Product Name

  • Name

    Dioctyl ether

  • EINECS 211-112-6
  • CAS No. 629-82-3
  • Article Data97
  • CAS DataBase
  • Density 0.81 g/cm3
  • Solubility
  • Melting Point -7.6 °C(lit.)
  • Formula C16H34O
  • Boiling Point 286.5 °C at 760 mmHg
  • Molecular Weight 242.445
  • Flash Point 113.5 °C
  • Transport Information
  • Appearance colourless liquid
  • Safety 23-24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 629-82-3 (Dioctyl ether)
  • Hazard Symbols
  • Synonyms Octyl ether(6CI,7CI,8CI);1,1'-Oxybisoctane;Antar;Bis(1-octyl) ether;Caprylic ether;Cetiol OE;Cosmacol OE;Di-n-octyl ether;Dicaprylyl ether;Dioctyl ether;NSC28948;n-Octyl ether;
  • PSA 9.23000
  • LogP 5.72400

Synthetic route

N-Methylformamide
123-39-7

N-Methylformamide

A

octanol
111-87-5

octanol

B

di-n-octyl ether
629-82-3

di-n-octyl ether

C

octyl formate
112-32-3

octyl formate

D

N-methylmethanimidamide hydroiodide

N-methylmethanimidamide hydroiodide

Conditions
ConditionsYield
With 1-Iodooctane at 146℃;A n/a
B n/a
C n/a
D 100%
N-Methylformamide
123-39-7

N-Methylformamide

A

octanol
111-87-5

octanol

B

di-n-octyl ether
629-82-3

di-n-octyl ether

C

octyl formate
112-32-3

octyl formate

D

N-methylmethanimidamide hydrobromide

N-methylmethanimidamide hydrobromide

Conditions
ConditionsYield
With 1-bromo-octane at 146℃;A n/a
B n/a
C n/a
D 100%
octanol
111-87-5

octanol

1-bromo-octane
111-83-1

1-bromo-octane

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
With potassium hydroxide; aliquat 366 In neat (no solvent) at 20℃; for 2h;98%
With potassium hydroxide; tetrabutylammomium bromide; potassium carbonate at 158℃; for 0.0152778h;90%
With sodium In xylene
Octanal
124-13-0

Octanal

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
With Dimethylphenylsilane In 1,1,2,2-tetrachloroethane at 100℃; for 3h;98%
With hydrogen; Pd-C93%
With triethylsilane; bismuth(III) bromide In acetonitrile for 2h; Ambient temperature;88%
With Dimethylphenylsilane In 1,1,2,2-tetrachloroethane at 100℃; for 3h; chemoselective reaction;
octanol
111-87-5

octanol

Octanal
124-13-0

Octanal

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal at 160℃; under 760 Torr; for 18h; Etherification;97%
With hydrogen; palladium on activated charcoal at 160℃; for 10h; atmospheric pressure;97%
With Pd/Al2O3; hydrogen; ethyl iodide at 60℃; under 15001.5 Torr; for 15h; Sealed tube;
octanol
111-87-5

octanol

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
With yttrium iron garnet In neat (no solvent) at 80℃; for 0.25h; Green chemistry;93%
With C19H26IrN3O2(2+)*2C2F6NO4S2(1-); hydrogen In toluene at 160℃; for 20h; Reagent/catalyst; Temperature;90%
With boron tri(hydrogen sulphate); silica gel at 60℃; for 0.116667h; Neat (no solvent);87%
trimethyl phosphite
512-56-1

trimethyl phosphite

octanol
111-87-5

octanol

A

1-methoxyoctane
929-56-6

1-methoxyoctane

B

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate In neat (no solvent) at 100℃; Reagent/catalyst;A 91%
B 6%
octanol
111-87-5

