Product Name

  • Name

    Di-n-butyl ether

  • EINECS 205-575-3
  • CAS No. 142-96-1
  • Article Data153
  • CAS DataBase
  • Density 0.78 g/cm3
  • Solubility water: 0.03 g/100 mL (20 °C)
  • Melting Point -98 °C(lit.)
  • Formula C8H18O
  • Boiling Point 142.1 °C at 760 mmHg
  • Molecular Weight 130.23
  • Flash Point 25 °C
  • Transport Information UN 1149 3/PG 3
  • Appearance colourless liquid with ether-like odour
  • Safety 61
  • Risk Codes 10-36/37/38-52/53
  • Molecular Structure Molecular Structure of 142-96-1 (Di-n-butyl ether)
  • Hazard Symbols IrritantXi
  • Synonyms Butyl ether(8CI);1,1'-Oxybisbutane;Butyl oxide;Dibutyl ether;Dibutyloxide;NSC 8459;n-Butyl ether;
  • PSA 9.23000
  • LogP 2.60320

Synthetic route

acrylic acid n-butyl ester
141-32-2

acrylic acid n-butyl ester

acrylic acid
79-10-7

acrylic acid

butan-1-ol
71-36-3

butan-1-ol

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
In water97%
acrylic acid n-butyl ester
141-32-2

acrylic acid n-butyl ester

acrylic acid
79-10-7

acrylic acid

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
In water; butan-1-ol96.1%
butan-1-ol
71-36-3

butan-1-ol

A

n-Butyl chloride
109-69-3

n-Butyl chloride

B

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
With hydrogenchloride; tetrabutylphosphonium ion; silica gel at 170℃; under 760 Torr;A 95%
B 4 % Chromat.
butyraldehyde
123-72-8

butyraldehyde

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
With hydrogen; Pd-C95%
With triethylsilane; silver hexafluoroantimonate at 20℃; for 1.5h; Green chemistry;80%
With triethylsilane; 1-diphenylphosphino-8-triphenylstibonium-naphthalene triflate In dichloromethane at 20℃; for 0.25h; Catalytic behavior; Reagent/catalyst; Time;100 %Spectr.
Stage #1: butyraldehyde With C18H25IrN4O(2+)*2CF3O3S(1-) In dichloromethane at 20℃; for 0.0833333h;
Stage #2: With phenylsilane In dichloromethane at 20℃;
butan-1-ol
71-36-3

butan-1-ol

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
With copper acetylacetonate; carbon tetrabromide at 200℃; for 10h; Inert atmosphere; Sealed tube;92%
With sulfuric acid; silica gel In hexane for 1h; Heating;80%
With phosphotungstic acid In toluene at 200℃; under 22502.3 Torr; for 3h; Reagent/catalyst; Autoclave; Inert atmosphere;73.2%
butan-1-ol
71-36-3

butan-1-ol

A

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

B

n-Butyl chloride
109-69-3

n-Butyl chloride

C

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
With oxygen; phosphan; copper(l) chloride; copper dichloride at 24.9℃; Kinetics; Product distribution; Mechanism; ΔE(excit.), ΔS(excit.); other reagents, other catalysts;A 90%
B n/a
C n/a
With oxygen; phosphan; copper(l) chloride; copper dichloride at 24.9℃;A 90%
B n/a
C n/a
benzyl alcohol
100-51-6

benzyl alcohol

butan-1-ol
71-36-3

butan-1-ol

A

dibutyl ether
142-96-1

dibutyl ether

B

benzyl 1-butyl ether
588-67-0

benzyl 1-butyl ether

Conditions
ConditionsYield
With Cp*Ir(Cl)2(nBu2Im); silver trifluoromethanesulfonate at 130℃; for 2h;A n/a
B 90%
D-Fructose
57-48-7

