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111-34-2

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111-34-2 Usage

General Description

1-(Ethenyloxy)-butane is a chemical compound with the formula C6H12O. This organic chemical can be produced by the reaction of 1-chlorobutane with sodium ethoxide. It is a colorless liquid with a sweet, ethereal odor, and is used as a solvent in the manufacturing of paints and coatings, as well as in the production of pharmaceuticals and other organic compounds. It is also used in the fragrance industry as a fixative and as a flavoring agent in food products. 1-(Ethenyloxy)-butane is considered to be a flammable liquid and can pose health hazards if not handled and used properly.

Check Digit Verification of cas no

The CAS Registry Mumber 111-34-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 1 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 111-34:
(5*1)+(4*1)+(3*1)+(2*3)+(1*4)=22
22 % 10 = 2
So 111-34-2 is a valid CAS Registry Number.
InChI:InChI=1/C6H12O/c1-3-5-6-7-4-2/h4H,2-3,5-6H2,1H3

111-34-2 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • Alfa Aesar

  • (B23673)  n-Butyl vinyl ether, 98%, stab. with 0.01% KOH   

  • 111-34-2

  • 100ml

  • 227.0CNY

  • Detail
  • Alfa Aesar

  • (B23673)  n-Butyl vinyl ether, 98%, stab. with 0.01% KOH   

  • 111-34-2

  • 500ml

  • 302.0CNY

  • Detail
  • Aldrich

  • (110299)  Butylvinylether  contains 0.01% potassium hydroxide as stabilizer, 98%

  • 111-34-2

  • 110299-100ML

  • 388.44CNY

  • Detail
  • Aldrich

  • (110299)  Butylvinylether  contains 0.01% potassium hydroxide as stabilizer, 98%

  • 111-34-2

  • 110299-500ML

  • 583.83CNY

  • Detail
  • Aldrich

  • (110299)  Butylvinylether  contains 0.01% potassium hydroxide as stabilizer, 98%

  • 111-34-2

  • 110299-1L

  • 797.94CNY

  • Detail
  • Aldrich

  • (110299)  Butylvinylether  contains 0.01% potassium hydroxide as stabilizer, 98%

  • 111-34-2

  • 110299-2L

  • 1,790.10CNY

  • Detail

111-34-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name n-Butyl vinyl ether

1.2 Other means of identification

Product number -
Other names Butane, 1-(ethenyloxy)-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:111-34-2 SDS

111-34-2Synthetic route

dibutyl acetal
871-22-7

dibutyl acetal

6,6-Dimethyloenanthsaeure
15898-92-7

6,6-Dimethyloenanthsaeure

-butyl vinyl ether
111-34-2

-butyl vinyl ether

Conditions
ConditionsYield
83%
acetylene
74-86-2

acetylene

butan-1-ol
71-36-3

butan-1-ol

-butyl vinyl ether
111-34-2

-butyl vinyl ether

Conditions
ConditionsYield
With sodium hydroxide; cesium fluoride at 135 - 140℃; under 7600 - 10640 Torr; for 3h;82%
With sodium butanolate at 100 - 150℃;
With potassium n-butoxide; paraffin oil at 180 - 190℃;
(2-butoxy-ethanesulfinyl)-ethene
81577-06-2

(2-butoxy-ethanesulfinyl)-ethene

A

-butyl vinyl ether
111-34-2

-butyl vinyl ether

B

ethenesulfenic acid
2492-74-2

ethenesulfenic acid

Conditions
ConditionsYield
With potassium hydroxide at 280 - 290℃;A 68%
B n/a
vinyltriethylsilane
1112-54-5

vinyltriethylsilane

butan-1-ol
71-36-3

butan-1-ol

A

-butyl vinyl ether
111-34-2

-butyl vinyl ether

B

hexaethyl disiloxane
994-49-0

hexaethyl disiloxane

Conditions
ConditionsYield
With bromine for 4h;A 65%
B 20%
dibutyl acetal
871-22-7