octanol

benzyl alcohol
100-51-6

benzyl alcohol

A

di-n-octyl ether
629-82-3

di-n-octyl ether

B

dibenzyl ether
103-50-4

dibenzyl ether

C

((octyloxy)methyl)benzene
54852-64-1

((octyloxy)methyl)benzene

Conditions
ConditionsYield
With copper acetylacetonate; carbon tetrabromide at 150℃; for 8h; Inert atmosphere; Sealed tube;A 10%
B 18%
C 82%
trimethyl(oct-1-yloxy)silane
14246-16-3

trimethyl(oct-1-yloxy)silane

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
With sulfuric acid; silica gel In hexane at 20℃; for 0.25h;80%
With Nafion-H(R) In hexane at 20℃; for 0.333333h;80%
carbon-based solid acid In hexane at 20℃; for 0.133333h;80%
1-Chlorooctane
111-85-3

1-Chlorooctane

A

octanol
111-87-5

octanol

B

1-Fluoro-octane
463-11-6

1-Fluoro-octane

C

oct-1-ene
111-66-0

oct-1-ene

D

di-n-octyl ether
629-82-3

di-n-octyl ether

E

octyl formate
112-32-3

octyl formate

Conditions
ConditionsYield
With potassium fluoride; formamide; tetrabutylammomium bromide at 120℃; for 72h; Mechanism; Product distribution; vari. of proportion of reagents, time, also with chlorure de benzyl and chlorure de phenethyl;A 8%
B 72%
C 4%
D 4%
E 4%
With potassium fluoride In formamide at 120℃; for 3h; Product distribution; effect of change water to formamide as solvent, reaction time, effect of molar ratio of KF/HCONH2;A 8.0 % Chromat.
B 72.3 % Chromat.
C 4.5 % Chromat.
D 4.3 % Chromat.
E 3.7 % Chromat.
1-Chlorooctane
111-85-3

1-Chlorooctane

A

octanol
111-87-5

octanol

B

1-Fluoro-octane
463-11-6

1-Fluoro-octane

C

di-n-octyl ether
629-82-3

di-n-octyl ether

D

octyl formate
112-32-3

octyl formate

Conditions
ConditionsYield
With potassium fluoride; formamide; tetrabutylammomium bromide at 120℃; for 72h; Further byproducts given;A 72%
B 72%
C 4%
D 4%
With potassium fluoride; formamide; tetrabutylammomium bromide at 120℃; for 72h; Further byproducts given;A 8%
B 72%
C 4%
D 4%
With potassium fluoride; formamide; tetrabutylammomium bromide at 120℃; for 72h; Further byproducts given;A 8%
B 72%
C 72%
D 4%
With potassium fluoride; formamide; tetrabutylammomium bromide at 120℃; for 72h; Further byproducts given;A 8%
B 72%
C 4%
D 72%
4-tetrahydrofuran-2-yl-butan-2-ol
3208-43-3, 4527-76-8

4-tetrahydrofuran-2-yl-butan-2-ol

A

octanol
111-87-5

octanol

B

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
With hydrogen; 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide at 150℃; under 90009 Torr; for 4h; Autoclave;A 29%
B 66%
With 2.5% Ru/[BSO3BIM][NTf2]; hydrogen at 150℃; under 90009 Torr; for 15h; Reagent/catalyst;A 44.9%
B 26.1%
With 5% active carbon-supported ruthenium; hydrogen at 150℃; under 60006 Torr; for 6h; Reagent/catalyst; Autoclave;
4-tetrahydrofuran-2-yl-butan-2-ol
3208-43-3, 4527-76-8

