Name: Di-n-butyl ether
SKU: 142-96-1

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Basic Information

Molecular Structure:
CAS No.:	142-96-1
Name:	Di-n-butyl ether
Article Data:	153

Formula:	C₈H₁₈O
Molecular Weight:	130.23
Synonyms:	Butyl ether(8CI);1,1'-Oxybisbutane;Butyl oxide;Dibutyl ether;Dibutyloxide;NSC 8459;n-Butyl ether;
EINECS:	205-575-3
Density:	0.78 g/cm³
Melting Point:	-98 °C(lit.)
Boiling Point:	142.1 °C at 760 mmHg
Flash Point:	25 °C
Solubility:	water: 0.03 g/100 mL (20 °C)
Appearance:	colourless liquid with ether-like odour
Hazard Symbols:	Xi
Risk Codes:	10-36/37/38-52/53
Safety:	61
Transport Information:	UN 1149 3/PG 3
PSA:	9.23000
LogP:	2.60320

Synthetic route

: 141-32-2
acrylic acid n-butyl ester

: 79-10-7
acrylic acid

: 71-36-3
butan-1-ol

: 142-96-1
dibutyl ether

Conditions

Conditions	Yield
In water	97%

...Expand

: 141-32-2
acrylic acid n-butyl ester

: 79-10-7
acrylic acid

: 142-96-1
dibutyl ether

Conditions

Conditions	Yield
In water; butan-1-ol	96.1%

: 71-36-3
butan-1-ol

A: 109-69-3
n-Butyl chloride

B: 142-96-1
dibutyl ether

Conditions

Conditions	Yield
With hydrogenchloride; tetrabutylphosphonium ion; silica gel at 170℃; under 760 Torr;	A 95% B 4 % Chromat.

: 123-72-8
butyraldehyde

: 142-96-1
dibutyl ether

Conditions

Conditions	Yield
With hydrogen; Pd-C	95%
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℃;

: 71-36-3
butan-1-ol

: 142-96-1
dibutyl ether

Conditions

Conditions	Yield
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%

: 71-36-3
butan-1-ol

A: 126-73-8
phosphoric acid tributyl ester

B: 109-69-3
n-Butyl chloride

C: 142-96-1
dibutyl ether

Conditions

Conditions	Yield
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

...Expand

: 100-51-6
benzyl alcohol

: 71-36-3
butan-1-ol

A: 142-96-1
dibutyl ether

B: 588-67-0
benzyl 1-butyl ether

Conditions

Conditions	Yield
With Cp*Ir(Cl)2(nBu2Im); silver trifluoromethanesulfonate at 130℃; for 2h;	A n/a B 90%

...Expand

: 57-48-7
D-Fructose

: 71-36-3
butan-1-ol

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

B: 142-96-1
dibutyl ether

C: 592-84-7
n-butyl formate

D: 2052-15-5
butyl levulinate

Conditions

Conditions	Yield
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%

...Expand

: 98-00-0
(2-furyl)methyl alcohol

: 71-36-3
butan-1-ol

A: 142-96-1
dibutyl ether

B: 2052-15-5
butyl levulinate

Conditions

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

...Expand

: n-Butyldiphenylsulfoniumperchlorat

: 71-36-3
butan-1-ol

: 142-96-1
dibutyl ether

Conditions

Conditions	Yield
With potassium carbonate at 100℃; for 20h;	60%

Raw Materials

98-59-9

123-86-4

542-69-8

925-90-6

1643-19-2

109-99-9

56-81-5

100-51-6

Downstream Products

14432-12-3

78-78-4

123-86-4

141-78-6

542-69-8

10035-10-6

544-16-1

67-64-1

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- China (Mainland)(22)
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Consensus Reports

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

Standards and Recommendations

DOT Classification: 3; Label: Flammable Liquid

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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Consensus Reports

Standards and Recommendations

Specification