dibutyl acetal

A

-butyl vinyl ether
111-34-2

-butyl vinyl ether

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
phosphoric acid at 200℃; Product distribution; various catalysts;A 12.5%
B 16.7%
butane, 1-(1-ethoxyethoxy)-
57006-87-8

butane, 1-(1-ethoxyethoxy)-

-butyl vinyl ether
111-34-2

-butyl vinyl ether

Conditions
ConditionsYield
at 300℃; beim Leiten ueber Kaolin;
dibutyl acetal
871-22-7

dibutyl acetal

-butyl vinyl ether
111-34-2

-butyl vinyl ether

Conditions
ConditionsYield
With sodium hydrogen sulfate
With phosphoric acid
With palladium asbestos at 300℃;
With boric acid asbestos at 380 - 410℃;
1,1-dibutoxy-2-chloro-ethane
17437-27-3

1,1-dibutoxy-2-chloro-ethane

-butyl vinyl ether
111-34-2

-butyl vinyl ether

Conditions
ConditionsYield
With sodium at 150℃;
1-chloro-hexan-3-ol
52418-81-2

1-chloro-hexan-3-ol

A

-butyl vinyl ether
111-34-2

-butyl vinyl ether

B

diethylene glycol dibutyl ether
112-73-2

diethylene glycol dibutyl ether

Conditions
ConditionsYield
With sodium hydroxide
chloroethylene
75-01-4

chloroethylene

sodium butanolate
2372-45-4

sodium butanolate

-butyl vinyl ether
111-34-2

-butyl vinyl ether

Conditions
ConditionsYield
at 100℃;
chloroethylene
75-01-4

chloroethylene

potassium n-butoxide
3999-70-0

potassium n-butoxide

-butyl vinyl ether
111-34-2

-butyl vinyl ether

Conditions
ConditionsYield
at 100℃;
1-(2-bromoethoxy)butane
6550-99-8

1-(2-bromoethoxy)butane

-butyl vinyl ether
111-34-2

-butyl vinyl ether

Conditions
ConditionsYield
With sodium hydroxide
1-(2-bromoethoxy)butane
6550-99-8

1-(2-bromoethoxy)butane

A

-butyl vinyl ether
111-34-2

-butyl vinyl ether

B

diethylene glycol dibutyl ether
112-73-2

diethylene glycol dibutyl ether

Conditions
ConditionsYield
With sodium hydroxide
n-butyl 1-chloroethyl ether
3450-47-3

n-butyl 1-chloroethyl ether

N,N-dicyclohexyl-N-ethylamine
7175-49-7

N,N-dicyclohexyl-N-ethylamine

-butyl vinyl ether
111-34-2

-butyl vinyl ether

n-butyl 1-chloroethyl ether
3450-47-3

n-butyl 1-chloroethyl ether

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

A

-butyl vinyl ether
111-34-2

-butyl vinyl ether

B

butan-1-ol
71-36-3

butan-1-ol

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

sodium butanolate
2372-45-4

sodium butanolate

-butyl vinyl ether
111-34-2

-butyl vinyl ether

diethyl acetal
105-57-7

diethyl acetal

butan-1-ol
71-36-3

butan-1-ol

-butyl vinyl ether
111-34-2

-butyl vinyl ether

Conditions
ConditionsYield
at 320℃; beim Leiten ueber mit wss. Natronlauge vorbehandeltes Kieselgur;
4-(vinyloxy)butan-1-ol
17832-28-9

4-(vinyloxy)butan-1-ol

A

2-methyl-[1,3]dioxepane
4469-25-4

2-methyl-[1,3]dioxepane

B

-butyl vinyl ether
111-34-2

-butyl vinyl ether

C

Butane-1,4-diol
110-63-4

Butane-1,4-diol

Conditions
ConditionsYield
With potassium hydroxide at 180℃; Product distribution;
aluminium trichloride
7446-70-0

aluminium trichloride

1-(2-chloroethoxy)butane
10503-96-5

1-(2-chloroethoxy)butane

benzene
71-43-2

benzene

-butyl vinyl ether
111-34-2

-butyl vinyl ether

dibutyl acetal
871-22-7

dibutyl acetal

boric acid-asbestos

boric acid-asbestos

-butyl vinyl ether
111-34-2

-butyl vinyl ether

Conditions
ConditionsYield
at 380 - 410℃;
1,1-dibutoxy-2-chloro-ethane
17437-27-3