D-Fructose

butan-1-ol
71-36-3

butan-1-ol

A

5-(butoxymethyl)furan-2-carbaldehyde
1917-68-6

5-(butoxymethyl)furan-2-carbaldehyde

B

dibutyl ether
142-96-1

dibutyl ether

C

n-butyl formate
592-84-7

n-butyl formate

D

butyl levulinate
2052-15-5

butyl levulinate

Conditions
ConditionsYield
With poly(p-styrenesulfonic acid)-grafted carbon nanotubes at 120℃; for 24h; Sealed tube; Green chemistry; chemoselective reaction;A n/a
B n/a
C n/a
D 78%
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

butan-1-ol
71-36-3

butan-1-ol

A

dibutyl ether
142-96-1

dibutyl ether

B

butyl levulinate
2052-15-5

butyl levulinate

Conditions
ConditionsYield
With AQUIVION P87S perfluorosulfonic acid resin at 120℃; for 5h; Reagent/catalyst; Sealed tube;A n/a
B 76%
n-Butyldiphenylsulfoniumperchlorat

n-Butyldiphenylsulfoniumperchlorat

butan-1-ol
71-36-3

butan-1-ol

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
With potassium carbonate at 100℃; for 20h;60%
butan-1-ol
71-36-3

butan-1-ol

A

B

(Z)-2-Butene

(Z)-2-Butene

C

trans-2-Butene
624-64-6

trans-2-Butene

D

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
3-methyl-1-(4-sulfobutyl)imidazol-3-ium bis((trifluoromethyl)sulfonyl)azanide at 250℃; for 0.5h; Product distribution / selectivity; Irradiation;A n/a
B n/a
C n/a
D 57%
With sulfated ZrO2 at 150℃; under 760.051 Torr; Kinetics; Temperature;
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

butan-1-ol
71-36-3

butan-1-ol

A

furfuryl alcohol butyl ether
56920-82-2

furfuryl alcohol butyl ether

B

dibutyl ether
142-96-1

dibutyl ether

C

butyl levulinate
2052-15-5

butyl levulinate

D

5,5-dibutoxy-2-pentanone

5,5-dibutoxy-2-pentanone

Conditions
ConditionsYield
With AQUIVION P87S perfluorosulfonic acid resin at 120℃; for 2h; Catalytic behavior; Reagent/catalyst; Sealed tube;A 9%
B n/a
C 56%
D n/a
benzyl alcohol
100-51-6

benzyl alcohol

butan-1-ol
71-36-3

butan-1-ol

A

dibutyl ether
142-96-1

dibutyl ether

B

dibenzyl ether
103-50-4

dibenzyl ether

C

benzyl 1-butyl ether
588-67-0

benzyl 1-butyl ether

Conditions
ConditionsYield
With copper acetylacetonate; carbon tetrabromide at 150℃; for 8h; Inert atmosphere; Sealed tube;A 25%
B 40%
C 55%
With 5 wt percent copper(II) bromide supported on zeolite HY at 150℃; under 760.051 Torr; for 8h;A n/a
B n/a
C 45%
butyraldehyde
123-72-8

butyraldehyde

A

dibutyl ether
142-96-1

dibutyl ether

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With hydrogen; aluminum oxide; ruthenium-copper at 150℃;A 52%
B 48%
With hydrogen; aluminum oxide; ruthenium-copper at 150℃; Mechanism; Product distribution; var. catalysts;
methanol
67-56-1

methanol

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

2-methyl-propan-1-ol

A

tert-butyl methyl ether
1634-04-4

tert-butyl methyl ether

B

isobutyl methyl ether
625-44-5

isobutyl methyl ether

C

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
With chromium(III) oxide Heating;A 50%
B 1.7 g
C 1.3 g
acrylic acid n-butyl ester
141-32-2

acrylic acid n-butyl ester

acrylic acid
79-10-7

acrylic acid

butan-1-ol
71-36-3

butan-1-ol

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
In water97%
acrylic acid n-butyl ester
141-32-2

acrylic acid n-butyl ester

acrylic acid
79-10-7

acrylic acid

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
In water; butan-1-ol96.1%
butan-1-ol
71-36-3

