air & Water Reactions

Highly flammable. Less dense than water and very slightly soluble in water. Tends to form explosive peroxides when exposed to air. When ethers containing peroxides are heated (distilled) they can detonate [Lewis, 3rd ed., 1993, p. 728].

Reactivity Profile

Isobutyl vinyl ether is a colorless, moderately toxic liquid, highly flammable. A very dangerous fire hazard when exposed to heat, flame or strong oxidizing agents. Highly explosive in the form of vapor when exposed to open flame or sparks.

Health Hazard

Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control may cause pollution.

Fire Hazard

HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. May polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Flammability and Explosibility

Flammable

Purification Methods

Wash the ether three times with equal volumes of aqueous 1% NaOH, dry with CaH2, reflux it with sodium for several hours, then fractionally distil it from sodium. [Beilstein 1 IV 2054.]

Check Digit Verification of cas no

The CAS Registry Mumber 109-53-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 9 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 109-53:
(5*1)+(4*0)+(3*9)+(2*5)+(1*3)=45
45 % 10 = 5
So 109-53-5 is a valid CAS Registry Number.
InChI:InChI=1/C6H12O/c1-4-7-5-6(2)3/h4,6H,1,5H2,2-3H3

109-53-5 Well-known Company Product Price

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  • Aldrich

  • (278351)  Isobutylvinylether  contains 0.1% potassium hydroxide as stabilizer, 99%

  • 109-53-5

  • 278351-250ML

  • 483.21CNY

  • Detail

109-53-5SDS

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 Isobutyl vinyl ether

1.2 Other means of identification

Product number -
Other names Propane, 1-(ethenyloxy)-2-methyl-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
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:109-53-5 SDS

109-53-5Synthetic route

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

2-methyl-propan-1-ol

acetylene
74-86-2

acetylene

isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

Conditions
ConditionsYield
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;
1,1-bis(isobutyloxy)-ethane
5669-09-0

1,1-bis(isobutyloxy)-ethane

isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

Conditions
ConditionsYield
With sodium hydrogen sulfate
With quinoline; phosphorus pentoxide
α-chloroethyl isobutyl ether
19865-33-9

α-chloroethyl isobutyl ether

isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

Conditions
ConditionsYield
With pyridine
sodium isobutoxide
13259-29-5

sodium isobutoxide

acetylene
74-86-2

acetylene

isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

Conditions
ConditionsYield
With N,N-diethylaniline at 185 - 190℃;
acetylene
74-86-2

acetylene

isobutal alcohol

isobutal alcohol

isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

Conditions
ConditionsYield
With zinc diacetate at 210 - 220℃;
With copper(I) monacetylide at 210 - 220℃;
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

acetaldehyde
75-07-0

acetaldehyde

isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

Conditions
ConditionsYield
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;
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

calcium carbide
75-20-7

calcium carbide

isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

Conditions
ConditionsYield
With potassium fluoride; water; potassium hydroxide In neat (no solvent) at 160℃; for 13h; Temperature; Autoclave;75.8 %Spectr.
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

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

(E)-4-Ethoxy-1,1,1-trifluoro-3-buten-2-one

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

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

Conditions
ConditionsYield
With hydroquinone at 80℃; for 30h;100%
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

isobutoxyacryloyl chloride

isobutoxyacryloyl chloride

Conditions
ConditionsYield
In phosgene100%
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

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

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

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

Conditions
ConditionsYield
With toluene-4-sulfonic acid In tetrahydrofuran at 20℃; for 4h; Cooling; Large scale;100%
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

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

3-hydroxy-3-methyl-1-cyano-1-butyne

C12H19NO2

C12H19NO2

Conditions
ConditionsYield
With trifluoroacetic acid at 20 - 25℃;100%
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

phenol
108-95-2

phenol

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

1-(isobutoxy-1-phenoxy)ethane

Conditions
ConditionsYield
With trifluoroacetic acid at 60 - 65℃;99%
toluene-4-sulfonic acid In diethyl ether for 1h; Heating;72.4%
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

methyl benzylidenepyruvate
107969-78-8

methyl benzylidenepyruvate

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

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

Conditions
ConditionsYield
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

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

isobutyl vinyl ether
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

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
ConditionsYield
at 80℃; for 5h; hetero-Diels-Alder reaction;99%
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

methyl 4-phenyl-2-oxo-3-butenoate
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

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

Conditions
ConditionsYield
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%
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

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

(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

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

Conditions
ConditionsYield
With nickel(II) tetrafluoroborate hexahydrate; C33H48N4O4 In dichloromethane at 30℃; for 4h; Diels-Alder Cycloaddition; Inert atmosphere; stereoselective reaction;99%
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

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

dimethyl 2,2-dicyanoethene-1,1-dicarboxylate

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

dimethyl 3-isobutoxy-2,2-dicyanocyclobutane-1,1-dicarboxylate

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

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

isobutyl vinyl ether
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

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
ConditionsYield
at 80℃; for 5h; hetero-Diels-Alder reaction;98%
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

acetaldehyde
75-07-0

acetaldehyde

Conditions
ConditionsYield
With sulfuric acid; water In neat (no solvent) at 80 - 100℃; for 3.5h; Temperature;97%
Hydrolysis;
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

bis(2-phenylethyl)phosphane sulfide

bis(2-phenylethyl)phosphane sulfide

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

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

Conditions
ConditionsYield
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

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

isobutyl vinyl ether
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

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
ConditionsYield
at 80℃; for 5h; hetero-Diels-Alder reaction;97%
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