1,1-dibutoxy-2-chloro-ethane

sodium

sodium

-butyl vinyl ether
111-34-2

-butyl vinyl ether

Conditions
ConditionsYield
at 150℃;
1-(2-bromoethoxy)butane
6550-99-8

1-(2-bromoethoxy)butane

sodium hydroxide

sodium hydroxide

A

-butyl vinyl ether
111-34-2

-butyl vinyl ether

B

diethylene glycol dibutyl ether
112-73-2

diethylene glycol dibutyl ether

2-butoxyethyl N,N-dimethylcarbamate

2-butoxyethyl N,N-dimethylcarbamate

A

-butyl vinyl ether
111-34-2

-butyl vinyl ether

B

carbon dioxide
124-38-9

carbon dioxide

C

dimethyl amine
124-40-3

dimethyl amine

Conditions
ConditionsYield
at 389.6 - 420.5℃; Kinetics;
2-Butoxyethanol
111-76-2

2-Butoxyethanol

-butyl vinyl ether
111-34-2

-butyl vinyl ether

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethylaniline; diethyl ether; PBr3
2: NaOH
View Scheme
Multi-step reaction with 2 steps
1: dimethylaniline; diethyl ether; PBr3
2: NaOH
View Scheme
vinyl propyl ether
764-47-6

vinyl propyl ether

butan-1-ol
71-36-3

butan-1-ol

-butyl vinyl ether
111-34-2

-butyl vinyl ether

Conditions
ConditionsYield
With [2,2]bipyridinyl; palladium diacetate In acetonitrile at 60℃; for 6h; Reagent/catalyst;
calcium carbide
75-20-7

calcium carbide

butan-1-ol
71-36-3

butan-1-ol

-butyl vinyl ether
111-34-2

-butyl vinyl ether

Conditions
ConditionsYield
With potassium fluoride; water; potassium hydroxide In neat (no solvent) at 150℃; for 13h; Autoclave;
4-tert-butyl benzyl vinyl ether
64022-41-9

4-tert-butyl benzyl vinyl ether

butan-1-ol
71-36-3

butan-1-ol

A

-butyl vinyl ether
111-34-2

-butyl vinyl ether

B

4-tert-Butylbenzyl alcohol
877-65-6

4-tert-Butylbenzyl alcohol

Conditions
ConditionsYield
With bathophenanthroline; copper diacetate at 120℃; for 24h; Schlenk technique; Inert atmosphere;
-butyl vinyl ether
111-34-2

-butyl vinyl ether

propargyl alcohol
107-19-7

propargyl alcohol

3-(1-butoxy-ethoxy)-propyne
871-12-5

3-(1-butoxy-ethoxy)-propyne

Conditions
ConditionsYield
With trifluoroacetic acid at 20 - 60℃; for 0.5h;100%
With hydrogenchloride78%
With hydrogenchloride50%
-butyl vinyl ether
111-34-2

-butyl vinyl ether

1-bromo-3-aza-4-oxo-5-thiaheptanoic acid
137914-54-6

1-bromo-3-aza-4-oxo-5-thiaheptanoic acid

(2-Bromo-ethylcarbamoylsulfanyl)-acetic acid 1-butoxy-ethyl ester

(2-Bromo-ethylcarbamoylsulfanyl)-acetic acid 1-butoxy-ethyl ester

Conditions
ConditionsYield
In benzene at 50℃; for 1h;100%
-butyl vinyl ether
111-34-2

-butyl vinyl ether

N-(p-nitrophenyl)-5-methyl-2-methylsulfonyl-3-thiophenecarbohydrazonoyl chloride
165066-12-6