butan-1-ol

A

n-Butyl chloride
109-69-3

n-Butyl chloride

B

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
With hydrogenchloride; tetrabutylphosphonium ion; silica gel at 170℃; under 760 Torr;A 95%
B 4 % Chromat.
butyraldehyde
123-72-8

butyraldehyde

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
With hydrogen; Pd-C95%
With triethylsilane; silver hexafluoroantimonate at 20℃; for 1.5h; Green chemistry;80%
With triethylsilane; 1-diphenylphosphino-8-triphenylstibonium-naphthalene triflate In dichloromethane at 20℃; for 0.25h; Catalytic behavior; Reagent/catalyst; Time;100 %Spectr.
Stage #1: butyraldehyde With C18H25IrN4O(2+)*2CF3O3S(1-) In dichloromethane at 20℃; for 0.0833333h;
Stage #2: With phenylsilane In dichloromethane at 20℃;
butan-1-ol
71-36-3

butan-1-ol

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
With copper acetylacetonate; carbon tetrabromide at 200℃; for 10h; Inert atmosphere; Sealed tube;92%
With sulfuric acid; silica gel In hexane for 1h; Heating;80%
With phosphotungstic acid In toluene at 200℃; under 22502.3 Torr; for 3h; Reagent/catalyst; Autoclave; Inert atmosphere;73.2%
butan-1-ol
71-36-3

butan-1-ol

A

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

B

n-Butyl chloride
109-69-3

n-Butyl chloride

C

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
With oxygen; phosphan; copper(l) chloride; copper dichloride at 24.9℃; Kinetics; Product distribution; Mechanism; ΔE(excit.), ΔS(excit.); other reagents, other catalysts;A 90%
B n/a
C n/a
With oxygen; phosphan; copper(l) chloride; copper dichloride at 24.9℃;A 90%
B n/a
C n/a
benzyl alcohol
100-51-6

benzyl alcohol

butan-1-ol
71-36-3

butan-1-ol

A

dibutyl ether
142-96-1

dibutyl ether

B

benzyl 1-butyl ether
588-67-0

benzyl 1-butyl ether

Conditions
ConditionsYield
With Cp*Ir(Cl)2(nBu2Im); silver trifluoromethanesulfonate at 130℃; for 2h;A n/a
B 90%
D-Fructose
57-48-7

D-Fructose

butan-1-ol
71-36-3

butan-1-ol

A

5-(butoxymethyl)furan-2-carbaldehyde
1917-68-6

5-(butoxymethyl)furan-2-carbaldehyde

B

dibutyl ether
142-96-1

dibutyl ether

C

n-butyl formate
592-84-7

n-butyl formate

D

butyl levulinate
2052-15-5

butyl levulinate

Conditions
ConditionsYield
With poly(p-styrenesulfonic acid)-grafted carbon nanotubes at 120℃; for 24h; Sealed tube; Green chemistry; chemoselective reaction;A n/a
B n/a
C n/a
D 78%
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

butan-1-ol
71-36-3

butan-1-ol

A

dibutyl ether
142-96-1

dibutyl ether

B

butyl levulinate
2052-15-5

butyl levulinate

Conditions
ConditionsYield
With AQUIVION P87S perfluorosulfonic acid resin at 120℃; for 5h; Reagent/catalyst; Sealed tube;A n/a
B 76%
n-Butyldiphenylsulfoniumperchlorat

n-Butyldiphenylsulfoniumperchlorat

butan-1-ol
71-36-3

butan-1-ol

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
With potassium carbonate at 100℃; for 20h;60%
butan-1-ol
71-36-3

butan-1-ol

A

1-butylene
106-98-9

1-butylene

B

(Z)-2-Butene
590-18-1

(Z)-2-Butene

C

trans-2-Butene
624-64-6

trans-2-Butene

D

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
3-methyl-1-(4-sulfobutyl)imidazol-3-ium bis((trifluoromethyl)sulfonyl)azanide at 250℃; for 0.5h; Product distribution / selectivity; Irradiation;A n/a
B n/a
C n/a
D 57%
With sulfated ZrO2 at 150℃; under 760.051 Torr; Kinetics; Temperature;
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