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

3-hydroxy-(2S)-methylpropionate

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

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

Conditions
ConditionsYield
With sodium hydroxide; pyridinium p-toluenesulfonate In water97%
2-phenylpyridine
1008-89-5

2-phenylpyridine

isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

C17H21NO

C17H21NO

Conditions
ConditionsYield
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%
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

3-methyl-phenol
108-39-4

3-methyl-phenol

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

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

Conditions
ConditionsYield
With trifluoroacetic acid at 60 - 65℃;97%
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

Isobutyl (R)-lactate
61597-96-4

Isobutyl (R)-lactate

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

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

Conditions
ConditionsYield
With trichlorophosphate In ethyl acetate96.9%
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

1-oxo-4-methoxy-2,2,6,6-tetramethylpiperidinium chloride
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

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

Conditions
ConditionsYield
In chloroform at 20℃; for 0.05h; Addition;96%
(E)-2-(4-Chloro-1,1,2,2,3,3,4,4-octafluoro-butane-1-sulfonyl)-3-furan-2-yl-1-phenyl-propenone
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

isobutyl vinyl ether
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

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
ConditionsYield
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

(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

isobutyl vinyl ether
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

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
ConditionsYield
at 80℃; for 3h; hetero-Diels-Alder reaction;96%
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

(R)-Methyl lactate
17392-83-5

(R)-Methyl lactate

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

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

Conditions
ConditionsYield
pyridinium p-toluenesulfonate In water; ethyl acetate95.1%
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

succinimidyl diazoacetate
147666-20-4

succinimidyl diazoacetate

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

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

Conditions
ConditionsYield
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%
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

C12H24O2

C12H24O2

Conditions
ConditionsYield
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;
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

Triethoxysilane
998-30-1

Triethoxysilane

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

triethoxy(2-isobutoxyethyl)silane

Conditions
ConditionsYield
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;
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

acrolein
107-02-8

acrolein

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

2-Isobutoxy-3,4-dihydro-2H-pyran

Conditions
ConditionsYield
With 2,6-di-tert-butyl-4-methyl-phenol at 135℃; under 22502.3 Torr; for 16h;94%
tetrachloromethane
56-23-5

tetrachloromethane

isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

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

Isobutyl-(1,3,3,3-tetrachlor-propyl)-ether

Conditions
ConditionsYield
With dibenzoyl peroxide for 5h; Heating;93%
4-Methoxybenzenethiol
696-63-9

4-Methoxybenzenethiol

isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

1-Methoxy-4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-isobutoxy-octylsulfanyl)-benzene
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
ConditionsYield
With sodium phenylselenide; sodium hydride In diethyl ether for 2h; Heating;93%
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

Thiocyanuric acid
638-16-4

Thiocyanuric acid

C21H39N3O3S3

C21H39N3O3S3

Conditions
ConditionsYield
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%
isobutyl vinyl ether
109-53-5

isobutyl vinyl ether

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

bis(2-isobutoxy-2-bromoethyl) selenide

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

109-53-5Related news

Fast living cationic polymerization of Isobutyl vinyl ether (cas 109-53-5) tailored by single nucleophile in microflow system08/19/2019

The application of living cationic polymerization suffers from complex and costly additives as well as low productivity. In this work, we attempted to develop fast living cationic polymerization of isobutyl vinyl ether (IBVE) tailored by reduced single nucleophile in microflow system. Living pol...detailed

109-53-5Relevant articles and documents

-

Yuki et al.

, p. 3546,3548, 3549 (1969)

-

Calcium Carbide Looping System for Acetaldehyde Manufacturing from Virtually any Carbon Source

Rodygin, Konstantin S.,Lotsman, Kristina A.,Ananikov, Valentine P.

, p. 3679 - 3685 (2020/06/17)

A vinylation/devinylation looping system for acetaldehyde manufacturing was evaluated. Vinylation of iso-butanol with calcium carbide under solvent-free conditions was combined with hydrolysis of the resulting iso-butyl vinyl ether under slightly acidic conditions. Acetaldehyde produced by hydrolysis was collected from the reaction mixture by simple distillation, and the remaining alcohol was redirected to the vinylation step. All the inorganic co-reagents can be looped as well, and the full sequence is totally sustainable. A complete acetaldehyde manufacturing cycle was proposed on the basis of the developed procedure. The cycle was fed with calcium carbide and produced the aldehyde as a single product in a total preparative yield of 97 %. No solvents, hydrocarbons, or metal catalysts were needed to maintain the cycle. As calcium carbide in principle can be synthesized from virtually any source of carbon, the developed technology represents an excellent example of biomass and waste conversion into a valuable industrial product.

PROCESS FOR PRODUCTION OF ALKENYL ETHERS

-

Page/Page column 9-10, (2008/06/13)

A process for the production of alkenyl ethers represented by the general formula (III) [wherein R1, R2 and R3 are each independently hydrogen, substituted or unsubstituted alkyl, or the like; n is an integer of 1 or above; and X is a group derived from substituted or unsubstituted alkane by removing n hydrogen atoms (which alkane includes those substituted with one or two aryl groups and the carbon atoms of which alkane may be partially replaced by oxygen or SO2), or the like], characterized by comprising the step of reacting a compound represented by the general formula (I) (wherein R1, R2 and R3 are each as defined above) with a compound represented by the general formula (II) (wherein n and X are each as defined above) and hydrogen halide to obtain an α-halo ether.

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