N-(p-nitrophenyl)-5-methyl-2-methylsulfonyl-3-thiophenecarbohydrazonoyl chloride

5-Butoxy-3-(2-methanesulfonyl-5-methyl-thiophen-3-yl)-1-(4-nitro-phenyl)-4,5-dihydro-1H-pyrazole
165066-17-1

5-Butoxy-3-(2-methanesulfonyl-5-methyl-thiophen-3-yl)-1-(4-nitro-phenyl)-4,5-dihydro-1H-pyrazole

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 4.5h;100%
-butyl vinyl ether
111-34-2

-butyl vinyl ether

Methyl 8-(phenylmethoxy)-4-<<(trifluoromethyl)sulfonyl>oxy>-2-naphthalenecarboxylate
144003-47-4

Methyl 8-(phenylmethoxy)-4-<<(trifluoromethyl)sulfonyl>oxy>-2-naphthalenecarboxylate

Methyl 4-(1-butoxyvinyl)-8-(phenylmethoxy)-2-naphthalenecarboxylate

Methyl 4-(1-butoxyvinyl)-8-(phenylmethoxy)-2-naphthalenecarboxylate

Conditions
ConditionsYield
With triethylamine; palladium diacetate; 1,3-bis-(diphenylphosphino)propane In N,N-dimethyl-formamide at 60℃; for 24h;100%
-butyl vinyl ether
111-34-2

-butyl vinyl ether

methyl [(diphenylmethyl)imino] acetate N-oxide
77486-11-4, 77486-12-5, 160030-82-0

methyl [(diphenylmethyl)imino] acetate N-oxide

methyl [5-(n-butyloxy)-2-diphenylmethylisoxazolidin-3-yl]carboxylate

methyl [5-(n-butyloxy)-2-diphenylmethylisoxazolidin-3-yl]carboxylate

Conditions
ConditionsYield
With Eu(fod)3 In 1,2-dichloro-ethane at 20℃; for 6h;100%
With Eu(fod)3 In 1,2-dichloro-ethane for 6h; Ambient temperature; Yield given;
-butyl vinyl ether
111-34-2

-butyl vinyl ether

ethenyltrimethylsilane
754-05-2

ethenyltrimethylsilane

A

((Z)-2-Butoxy-vinyl)-trimethyl-silane

((Z)-2-Butoxy-vinyl)-trimethyl-silane

B

((E)-2-Butoxy-vinyl)-trimethyl-silane

((E)-2-Butoxy-vinyl)-trimethyl-silane

Conditions
ConditionsYield
Grubbs catalyst first generation In benzene at 60℃; for 24h; cross-metathesis; Title compound not separated from byproducts;A n/a
B 100%
-butyl vinyl ether
111-34-2

-butyl vinyl ether

7-trifluoromethyl-3-methoxycarbonyl-4H-1,2-benzoxazine
538342-24-4

7-trifluoromethyl-3-methoxycarbonyl-4H-1,2-benzoxazine

C14H17F3O2

C14H17F3O2

Conditions
ConditionsYield
In toluene at 120℃; for 8h; Diels-Alder reaction;100%
-butyl vinyl ether
111-34-2

-butyl vinyl ether

7-cyano-3-methoxycarbonyl-4H-1,2-benzoxazine
538342-25-5

7-cyano-3-methoxycarbonyl-4H-1,2-benzoxazine

C14H17NO2

C14H17NO2

Conditions
ConditionsYield
In toluene at 120℃; for 8h; Diels-Alder reaction;100%
1,1,1-trifluoromethanesulfonic acid 2-methoxyquinolin-8-yl ester
642477-88-1

1,1,1-trifluoromethanesulfonic acid 2-methoxyquinolin-8-yl ester

-butyl vinyl ether
111-34-2

-butyl vinyl ether

8-(1-butoxy-vinyl)-2-methoxy-quinoline
642478-21-5

8-(1-butoxy-vinyl)-2-methoxy-quinoline

Conditions
ConditionsYield
Stage #1: 1,1,1-trifluoromethanesulfonic acid 2-methoxyquinolin-8-yl ester; -butyl vinyl ether With N-ethyl-N,N-diisopropylamine; palladium diacetate; 1,3-bis-(diphenylphosphino)propane In DMF (N,N-dimethyl-formamide) at 60℃; for 18h;
Stage #2: With N-Bromosuccinimide In tetrahydrofuran; water for 1h;
100%
-butyl vinyl ether
111-34-2