butan-1-ol
71-36-3

butan-1-ol

A

furfuryl alcohol butyl ether
56920-82-2

furfuryl alcohol butyl ether

B

dibutyl ether
142-96-1

dibutyl ether

C

butyl levulinate
2052-15-5

butyl levulinate

D

5,5-dibutoxy-2-pentanone

5,5-dibutoxy-2-pentanone

Conditions
ConditionsYield
With AQUIVION P87S perfluorosulfonic acid resin at 120℃; for 2h; Catalytic behavior; Reagent/catalyst; Sealed tube;A 9%
B n/a
C 56%
D n/a
benzyl alcohol
100-51-6

benzyl alcohol

butan-1-ol
71-36-3

butan-1-ol

A

dibutyl ether
142-96-1

dibutyl ether

B

dibenzyl ether
103-50-4

dibenzyl ether

C

benzyl 1-butyl ether
588-67-0

benzyl 1-butyl ether

Conditions
ConditionsYield
With copper acetylacetonate; carbon tetrabromide at 150℃; for 8h; Inert atmosphere; Sealed tube;A 25%
B 40%
C 55%
With 5 wt percent copper(II) bromide supported on zeolite HY at 150℃; under 760.051 Torr; for 8h;A n/a
B n/a
C 45%
butyraldehyde
123-72-8

butyraldehyde

A

dibutyl ether
142-96-1

dibutyl ether

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With hydrogen; aluminum oxide; ruthenium-copper at 150℃;A 52%
B 48%
With hydrogen; aluminum oxide; ruthenium-copper at 150℃; Mechanism; Product distribution; var. catalysts;
methanol
67-56-1

methanol

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

2-methyl-propan-1-ol

A

tert-butyl methyl ether
1634-04-4

tert-butyl methyl ether

B

isobutyl methyl ether
625-44-5

isobutyl methyl ether

C

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
With chromium(III) oxide Heating;A 50%
B 1.7 g
C 1.3 g
cellulose

cellulose

butan-1-ol
71-36-3

butan-1-ol

A

dibutyl ether
142-96-1

dibutyl ether

B

butyl levulinate
2052-15-5

butyl levulinate

Conditions
ConditionsYield
With sulfuric acid at 0 - 200℃; Reagent/catalyst; Temperature; Autoclave;A n/a
B 50%
ethanol
64-17-5

ethanol

acetone
67-64-1

acetone

butan-1-ol
71-36-3

butan-1-ol

A

n-pentyl methyl ketone
110-43-0

n-pentyl methyl ketone

B

dibutyl ether
142-96-1

dibutyl ether

C

2-Pentanone
107-87-9

2-Pentanone

Conditions
ConditionsYield
With Pd modified CsY zeolite at 215℃;A 47%
B 19 mg
C 7.3%
butan-1-ol
71-36-3

butan-1-ol

A

1-butylene
106-98-9

1-butylene

B

butene-2
107-01-7

butene-2

C

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
3-methyl-1-(4-sulfobutyl)imidazol-3-ium bis((trifluoromethyl)sulfonyl)azanide at 350℃; Product distribution / selectivity;A n/a
B n/a
C 45%
monoaluminum phosphate at 299.9℃;A 7.8%
B 2.4%
C 32.9%
ethanol
64-17-5

ethanol

acetone
67-64-1

acetone

butan-1-ol
71-36-3

butan-1-ol

A

n-pentyl methyl ketone
110-43-0

n-pentyl methyl ketone

B

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
With Pd modified CsY zeolite at 240℃;A 43.4%
B 156 mg
4-butoxy-1-butene
34061-76-2

