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Dioctyl ether

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Name

Dioctyl ether

EINECS 211-112-6
CAS No. 629-82-3 Density 0.81 g/cm3
PSA 9.23000 LogP 5.72400
Solubility N/A 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 N/A Appearance colourless liquid
Safety 23-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 629-82-3 (Dioctyl ether) Hazard Symbols N/A
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;

Article Data 97

Dioctyl ether Synthetic route

123-39-7

N-Methylformamide

A

111-87-5

octanol

B

629-82-3

di-n-octyl ether

C

112-32-3

octyl formate

D

N-methylmethanimidamide hydroiodide

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

N-Methylformamide

A

111-87-5

octanol

B

629-82-3

di-n-octyl ether

C

112-32-3

octyl formate

D

N-methylmethanimidamide hydrobromide

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

octanol

111-83-1

1-bromo-octane

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
124-13-0

Octanal

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;
111-87-5

octanol

124-13-0

Octanal

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;
111-87-5

octanol

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%
512-56-1

trimethyl phosphite

111-87-5

octanol

A

929-56-6

1-methoxyoctane

B

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%
111-87-5

octanol

100-51-6

benzyl alcohol

A

629-82-3

di-n-octyl ether

B

103-50-4

dibenzyl ether

C

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%
14246-16-3

trimethyl(oct-1-yloxy)silane

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%
111-85-3

1-Chlorooctane

A

111-87-5

octanol

B

463-11-6

1-Fluoro-octane

C

111-66-0

oct-1-ene

D

629-82-3

di-n-octyl ether

E

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.

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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