-butyl vinyl ether

2-[3-(2-hydroxy-2-phenylethyl)trisulfanyl]-1-phenyl-1-ethanol
1278475-40-3

2-[3-(2-hydroxy-2-phenylethyl)trisulfanyl]-1-phenyl-1-ethanol

2-{3-[2-(1-butoxyethoxy)-2-phenylethyl]trisulfanyl}-1-phenylethyl 1-butoxyethyl ether
1278475-55-0

2-{3-[2-(1-butoxyethoxy)-2-phenylethyl]trisulfanyl}-1-phenylethyl 1-butoxyethyl ether

Conditions
ConditionsYield
Stage #1: -butyl vinyl ether; 2-[3-(2-hydroxy-2-phenylethyl)trisulfanyl]-1-phenyl-1-ethanol With trifluoroacetic acid In 1,2-dimethoxyethane at 20℃; for 12h;
Stage #2: With potassium carbonate In 1,2-dimethoxyethane at 20℃; for 1h;
100%
-butyl vinyl ether
111-34-2

-butyl vinyl ether

bis(2-bromo-2-butoxyethyl) selenide
1332580-99-0

bis(2-bromo-2-butoxyethyl) selenide

Conditions
ConditionsYield
With selenium dibromide In tetrachloromethane at -20 - 20℃; regioselective reaction;100%
With selenium dibromide In tetrachloromethane at -20 - 20℃; regioselective reaction;98%
-butyl vinyl ether
111-34-2

-butyl vinyl 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 indium tribromide In 1,2-dichloro-ethane at -20℃; for 2h; regioselective reaction;100%
With gallium(III) bromide In 1,2-dichloro-ethane at 80℃; for 2h; Catalytic behavior; Kinetics; Reagent/catalyst; Solvent; Temperature;93%
8-(benzyloxy)-5-[(1R)-2-bromo-1-hydroxyethyl]quinolin-2(1H)-one
530084-79-8

8-(benzyloxy)-5-[(1R)-2-bromo-1-hydroxyethyl]quinolin-2(1H)-one

-butyl vinyl ether
111-34-2

-butyl vinyl ether

C24H28BrNO4
1585234-56-5

C24H28BrNO4

Conditions
ConditionsYield
With toluene-4-sulfonic acid In tetrahydrofuran; toluene at 20 - 25℃; for 0.5h; Molecular sieve;100%
With toluene-4-sulfonic acid In tetrahydrofuran; toluene at 20 - 25℃; for 0.5h; Molecular sieve;100%
-butyl vinyl ether
111-34-2

-butyl 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-n-butyloxyl)ethyl]oxyl-17β-cyano-3,3-(ethylene-dioxy)-19-norpregna-5(10),9(11)-diene

17α-[(±)1-(1-n-butyloxyl)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%
-butyl vinyl ether
111-34-2

-butyl vinyl ether

6-chloro-2,2'-bipyridine-4,4'-dicarboxylic acid dimethyl ester
1344146-04-8

6-chloro-2,2'-bipyridine-4,4'-dicarboxylic acid dimethyl ester

palladium diacetate
3375-31-3

palladium diacetate

6-acetyl-2,2'-bipyridine-4,4'-dicarboxylic acid di-n-butyl ester

6-acetyl-2,2'-bipyridine-4,4'-dicarboxylic acid di-n-butyl ester

Conditions
ConditionsYield
Stage #1: -butyl vinyl ether; 6-chloro-2,2'-bipyridine-4,4'-dicarboxylic acid dimethyl ester; palladium diacetate With 1,3-bis-(diphenylphosphino)propane; sodium hydrogencarbonate In butan-1-ol Inert atmosphere; Reflux;
Stage #2: With hydrogenchloride In methanol; water at 20℃; for 0.166667h;
100%
-butyl vinyl ether
111-34-2