4-butoxy-1-butene

A

dibutyl ether
142-96-1

dibutyl ether

B

C16H34MgO2

C16H34MgO2

Conditions
ConditionsYield
With magnesium hydride; zirconium(IV) chloride In tetrahydrofuran at 66 - 80℃;A n/a
B 34%
butan-1-ol
71-36-3

butan-1-ol

A

dibutyl ether
142-96-1

dibutyl ether

B

1-(1-methylpropoxy)butane
999-65-5

1-(1-methylpropoxy)butane

Conditions
ConditionsYield
With Amberlyst 36 at 150℃; under 30.003 Torr; for 7h; Catalytic behavior;A 20.1%
B n/a
DELOXAN ASP In carbon dioxide at 200℃; under 200 Torr;A 33 % Turnov.
B 1 % Turnov.
carbon monoxide
201230-82-2

carbon monoxide

butan-1-ol
71-36-3

butan-1-ol

A

pentan-1-ol
71-41-0

pentan-1-ol

B

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
With hydrogen; Cobalt rhodium; iodine at 200℃; under 420 Torr; for 2h; Product distribution; other promoter, other pressure;A 16%
B 19%
butan-1-ol
71-36-3

butan-1-ol

A

trans-2-Butene
624-64-6

trans-2-Butene

B

dibutyl ether
142-96-1

dibutyl ether

C

1-(1-methylpropoxy)butane
999-65-5

1-(1-methylpropoxy)butane

Conditions
ConditionsYield
With Amberlyst 35 at 150℃; under 30.003 Torr; for 7h; Catalytic behavior;A n/a
B 16.6%
C n/a
butan-1-ol
71-36-3

butan-1-ol

A

1-butylene
106-98-9

1-butylene

B

propene
187737-37-7

propene

C

dibutyl ether
142-96-1

dibutyl ether

D

butyraldehyde
123-72-8

butyraldehyde

Conditions
ConditionsYield
γ-Al2O3 at 299.9℃; Further byproducts given;A 4.3%
B 2.1%
C 11.5%
D 2.4%
butan-1-ol
71-36-3

butan-1-ol

A

1-butylene
106-98-9

1-butylene

B

4-methyl-pent-3-en-2-one
141-79-7

4-methyl-pent-3-en-2-one

C

dibutyl ether
142-96-1

dibutyl ether

D

butyraldehyde
123-72-8

butyraldehyde

Conditions
ConditionsYield
monoaluminum phosphate at 299.9℃; Further byproducts given;A 1.3%
B 0.4%
C 5.3%
D 1.9%
butan-1-ol
71-36-3

butan-1-ol

A

1-butylene
106-98-9

1-butylene

B

dibutyl ether
142-96-1

dibutyl ether

C

butyraldehyde
123-72-8

butyraldehyde

D

butanoic acid ethyl ester
105-54-4

butanoic acid ethyl ester

Conditions
ConditionsYield
monoaluminum phosphate at 299.9℃; Further byproducts given;A 1.3%
B 5.3%
C 1.9%
D 1.5%
1-bromo-butane
109-65-9

1-bromo-butane

sodium butanolate
2372-45-4

sodium butanolate

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
With ammonia under 7600 Torr;
1-iodo-butane
542-69-8

1-iodo-butane

sodium butanolate
2372-45-4

sodium butanolate

dibutyl ether
142-96-1

dibutyl ether

butyl para-toluenesulfonate
778-28-9

butyl para-toluenesulfonate

sodium butanolate
2372-45-4

sodium butanolate

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
With ammonia
ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

dibutyl ether
142-96-1

dibutyl ether

Conditions
ConditionsYield
With diethyl ether
isoquinoline
119-65-3

isoquinoline

dibutyl ether
142-96-1

dibutyl ether

1-(1-butoxybutyl)isoquinoline

1-(1-butoxybutyl)isoquinoline

Conditions
ConditionsYield
With Selectfluor; trifluoroacetic acid In acetonitrile at 25℃; for 24h; Schlenk technique; Inert atmosphere; Irradiation;99%
With sodium persulfate; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; trifluoroacetic acid In water at 23℃; for 4h; Minisci Aromatic Substitution; Inert atmosphere; Irradiation; regioselective reaction;88%
With dipotassium peroxodisulfate; trifluoroacetic acid In water; acetonitrile for 2h; Solvent; Minisci Aromatic Substitution; Reflux;68%
dibutyl ether
142-96-1