4-tetrahydrofuran-2-yl-butan-2-ol

ruthenium nanoparticles immobilized onto acidic supported ionic liquid phase

ruthenium nanoparticles immobilized onto acidic supported ionic liquid phase

A

octanol
111-87-5

octanol

B

ethyl octyl ether
929-61-3

ethyl octyl ether

C

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
With hydrogen; 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide at 150℃; under 90009 Torr; for 4h; Autoclave;A 25%
B 7%
C 66%
n-octyl triflate
71091-89-9

n-octyl triflate

dicyclohexylammonium α-cyanoacrylate

dicyclohexylammonium α-cyanoacrylate

A

n-octyl 2-cyanoacrylate

n-octyl 2-cyanoacrylate

B

di-n-octyl ether
629-82-3

di-n-octyl ether

C

CHF3O3S*C12H23N
1215021-90-1

CHF3O3S*C12H23N

D

octyl 2-cyanoacetate
15666-97-4

octyl 2-cyanoacetate

E

2-cyanoacrylic acid
15802-18-3

2-cyanoacrylic acid

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 22℃; Product distribution / selectivity;A 65%
B n/a
C n/a
D n/a
E n/a
octanol
111-87-5

octanol

A

trans-4-Octene
14850-23-8

trans-4-Octene

B

(E)-3-octene
14919-01-8

(E)-3-octene

C

trans-2-Octene
13389-42-9

trans-2-Octene

D

oct-1-ene
111-66-0

oct-1-ene

E

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
Act Alu at 270℃; Product distribution; various temperatures, also using Act Alu Cl and Alu C Cl as catalysts;A n/a
B n/a
C n/a
D n/a
E 60%
4-tetrahydrofuran-2-yl-butan-2-ol
3208-43-3, 4527-76-8

4-tetrahydrofuran-2-yl-butan-2-ol

A

2-propyltetrahydropyran
3857-17-8, 113611-56-6

2-propyltetrahydropyran

B

octanol
111-87-5

octanol

C

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
With hydrogen; 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide at 150℃; under 90009 Torr; for 4h; Autoclave;A 6%
B 28%
C 60%
4-tetrahydrofuran-2-yl-butan-2-ol
3208-43-3, 4527-76-8

4-tetrahydrofuran-2-yl-butan-2-ol

A

2-butanyltetrahydrofuran
1004-29-1

2-butanyltetrahydrofuran

B

octanol
111-87-5

octanol

C

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
With ruthenium-carbon composite; 1-(4-butylcarboxylic acid)-3-(n-butyl)-imidazolium bis(trifluoromethylsulfonyl)imide; hydrogen at 150℃; under 90009 Torr; for 15h; Reagent/catalyst; Ionic liquid;A 58.6%
B 27.1%
C 9.1%
With 1-(4-butylcarboxylic acid)-3-(n-butyl)-imidazolium bis(trifluoromethylsulfonyl)imide; hydrogen at 150℃; under 90009 Torr; for 15h; Reagent/catalyst; Ionic liquid;A 25.8%
B 44.9%
C 26.1%
With N,N,N-tributyl-1-(4-butylsulfonic acid)-aminium bis(trifluoromethylsulfonyl)imide; hydrogen at 150℃; under 90009 Torr; for 15h; Reagent/catalyst; Ionic liquid;A 11.7%
B 41.5%
C 34.5%
With 5 wt% ruthenium/carbon; hydrogen at 150℃; under 90009 Torr; for 15h; Ionic liquid;
1-bromo-octane
111-83-1

1-bromo-octane

potassium octylate
56281-85-7

potassium octylate

A

oct-1-ene
111-66-0

oct-1-ene

B

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
With Aliquat 336 at 100℃; for 7h;A 35%
B 57%
4-(furan-2-yl)but-3-en-2-one
623-15-4

4-(furan-2-yl)but-3-en-2-one

A

octane
111-65-9

octane

B

octanol
111-87-5

octanol

C

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
Stage #1: 4-(furan-2-yl)but-3-en-2-one With ruthenium-carbon composite; hydrogen; toluene-4-sulfonic acid at 120℃; under 90009 Torr; for 2h;
Stage #2: With hydrogen at 150℃; under 90009 Torr; for 45h; Reagent/catalyst; Acidic conditions; Ionic liquid;
A 16.9%
B 18.1%
C 53%
Stage #1: 4-(furan-2-yl)but-3-en-2-one With ruthenium-carbon composite; hydrogen at 120℃; under 90009 Torr; for 2h;
Stage #2: With toluene-4-sulfonic acid at 150℃; under 90009 Torr; for 45h; Ionic liquid;
A 16.9%
B 18.1%
C 53%
4-tetrahydrofuran-2-yl-butan-2-ol
3208-43-3, 4527-76-8