-butyl vinyl ether

3-methyl-phenol
108-39-4

3-methyl-phenol

1-(n-butoxy)-1-(3-methylphenoxy)ethane
93308-46-4

1-(n-butoxy)-1-(3-methylphenoxy)ethane

Conditions
ConditionsYield
With trifluoroacetic acid at 60 - 65℃;99%
With phosphoric acid at 20℃;
-butyl vinyl ether
111-34-2

-butyl vinyl ether

2-bromo-1-phenyl-ethanone oxime
14181-72-7, 17082-13-2, 17082-14-3

2-bromo-1-phenyl-ethanone oxime

6-butoxy-3-phenyl-1,2-oxazine
132868-21-4

6-butoxy-3-phenyl-1,2-oxazine

Conditions
ConditionsYield
With sodium carbonate In dichloromethane for 15h; Ambient temperature;99%
-butyl vinyl ether
111-34-2

-butyl vinyl ether

2-hexen-1-ol
2305-21-7

2-hexen-1-ol

1-butoxy-1-(hex-2-enyl)oxy-2-iodoethane
154613-93-1

1-butoxy-1-(hex-2-enyl)oxy-2-iodoethane

Conditions
ConditionsYield
With N-iodo-succinimide In dichloromethane at -78 - 0℃;99%
Stage #1: -butyl vinyl ether; 2-hexen-1-ol In dichloromethane at 20℃; for 0.0833333h;
Stage #2: With N-iodo-succinimide In dichloromethane at -78 - 0℃; Further stages.;
99%
With N-iodo-succinimide In dichloromethane Addition;
iodobenzene
591-50-4

iodobenzene

-butyl vinyl ether
111-34-2

-butyl vinyl ether

1-(2-butoxy-1-ethenyl)benzene

1-(2-butoxy-1-ethenyl)benzene

Conditions
ConditionsYield
With poly(N-isopropylacerylamide)-SCS-PdCl; TEA In n-heptane; N,N-dimethyl acetamide; water at 95℃; for 10h; Heck coupling;99%
-butyl vinyl ether
111-34-2

-butyl vinyl ether

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

O,O-diethyl (2-butoxyethyl)phosphonate
4219-15-2

O,O-diethyl (2-butoxyethyl)phosphonate

Conditions
ConditionsYield
With triethyl borane; oxygen In cyclohexane at 20℃; for 54h;99%
methanol
67-56-1

methanol

-butyl vinyl ether
111-34-2

-butyl vinyl ether

1-(2-iodo-1-methoxyethoxy)butane

1-(2-iodo-1-methoxyethoxy)butane

Conditions
ConditionsYield
With dicloroiodoisocyanuric acid at 20℃; for 0.0166667h; Darkness; regioselective reaction;99%
With triiodoisocyanuric acid at 20℃; for 0.0333333h;83%
-butyl vinyl ether
111-34-2

-butyl vinyl ether

tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

<2-Butyloxy-ethyl>-triisobutyl-zinn
51283-48-8

<2-Butyloxy-ethyl>-triisobutyl-zinn

Conditions
ConditionsYield
In neat (no solvent) other Radiation; under Ar; (60)Co-irradiation; 1.5:1 molar ratio (olefine:Sn-compound) ;25°C; GLC;99%
other Radiation; gamma-radiation;;99%
other Radiation; gamma-radiation;;99%
In not given other Radiation; γ-radiation;;
-butyl vinyl ether
111-34-2