dibutyl ether

benzoyl chloride
98-88-4

benzoyl chloride

benzoic acid, butyl ester
136-60-7

benzoic acid, butyl ester

Conditions
ConditionsYield
With palladium diacetate at 100℃; for 2h; Microwave irradiation;96.1%
With molybdenum(V) chloride In dichloromethane at 80℃; for 3h;75%
With molybdenum(V) chloride In 1,2-dichloro-ethane at 80℃; for 3h;75%
dibutyl ether
142-96-1

dibutyl ether

3,4,5,6-tetrafluorophthalic acid
652-03-9

3,4,5,6-tetrafluorophthalic acid

2,3,4,5-tetrafluorobenzoic acid
1201-31-6

2,3,4,5-tetrafluorobenzoic acid

Conditions
ConditionsYield
With sulfuric acid; dimethyl sulfoxide; triethylamine In water; toluene94%
[N-(trifluoromethylsulfonyl)imino][4-(trifluoromethyl)phenyl]-λ3-bromane
957188-75-9

[N-(trifluoromethylsulfonyl)imino][4-(trifluoromethyl)phenyl]-λ3-bromane

dibutyl ether
142-96-1

dibutyl ether

N-(1-butoxybutyl)trifluoromethanesulfonamide
1378022-03-7

N-(1-butoxybutyl)trifluoromethanesulfonamide

Conditions
ConditionsYield
at 20℃; for 2h; Inert atmosphere; regioselective reaction;94%
dibutyl ether
142-96-1

dibutyl ether

(Z)-1,2-bis(phenylsulfonyl)ethene
963-15-5

(Z)-1,2-bis(phenylsulfonyl)ethene

C16H24O3S

C16H24O3S

Conditions
ConditionsYield
With Benzoylformic acid at 20℃; Sealed tube; Irradiation; diastereoselective reaction;93%
dibutyl ether
142-96-1

dibutyl ether

5-phenyl-2H-1,2,3,4-tetrazole
18039-42-4

5-phenyl-2H-1,2,3,4-tetrazole

2-(1-butoxybutyl)-5-phenyl-2H-tetrazole

2-(1-butoxybutyl)-5-phenyl-2H-tetrazole

Conditions
ConditionsYield
With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide In water at 80℃; for 12h;90%
With tert.-butylhydroperoxide; iron(III) chloride hexahydrate In water; 1,2-dichloro-ethane at 90℃; for 12h; Inert atmosphere;80%
dibutyl ether
142-96-1

dibutyl ether

Rh(5,10,15,20-tetratolylporphyrinate)I

Rh(5,10,15,20-tetratolylporphyrinate)I

A

n-butyl formate
592-84-7

n-butyl formate

B

Rh(5,10,15,20-tetratolylporphyrinate)Pr

Rh(5,10,15,20-tetratolylporphyrinate)Pr

Conditions
ConditionsYield
With water; tetraphenylphosphonium bromide; potassium hydroxide at 60℃; for 24h; Inert atmosphere; Darkness;A 89%
B 74%
With water; tetraphenylphosphonium bromide; potassium hydroxide at 60℃; for 24h; Inert atmosphere; Darkness;A 56 %Chromat.
B 83%
dibutyl ether
142-96-1

dibutyl ether

1-iodo-butane
542-69-8

1-iodo-butane

Conditions
ConditionsYield
With hexaethylbisphosphonium bistriiodide Heating;88%
With phosphoric acid; potassium iodide
dibutyl ether
142-96-1

dibutyl ether

[Fe(C5H4B(OCH3)Br)2]
934672-99-8

[Fe(C5H4B(OCH3)Br)2]

phenyllithium
591-51-5

phenyllithium

[Fe(C5H4B(C6H5)3)2Li2(O(C4H9)2)2]

[Fe(C5H4B(C6H5)3)2Li2(O(C4H9)2)2]

