2-Butoxyethanol supplier | CasNO.111-76-2

Name
2-Butoxyethanol
EINECS 203-905-0
CAS No. 111-76-2
Article Data63
CAS DataBase
Density 0.901 g/cm³
Solubility miscible with water
Melting Point -70 °C
Formula C₆H₁₄O₂
Boiling Point 167.7 °C at 760 mmHg
Molecular Weight 118.176
Flash Point 60 °C
Transport Information UN 2369
Appearance clear colourless to light yellow liquid
Safety 36/37-46
Risk Codes 20/21/22-36/38
Molecular Structure
Hazard Symbols Xn
Synonyms 2-Butoxy-1-ethanol;2-n-Butoxyethanol;3-Oxa-1-heptanol;Bikanol B 1;Buchiseru;Butyl Cellosolve;Butyl Cellu-Sol;Butyl Glysolv;Butyl Oxitol;Butyl glycol;Butyl icinol;Butyl monoether glycol;C4E1;Chimec NR;DB solvent;Dowanol EB;EGBE;Eastman EB;Ektasolve EB;Ethylene glycol butyl ether;Ethylene glycolmono-n-butyl ether;Ethylene glycol monobutyl ether;Ethylene glycol n-butylether;2-Butoxyethanol;
PSA 29.46000
LogP 0.79540

Synthetic route

: 74-85-1
ethene

: 71-36-3
butan-1-ol

: 111-76-2
2-Butoxyethanol

Conditions

Conditions	Yield
With dihydrogen peroxide Green chemistry;	98.5%

: 75-21-8
oxirane

: 71-36-3
butan-1-ol

: 111-76-2
2-Butoxyethanol

Conditions

Conditions	Yield
With aluminum tri-n-butoxide; acetic acid at 170℃; for 24h; Reagent/catalyst; Autoclave;	97.75%
With MCM-41-500 ° C catalyst at 100℃; for 4h; Reagent/catalyst; Temperature; Autoclave; High pressure;	86.8%
In dodecane at 100℃; Kinetics;

: 75-21-8
oxirane

: 71-36-3
butan-1-ol

A: 111-76-2
2-Butoxyethanol

B: 112-34-5
Diethylene glycol monobutyl ether

Conditions

Conditions	Yield
With potassium aluminum sulfate at 170℃; for 24h; Reagent/catalyst; Autoclave;	A 93.1% B 6.63%

...Expand

: 111-34-2
-butyl vinyl ether

: 111-76-2
2-Butoxyethanol

Conditions

Conditions	Yield
Stage #1: -butyl vinyl ether With borane-ammonia complex In tetrahydrofuran at 90℃; for 3h; Stage #2: With dihydrogen peroxide; sodium hydroxide In tetrahydrofuran at 0 - 20℃; for 3h;	59%

: 96-49-1
[1,3]-dioxolan-2-one

: 2372-45-4
sodium butanolate

: 111-76-2
2-Butoxyethanol

Conditions

Conditions	Yield
With benzene at 100℃;

: 96-49-1
[1,3]-dioxolan-2-one

: 71-36-3
butan-1-ol

: 111-76-2
2-Butoxyethanol

Conditions

Conditions	Yield
With dimethyl sulfate at 130℃;

: 71808-63-4
1,1-bis-(2-methoxy-ethoxy)-butane

A: 111-76-2
2-Butoxyethanol

B: 13343-98-1
1-(2-methoxy-ethoxy)-butane

Conditions

Conditions	Yield
With nickel at 200 - 240℃; under 51485.6 - 77228.3 Torr; Hydrogenation;

: 10228-54-3
Methyl butoxyacetate

: 111-76-2
2-Butoxyethanol

Conditions

Conditions	Yield
With ethanol; copper oxide-chromium oxide at 200℃; under 147102 Torr; Hydrogenation;

: 10397-22-5
butyl butoxyacetate

: 111-76-2
2-Butoxyethanol

Conditions

Conditions	Yield
With copper-chromium-iron at 280℃; under 95616 Torr; Hydrogenation;

: 107-21-1
ethylene glycol

: 111-76-2
2-Butoxyethanol

Conditions

Conditions	Yield
With sodium und anschliessenden Erhitzen mit 1-Brom-butan;

: 109-69-3
n-Butyl chloride

: 107-21-1
ethylene glycol

A: 111-76-2
2-Butoxyethanol

B: 112-48-1
1,2-dibutoxyethane

Conditions

Conditions	Yield
(i) DMSO, NaOH, (ii) /BRN= 1730909/; Multistep reaction;

...Expand

: 3390-13-4
2-propyl-1,3-dioxolane

: 111-76-2
2-Butoxyethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; boron trichloride 1.) CH2Cl2, 0.2 h, 2.) Et2O, 30 min; Yield given. Multistep reaction;
In ethylene glycol
With hydrogen; 0.6 wt % palladium on alumina at 210℃; under 16274.9 Torr; Product distribution / selectivity;

: 3390-13-4
2-propyl-1,3-dioxolane

A: 111-76-2
2-Butoxyethanol

B: 107-21-1
ethylene glycol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; boron trichloride 1.) CH2Cl2, 0.2 h, 2.) Et2O, 30 min; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

: 110-80-5
2-ethoxy-ethanol

: 869-01-2
1-butyl-1-nitrosourea

A: 628-81-9
butyl ethyl ether

B: 111-76-2
2-Butoxyethanol

C: 4413-13-2
1-(2-Ethoxyethoxy)butan

D: 77078-19-4
ethylene glycol sec-butyl ethyl ether

Conditions

Conditions	Yield
With potassium carbonate Ambient temperature; Further byproducts given;	A 2.7 % Chromat. B 1.8 % Chromat. C 83.2 % Chromat. D 11.6 % Chromat.
With sodium hydrogencarbonate for 24h; Ambient temperature; Further byproducts given;	A 1.3 % Chromat. B 2.9 % Chromat. C 81.9 % Chromat. D 12.6 % Chromat.