-butyl vinyl ether

methyl 2-bromo-5-methoxybenzoate
35450-36-3

methyl 2-bromo-5-methoxybenzoate

methyl 2-acetyl-5-methoxy-benzoate
1217472-06-4

methyl 2-acetyl-5-methoxy-benzoate

Conditions
ConditionsYield
With triethylamine; palladium diacetate; triphenylphosphine In acetonitrile at 99℃; for 16.5h; Inert atmosphere;99%
methyl 2-(2-diazo-1,3-dioxohexyl)benzoate

methyl 2-(2-diazo-1,3-dioxohexyl)benzoate

-butyl vinyl ether
111-34-2

-butyl vinyl ether

1-butanoyl-7-endo-buthoxy-5-methoxy-8-oxabenzo[c]bicyclo[3.2.1]octan-2-one

1-butanoyl-7-endo-buthoxy-5-methoxy-8-oxabenzo[c]bicyclo[3.2.1]octan-2-one

Conditions
ConditionsYield
With dirhodium tetraacetate; nickel(II) perchlorate hexahydrate; (R)-N,N'-bis(4-methyl-2-quinolylmethylene)-1,1'-binaphthyl-2,2'-diamine In dichloromethane at 55℃; for 1h; Inert atmosphere; Molecular sieve; optical yield given as %ee; enantioselective reaction;99%
-butyl vinyl ether
111-34-2

-butyl vinyl ether

N-tert-butoxycarbonyl-D-Phenylalaninol
106454-69-7

N-tert-butoxycarbonyl-D-Phenylalaninol

(+)-(R)-tert-butyl [1-phenyl-3-(vinyloxy)propan-2-yl]carbamate
1319741-22-4

(+)-(R)-tert-butyl [1-phenyl-3-(vinyloxy)propan-2-yl]carbamate

Conditions
ConditionsYield
With 1,10-Phenanthroline; palladium (II) trifluoroacetate; triethylamine at 75℃; for 12h; Inert atmosphere;99%
-butyl vinyl ether
111-34-2

-butyl vinyl ether

dimethyl 2-(1,3-dioxoisoindolin-2-yl)-cyclopropane-1,1-dicarboxylate
1352653-03-2

dimethyl 2-(1,3-dioxoisoindolin-2-yl)-cyclopropane-1,1-dicarboxylate

dimethyl 2-butoxy-4-(1,3-dioxoisoindolin-2-yl)cyclopentane-1,1-dicarboxylate

dimethyl 2-butoxy-4-(1,3-dioxoisoindolin-2-yl)cyclopentane-1,1-dicarboxylate

Conditions
ConditionsYield
With tin(IV) chloride In dichloromethane at -78℃; for 1h; Inert atmosphere; optical yield given as %de; diastereoselective reaction;99%
-butyl vinyl ether
111-34-2

-butyl vinyl ether

ethyl (E)-4-((2-(3-methoxy-3-oxoprop-1-enyloxy)phenyl)ethynyl)benzoate
1396510-82-9

ethyl (E)-4-((2-(3-methoxy-3-oxoprop-1-enyloxy)phenyl)ethynyl)benzoate

methyl (2SR,3SR)-2-butoxy-4-(4-(ethoxycarbonyl)phenyl)-2,3-dihydrobenzo[b]oxepine-3-carboxylate

methyl (2SR,3SR)-2-butoxy-4-(4-(ethoxycarbonyl)phenyl)-2,3-dihydrobenzo[b]oxepine-3-carboxylate

Conditions
ConditionsYield
With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I) In 1,2-dichloro-ethane at 50℃; for 6h; Inert atmosphere; diastereoselective reaction;99%
2-phenylpyridine
1008-89-5

2-phenylpyridine

-butyl vinyl ether
111-34-2

-butyl 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 80℃; for 12h; Temperature; Reagent/catalyst; Schlenk technique; Inert atmosphere;99%
-butyl vinyl ether
111-34-2

-butyl vinyl ether

phenol
108-95-2

phenol

1-(n-butoxy-1-phenoxy)ethane
20682-70-6

1-(n-butoxy-1-phenoxy)ethane

Conditions
ConditionsYield
With trifluoroacetic acid at 60 - 65℃;98%
With hydrogenchloride In 1,4-dioxane at 25℃; Rate constant; Mechanism; other alcohols;
With sulfuric acid at 20℃;
methyl coumalate
6018-41-3

methyl coumalate

-butyl vinyl ether
111-34-2

-butyl vinyl ether

methyl 8-butoxy-3-oxo-2-oxabicyclo[2.2.2]oct-5-ene-6-carboxylate

methyl 8-butoxy-3-oxo-2-oxabicyclo[2.2.2]oct-5-ene-6-carboxylate

Conditions
ConditionsYield
In acetonitrile at 75℃; for 24h; Diels-Alder Cycloaddition; Sealed tube;98%
In nitromethane at 70 - 80℃; Yield given;