Conditions
ConditionsYield
In dibutyl ether; toluene byproducts: LiBr, LiOMe; (N2); Schlenk technique; soln. of PhLi in Bu2O was dild. with toluene and added dropwise with stirring to soln. of Fe complex in toluene at -78°C; slowly warmed to room temp.; stirred overnight; filtered; stored at -35°C for 3 d; elem. anal.;87%
(5,10,15,20-tetra(2,4,6-trimethylphenyl)porphyrinato)rhodium(III) iodide
85990-32-5

(5,10,15,20-tetra(2,4,6-trimethylphenyl)porphyrinato)rhodium(III) iodide

dibutyl ether
142-96-1

dibutyl ether

propyl(5,10,15,20-tetramesitylporphyrinato)rhodium(III)
940002-36-8

propyl(5,10,15,20-tetramesitylporphyrinato)rhodium(III)

Conditions
ConditionsYield
With KOH In dibutyl ether reaction of rhodium compd. with n-butyl ether in presence of 10 equiv. of KOH at 100°C for 1 d under N2;86%
With KOH In dibutyl ether reaction of rhodium compd. with n-butyl ether in presence of 10 equiv. of KOH at 80°C for 1 d under N2;53%
With KOH In dibutyl ether reaction of rhodium compd. with n-butyl ether in presence of 20 equiv. of KOH at 40°C for 1 d under N2;35%
dibutyl ether
142-96-1

dibutyl ether

rhodium(III) 5,10,15,20-tetrakis(mesitylporphyrin)iodide

rhodium(III) 5,10,15,20-tetrakis(mesitylporphyrin)iodide

C59H59N4Ru

C59H59N4Ru

Conditions
ConditionsYield
With water; tetraphenylphosphonium bromide; potassium hydroxide at 100℃; for 24h; Inert atmosphere; Darkness;86%
dibutyl ether
142-96-1

dibutyl ether

acetic anhydride
108-24-7

acetic anhydride

acetic acid butyl ester
123-86-4

acetic acid butyl ester

Conditions
ConditionsYield
FeCl3-Montmorillonite K-10 at 70℃; for 24h;83%
With thallium(III) nitrate Ambient temperature;57%
With sulfuric acid
dibutyl ether
142-96-1

dibutyl ether

carbon monoxide
201230-82-2

carbon monoxide

4-Fluorobenzyl bromide
459-46-1

4-Fluorobenzyl bromide

A

1-bromo-butane
109-65-9

1-bromo-butane

B

(4-Fluoro-phenyl)-acetic acid butyl ester
104548-37-0

(4-Fluoro-phenyl)-acetic acid butyl ester

Conditions
ConditionsYield
1,5-hexadienerhodium(I)-chloride dimer; potassium iodide at 75 - 90℃; under 735.5 Torr; overnight or in n-heptane;A n/a
B 83%
5,10,15,20-tetra(2,4,6-trimethylphenyl)porphyrinate rhodium(II)
121393-39-3

5,10,15,20-tetra(2,4,6-trimethylphenyl)porphyrinate rhodium(II)

dibutyl ether
142-96-1

dibutyl ether

propyl(5,10,15,20-tetramesitylporphyrinato)rhodium(III)
940002-36-8

propyl(5,10,15,20-tetramesitylporphyrinato)rhodium(III)

Conditions
ConditionsYield
With PPh3; KOH; Ph4PBr In dibutyl ether; water byproducts: HCO2Bu; under N2; in the dark; Rh compd. reacted with n-butyl ether in presence of PPh3 (1 equiv.), KOH (10 equiv.), H2O (50 equiv.) and Ph4PBr (0.1 equiv.) at 25°C for 10 min;83%
In dibutyl ether reaction of rhodium compd. with dibutyl ether at 100°C for 1 d;37%
5,10,15,20-tetra(2,4,6-trimethylphenyl)porphyrinate rhodium(II)
121393-39-3