4-tetrahydrofuran-2-yl-butan-2-ol

A

2-butanyltetrahydrofuran
1004-29-1

2-butanyltetrahydrofuran

B

octane
111-65-9

octane

C

octanol
111-87-5

octanol

D

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
With ruthenium-carbon composite; hydrogen; toluene-4-sulfonic acid at 150℃; under 90009 Torr; for 15h; Reagent/catalyst;A 8.7%
B 8.5%
C 24.7%
D 51.9%
4-tetrahydrofuran-2-yl-butan-2-ol
3208-43-3, 4527-76-8

4-tetrahydrofuran-2-yl-butan-2-ol

A

octane
111-65-9

octane

B

octanol
111-87-5

octanol

C

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
With 5% active carbon-supported ruthenium; hydrogen; toluene-4-sulfonic acid at 150℃; under 90009 Torr; for 15h;A 8.5%
B 24.7%
C 51.9%
4-(furan-2-yl)but-3-en-2-one
623-15-4

4-(furan-2-yl)but-3-en-2-one

A

2-methyl-5-propyl-tetrahydrofuran
3214-40-2

2-methyl-5-propyl-tetrahydrofuran

B

octane
111-65-9

octane

C

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
With palladium/alumina; niobium phosphate; hydrogen In cyclohexane at 170℃; under 15001.5 Torr; for 24h; Inert atmosphere;A 16%
B 51%
C 20%
4-(furan-2-yl)but-3-en-2-one
623-15-4

4-(furan-2-yl)but-3-en-2-one

A

2-butanyltetrahydrofuran
1004-29-1

2-butanyltetrahydrofuran

B

octanol
111-87-5

octanol

C

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
Stage #1: 4-(furan-2-yl)but-3-en-2-one With ruthenium-carbon composite; 1-(4-butylcarboxylic acid)-3-(n-butyl)-imidazolium bis(trifluoromethylsulfonyl)imide; hydrogen at 120℃; under 90009 Torr; for 2h; Ionic liquid;
Stage #2: With hydrogen at 150℃; under 90009 Torr; for 45h; Reagent/catalyst; Acidic conditions; Ionic liquid;
A 5.4%
B 48.4%
C 44.2%
Stage #1: 4-(furan-2-yl)but-3-en-2-one With 5 wt% ruthenium/carbon; hydrogen at 120℃; under 90009 Torr; for 2h;
Stage #2: With hydrogen at 150℃; under 90009 Torr; for 60h; Ionic liquid;
4-(furan-2-yl)but-3-en-2-one
623-15-4

4-(furan-2-yl)but-3-en-2-one

A

octanol
111-87-5

octanol

B

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
Stage #1: 4-(furan-2-yl)but-3-en-2-one With ruthenium-carbon composite; hydrogen at 120℃; under 90009 Torr; for 2h;
Stage #2: With 4-(3'-butyl-1'-imidazolio)-1-butanesulfonic acid bis(trifluoromethylsulfonyl)imidide at 150℃; under 90009 Torr; for 45h; Time; Ionic liquid;
A 48.4%
B 44.2%
Stage #1: 4-(furan-2-yl)but-3-en-2-one With 5 wt% ruthenium/carbon; hydrogen at 120℃; under 90009 Torr; for 2h;
Stage #2: With hydrogen at 150℃; under 90009 Torr; for 60h; Ionic liquid;
Multi-step reaction with 2 steps
1: hydrogen; 5% active carbon-supported ruthenium / cyclohexane / 2 h / 50 °C / 60006 Torr / Autoclave
2: hydrogen; 5% active carbon-supported ruthenium / 6 h / 150 °C / 60006 Torr / Autoclave
View Scheme
1-bromo-octane
111-83-1