111-34-2Relevant articles and documents

N,N-Dimethylformamide-stabilised palladium nanoparticles combined with bathophenanthroline as catalyst for transfer vinylation of alcohols from vinyl ether

Tabaru, Kazuki,Nakatsuji, Masato,Itoh, Satoshi,Suzuki, Takeyuki,Obora, Yasushi

supporting information, p. 3384 - 3388 (2021/05/03)

We reportN,N-dimethylformamide-stabilised Pd nanoparticle (Pd NP)-catalysed transfer vinylation of alcohols from vinyl ether. Pd NPs combined with bathophenanthroline exhibited high catalytic activity. This reaction proceeded with low catalyst loading and the catalyst remained effective even after many rounds of recycling. The observation of the catalyst using transmission electron microscopy and dynamic light scattering implied no deleterious aggregation of Pd NPs.

Method of producing vinyl ether

-

Paragraph 0074, (2016/10/08)

PROBLEM TO BE SOLVED: To provide a method for producing vinylether which gives high conversion rate of ether exchange reaction, excels in recyclability of raw material components and enables mass production at low cost industrially. SOLUTION: This method comprises: performing an ether exchange reaction between vinylethers and alcohols in the presence of a transition metal catalyst; and during the reaction or after completion of the reaction, while bubbling oxygen in the reaction mixture, distilling low boiling point components out to concentrate the reaction mixture. The low boiling point components may be distilled at around 50-100°C. In this reaction, the vinylethers may be used at a rate of excess molar equivalent to the alcohols. The oxygen may be bubbled at a rate of 5-100 L/min to 1 mole of the transition metal catalyst. The transition metal catalyst may be a paradium complex and/or cobalt complex. COPYRIGHT: (C)2013,JPOandINPIT

A structure-reactivity correlation with three slopes in the elimination kinetics of 2-substituted ethyl N,N-dimethyl-carbamates in the gas phase

Chuchani, Gabriel,Nunnez, Oswaldo,Marcano, Norka,Napolitano, Suvighey,Rodriguez, Henry,Dominguez, Marianella,Ascanio, Judany,Rotinov, Alexandra,Dominguez, Rosa M.,Herize, Armando

, p. 146 - 158 (2007/10/03)

The elimination kinetics of 17 2-substituted ethyl N,N-dimethylcarbamates in the gas phase were determined in the temperature range of 269.5-420.2°C and the pressure range of 24-186 Torr. The reactions in a static system and in the presence of a free radical inhibitor are homogeneous and unimolecular and follow a first-order rate law. The kinetics and thermodynamic parameters are described. The use of several structure-reactivity relationship methods meaningless results, except for Taft σ* values. Three good slopes are originated at σ*(CH3) = 0.00. Slope a: the 2-substituted alkyl groups gave a good straight line when log (k/kCH3) vs σ* values (ρ* = - 1.94 ± 0.30, r = 0.977 at 360°C) were plotted. Slope b: Polar2 substituents gave an approximate straight line with ρ* = - 0.12 ± 0.02, r = 0.936 at 360°C. Slope c:the correlation of multiple bonded and electron-withdrawing substituents interposed by a methylene group at the 2-position of ethyl N,N-dimethylcarbamate was found to give a very good straight line wirh ρ* = 0.49 ± 0.02, r = 0.991 at 360°C. Mechanisms are suggested on the basis of these relationships. The point position of the substituents phenyl (C6H5) and isopropenyl [CH2=C(CH3)] at the 2-position was found to fall far above the three slopes of the lines. These results are interpreted in terms of neighboring group participation of these substituents in the elimination process of the carbamates. However, the acidity of the benzylic and allylic Cβ-H bond for a six-membered cyclic transition state may not be ignored. Copyright

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