5,10,15,20-tetra(2,4,6-trimethylphenyl)porphyrinate rhodium(II)

dibutyl ether
142-96-1

dibutyl ether

A

n-butyl formate
592-84-7

n-butyl formate

propyl(5,10,15,20-tetramesitylporphyrinato)rhodium(III)
940002-36-8

propyl(5,10,15,20-tetramesitylporphyrinato)rhodium(III)

Conditions
ConditionsYield
With water; tetraphenylphosphonium bromide; triphenylphosphine; potassium hydroxide at 25℃; Inert atmosphere; Darkness; regioselective reaction;A 48 %Chromat.
B 83%

Di-n-butyl ether Consensus Reports

n-BUTYL ETHER's reported in EPA TSCA Inventory.

Di-n-butyl ether Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid

Di-n-butyl ether Specification

The n-Butyl ether is an organic compound with the formula C8H18O. The IUPAC name of this chemical is 1-butoxybutane. With the CAS registry number 142-96-1, it is also named as 1,1'-Oxybisbutane. The product's classification codes are Human Data; Skin / Eye Irritant. Besides, it should be stored in a closed cool and dry place. It is used as reagents of determination of bismuth, solvents, extractant and in organic synthesis.

Physical properties about n-Butyl ether are: (1)ACD/LogP: 3.11; (2)ACD/LogD (pH 5.5): 3.11; (3)ACD/LogD (pH 7.4): 3.11; (4)ACD/BCF (pH 5.5): 135.23; (5)ACD/BCF (pH 7.4): 135.23; (6)ACD/KOC (pH 5.5): 1166.88; (7)ACD/KOC (pH 7.4): 1166.88; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 6; (10)Polar Surface Area: 9.23 Å2; (11)Index of Refraction: 1.404; (12)Molar Refractivity: 40.85 cm3; (13)Molar Volume: 166.9 cm3; (14)Polarizability: 16.19×10-24cm3; (15)Surface Tension: 24.1 dyne/cm; (16)Density: 0.78 g/cm3; (17)Flash Point: 25 °C; (18)Enthalpy of Vaporization: 36.36 kJ/mol; (19)Boiling Point: 142.1 °C at 760 mmHg; (20)Vapour Pressure: 7.1 mmHg at 25°C.

Preparation: this chemical can be prepared by butan-1-ol and n-Butyldiphenylsulfoniumperchlorat. This reaction will need reagent K2CO3. The reaction time is 20 min. The yield is about 60%.



Uses of n-Butyl ether: it can be used to produce 1-iodo-butane. It will need reagent phosphoric acid and potassium iodide.

When you are using this chemical, please be cautious about it as the following:
It is flammable and harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, avoid release to the environment. Refer to special instructions/safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: O(CCCC)CCCC
(2)InChI: InChI=1/C8H18O/c1-3-5-7-9-8-6-4-2/h3-8H2,1-2H3
(3)InChIKey: DURPTKYDGMDSBL-UHFFFAOYAH
(4)Std. InChI: InChI=1S/C8H18O/c1-3-5-7-9-8-6-4-2/h3-8H2,1-2H3
(5)Std. InChIKey: DURPTKYDGMDSBL-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TCLo inhalation 200ppm (200ppm) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION

SENSE ORGANS AND SPECIAL SENSES: CONJUNCTIVE IRRITATION: EYE
Journal of Industrial Hygiene and Toxicology. Vol. 28, Pg. 262, 1946.
mouse LC50 inhalation 169gm/m3/15M (169000mg/m3) BEHAVIORAL: GENERAL ANESTHETIC Anesthesiology. Vol. 11, Pg. 455, 1950.
mouse LDLo intravenous 258mg/kg (258mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) Acta Pharmacologica et Toxicologica. Vol. 37, Pg. 56, 1975.
rabbit LD50 skin 10mL/kg (10mL/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 10, Pg. 61, 1954.
rat LCLo inhalation 4000ppm/4H (4000ppm)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 10, Pg. 61, 1954.
rat LD50 oral 7400mg/kg (7400mg/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 10, Pg. 61, 1954.

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