1-bromo-octane

potassium hydrogencarbonate
298-14-6

potassium hydrogencarbonate

A

di-n-octyl ether
629-82-3

di-n-octyl ether

B

dioctyl carbonate
1680-31-5

dioctyl carbonate

Conditions
ConditionsYield
tetrabutyl phosphonium bromide In various solvent(s) at 150℃; Solvent: NMP;A n/a
B 47%
1-bromo-octane
111-83-1

1-bromo-octane

A

oct-1-ene
111-66-0

oct-1-ene

B

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
With sodium hydroxide; triphenylmethyl alcohol; tetrabutylammomium bromide In 1,2-dichloro-benzene at 105℃; for 1.5h; phase transfer conditions;A 45%
B n/a
4-(furan-2-yl)but-3-en-2-one
623-15-4

4-(furan-2-yl)but-3-en-2-one

A

2-methyl-5-propyl-tetrahydrofuran
3214-40-2

2-methyl-5-propyl-tetrahydrofuran

B

2-butanyltetrahydrofuran
1004-29-1

2-butanyltetrahydrofuran

C

octane
111-65-9

octane

D

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
With hydrogen In cyclohexane at 170℃; under 15001.5 Torr; for 24h; Reagent/catalyst; Inert atmosphere;A 37%
B 17%
C 24%
D 5%
With hydrogen In cyclohexane at 170℃; under 18751.9 Torr; for 24h; Autoclave; Sealed tube;
furfural
98-01-1

furfural

acetone
67-64-1

acetone

A

2-butanyltetrahydrofuran
1004-29-1

2-butanyltetrahydrofuran

B

octanol
111-87-5

octanol

C

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
Stage #1: furfural; acetone With sodium hydroxide at 20℃; for 15h;
Stage #2: With ruthenium-carbon composite; 1-(4-butylcarboxylic acid)-3-(n-butyl)-imidazolium bis(trifluoromethylsulfonyl)imide; hydrogen at 120℃; under 90009 Torr; for 2h; Ionic liquid;
Stage #3: With hydrogen at 150℃; under 90009 Torr; for 60h; Acidic conditions; Ionic liquid;
A 23.5%
B 32.5%
C 19.8%
Stage #1: furfural; acetone With sodium hydroxide at 20℃; for 16h;
Stage #2: With ruthenium-carbon composite; hydrogen at 120℃; under 90009 Torr; for 2h; Ionic liquid;
Stage #3: With ruthenium-carbon composite; hydrogen at 150℃; under 90009 Torr; for 60h; Ionic liquid;
n-octyl acetate
112-14-1

n-octyl acetate

di-n-octyl ether
629-82-3

di-n-octyl ether

Conditions
ConditionsYield
With hafnium(IV) trifluoromethanesulfonate; palladium 10% on activated carbon; hydrogen In neat (no solvent) at 125℃; under 750.075 Torr; for 18h;9%
Multi-step reaction with 2 steps
1: hafnium tetrakis(trifluoromethanesulfonate); water / neat (no solvent) / 3 h / 170 °C
2: iron(III) trifluoromethanesulfonate / neat (no solvent) / 6 h / 180 °C
View Scheme
1-bromo-octane
111-83-1

1-bromo-octane

sodium octanolate
17158-60-0

sodium octanolate

di-n-octyl ether
629-82-3

di-n-octyl ether

di-n-octyl ether
629-82-3

di-n-octyl ether

1-Chlorooctane
111-85-3

1-Chlorooctane

Conditions
ConditionsYield
With molybdenum(V) chloride In dichloromethane at 80℃; for 3h;93%
With molybdenum(V) chloride In 1,2-dichloro-ethane at 80℃; for 3h;93 % Chromat.
di-n-octyl ether
629-82-3

di-n-octyl ether

octane
111-65-9

octane

Conditions
ConditionsYield
With hafnium tetrakis(trifluoromethanesulfonate); palladium 10% on activated carbon; hydrogen In water at 180℃; under 30003 Torr; for 6h; Sealed tube; Inert atmosphere; Green chemistry;86%
With di-tert-butyl peroxide; trichlorosilane at 140℃; for 16h;52 % Chromat.
Multi-step reaction with 2 steps
1: palladium 10% on activated carbon; hydrogen; hafnium tetrakis(trifluoromethanesulfonate) / water / 3 h / 180 °C / 30003 Torr / Sealed tube; Inert atmosphere; Green chemistry
2: palladium 10% on activated carbon; hydrogen; hafnium tetrakis(trifluoromethanesulfonate) / neat (no solvent) / 6 h / 180 °C / 30003 Torr / Sealed tube; Inert atmosphere; Green chemistry
View Scheme
di-n-octyl ether
629-82-3

di-n-octyl ether

A

Octanoic acid
124-07-2

Octanoic acid

B

octyl octylate
2306-88-9

octyl octylate

C

octyl 2-bromooctanoate

octyl 2-bromooctanoate

Conditions
ConditionsYield
With sodium bromate; sodium hydrogensulfite In water at 20℃; for 16h; Oxidation; bromination;A 18%
B 82%
C n/a
With sodium bromate; sodium hydrogensulfite In water; acetonitrile at 20℃; for 16h; Oxidation; bromination;A 27%
B 67%
C 1%
With sodium bromate; sodium hydrogensulfite In water at 60℃; for 16h; Oxidation; bromination;A 14%
B 40%
C 32%
di-n-octyl ether
629-82-3

di-n-octyl ether

Hexanoyl chloride
142-61-0

Hexanoyl chloride

n-octyl hexanoate
4887-30-3

n-octyl hexanoate

Conditions
ConditionsYield
With molybdenum(V) chloride In dichloromethane at 80℃; for 3h;82%
di-n-octyl ether
629-82-3

di-n-octyl ether

Hexanoyl chloride
142-61-0

Hexanoyl chloride

A

1-Chlorooctane
111-85-3

1-Chlorooctane

B

n-octyl hexanoate
4887-30-3

n-octyl hexanoate

Conditions
ConditionsYield
With molybdenum(V) chloride In 1,2-dichloro-ethane at 80℃; for 3h;A 56%
B 82%
propene
187737-37-7

propene

di-n-octyl ether
629-82-3

di-n-octyl ether

octyl prop-2-ene-1-sulfinate
1235334-81-2

octyl prop-2-ene-1-sulfinate

Conditions
ConditionsYield
Stage #1: propene With sulfur dioxide; boron trichloride In dichloromethane at -196 - -20℃; for 3h;
Stage #2: di-n-octyl ether In dichloromethane for 48h;
79%
di-n-octyl ether
629-82-3

di-n-octyl ether

benzoyl chloride
98-88-4

benzoyl chloride

n-octyl benzoate
94-50-8

n-octyl benzoate

Conditions
ConditionsYield
With molybdenum(V) chloride In dichloromethane at 80℃; for 1h;78%
With rhenium(I) pentacarbonyl bromide In 1,2-dichloro-ethane at 80℃; for 5h; Inert atmosphere;35%
di-n-octyl ether
629-82-3

di-n-octyl ether

benzoyl chloride
98-88-4

benzoyl chloride

A

1-Chlorooctane
111-85-3

1-Chlorooctane

B

n-octyl benzoate
94-50-8

n-octyl benzoate

Conditions
ConditionsYield
With molybdenum(V) chloride In 1,2-dichloro-ethane at 80℃; for 1h;A 34%
B 78%
di-n-octyl ether
629-82-3

di-n-octyl ether

A

octanol
111-87-5

octanol

B

Octanoic acid
124-07-2

Octanoic acid

C

octyl octylate
2306-88-9

octyl octylate

Conditions
ConditionsYield
With dihydrogen peroxide; bromine In dichloromethane; water at 20℃; for 4h;A 9%
B 8%
C 71%
di-n-octyl ether
629-82-3

di-n-octyl ether

Octanoic acid
124-07-2

Octanoic acid

Conditions
ConditionsYield
With nitric acid In water at 50℃; for 2h;64%
di-n-octyl ether
629-82-3

di-n-octyl ether

A

octyl nitrate
629-39-0

octyl nitrate

B

Octanoic acid
124-07-2

Octanoic acid

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 15℃; for 0.5h; Product distribution; Further Variations:; Reagents;A 55%
B n/a
N-hydroxyphthalimide
524-38-9

N-hydroxyphthalimide

di-n-octyl ether
629-82-3

di-n-octyl ether

C24H37NO4

C24H37NO4

Conditions
ConditionsYield
With copper(II) acetate monohydrate; Selectfluor In diethyl ether; acetonitrile at 20℃; for 4h;54%

Dioctyl ether Consensus Reports

Reported in EPA TSCA Inventory.

Dioctyl ether Specification

The CAS registry number of Dioctyl ether is 629-82-3. In addition, the molecular formula is C16H34O and the molecular weight is 242.44. The systematic name is 1-(octyloxy)octane. What's more, it is a kind of colourless liquid and incompatible with strong oxidizing agents.

Physical properties about this chemical are: (1)ACD/LogP: 7.36; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 7.36; (4)ACD/LogD (pH 7.4): 7.36; (5)ACD/BCF (pH 5.5): 229972.92; (6)ACD/BCF (pH 7.4): 229972.92; (7)ACD/KOC (pH 5.5): 239586.97; (8)ACD/KOC (pH 7.4): 239586.97; (9)#H bond acceptors: 1; (10)#Freely Rotating Bonds: 14; (11)Polar Surface Area: 9.23 Å2; (12)Index of Refraction: 1.434; (13)Molar Refractivity: 77.91 cm3; (14)Molar Volume: 299 cm3; (15)Polarizability: 30.88 ×10-24cm3; (16)Surface Tension: 28 dyne/cm; (17)Density: 0.81 g/cm3; (18)Flash Point: 113.5 °C; (19)Enthalpy of Vaporization: 50.45 kJ/mol; (20)Boiling Point: 286.5 °C at 760 mmHg; (21)Vapour Pressure: 0.00453 mmHg at 25°C.

Preparation of Dioctyl ether: it can be prepared by octan-1-ol. This reaction is a kind of dehydration reaction. It will need reagents SO4/ZrO2 and carbon monoxide, and solvent hexane. The reaction time is 18 hours at reaction temperature of 150 °C. The yield is about 80% with reaction pressure of 37503 Pa.

Dioctyl ether can be prepared by octan-1-ol.

Uses of Dioctyl ether: it can be used to get 1-chloro-octane. This reaction will need reagent MoCl5 and solvent CH2Cl2. The reaction time is 3 hours at reaction temperature of 80 °C. The yield is about 93%.

Dioctyl ether can be used to get 1-chloro-octane.

When you are using this chemical, please be cautious about it as the following:
During using it, do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer). And you should avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O(CCCCCCCC)CCCCCCCC
(2)Std.InChI: InChI=1S/C16H34O/c1-3-5-7-9-11-13-15-17-16-14-12-10-8-6-4-2/h3-16H2,1-2H3
(3)Std.InChIKey: NKJOXAZJBOMXID-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 1183mg/kg (1183mg/kg)   Journal of Pharmaceutical Sciences. Vol. 67, Pg. 566, 1978.

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