...Expand

: 110-80-5
2-ethoxy-ethanol

: 869-01-2
1-butyl-1-nitrosourea

A: 111-76-2
2-Butoxyethanol

B: 629-14-1
monoethylene glycol diethyl ether

C: 4413-13-2
1-(2-Ethoxyethoxy)butan

D: 77078-19-4
ethylene glycol sec-butyl ethyl ether

Conditions

Conditions	Yield
With sodium hydrogencarbonate for 24h; Ambient temperature; Further byproducts given;	A 2.9 % Chromat. B 0.9 % Chromat. C 81.9 % Chromat. D 12.6 % Chromat.

...Expand

: 10397-22-5
butyl butoxyacetate

Cu-Cr-Fe-catalyst: Cu-Cr-Fe-catalyst

: 111-76-2
2-Butoxyethanol

Conditions

Conditions	Yield
at 280℃; under 95616 Torr; Anfangsdruck.Hydrogenation;

: 542-69-8
1-iodo-butane

monosodium compound of ethylene glycol: monosodium compound of ethylene glycol

: 111-76-2
2-Butoxyethanol

formaldehyde-<2-butyloxy-ethylacetal>: formaldehyde-<2-butyloxy-ethylacetal>

A: 111-76-2
2-Butoxyethanol

B: 13343-98-1
1-(2-methoxy-ethoxy)-butane

Conditions

Conditions	Yield
With nickel at 200 - 240℃; under 51485.6 - 77228.3 Torr; Hydrogenation;

: 109-86-4
2-methoxy-ethanol

: 869-01-2
1-butyl-1-nitrosourea

A: 110-71-4
1,2-dimethoxyethane

B: 628-28-4
butyl methyl ether

C: 111-76-2
2-Butoxyethanol

D: 7795-91-7
2-(1-Methylpropoxy)ethanol

E: 13343-98-1
1-(2-methoxy-ethoxy)-butane

F: 2-(2-Methoxyethoxy)butan

G butenes, butanols, sBuOMe: butenes, butanols, sBuOMe

Conditions

Conditions	Yield
With potassium carbonate for 0.0833333h; Product distribution; Mechanism; Ambient temperature; further reagent: NaHCO3, further reactions with EtOCH2CH2OH, MeOH-oxirane, -oxetane, -tetrahydrofuran;	A 0.5 % Chromat. B 2.9 % Chromat. C 7.2 % Chromat. D 0.5 % Chromat. E 74.4 % Chromat. F 14.2 % Chromat. G n/a

...Expand

: 75-21-8
oxirane

: 71-36-3
butan-1-ol

A: 111-76-2
2-Butoxyethanol

B: 112-34-5
Diethylene glycol monobutyl ether

C: 143-22-6
triethyleneglycol monobutyl ether

Conditions

Conditions	Yield
2,4,6-trimethyl-pyridine at 160℃; under 2311.54 - 3345.86 Torr; for 2.5h; Product distribution / selectivity; Inert atmosphere;
sodium butanolate at 140℃; under 7500.75 Torr; for 5h; Product distribution / selectivity;	A 20.16 %Chromat. B 9.07 %Chromat. C 6.10 %Chromat.
catalyst of invention (Sb2O3, copper acetate, hydrogen peroxide; calcined) at 140℃; under 30003 Torr; for 24 - 120h; Product distribution / selectivity;	A 76 - 77 %Chromat. B 13 - 14 %Chromat. C 9 %Chromat.

...Expand

: 2568-90-3
di-n-butyloxymethane

: 111-76-2
2-Butoxyethanol

Ru3 (CO)12: Ru3 (CO)12

HCCo(CO)9: HCCo(CO)9

: 109-87-5
Dimethoxymethane

: 111-76-2
2-Butoxyethanol

Conditions

Conditions	Yield
With carbon monoxide; hydrogen In butan-1-ol

...Expand

: 71-36-3
butan-1-ol

: 111-76-2
2-Butoxyethanol

Conditions

Conditions	Yield
With hydrogen; paraformaldehyde

: 139-66-2
diphenyl sulfide

: 71-36-3
butan-1-ol

: 111-76-2
2-Butoxyethanol

Conditions

Conditions	Yield
With hydrogen; paraformaldehyde

: 112-60-7
Tetraethylene glycol

: 107-21-1
ethylene glycol

: 123-72-8
butyraldehyde

: 111-46-6
diethylene glycol

: 112-27-6
2,2'-[1,2-ethanediylbis(oxy)]bisethanol

A: 3390-13-4
2-propyl-1,3-dioxolane

B: 111-76-2
2-Butoxyethanol

C: 112-34-5
Diethylene glycol monobutyl ether

D: 143-22-6
triethyleneglycol monobutyl ether

E: 1559-34-8
tetraethylene glycol monobutyl ether

F: 71-36-3
butan-1-ol

Conditions

Conditions	Yield
With hydrogen; palladium 10% on activated carbon at 180℃; under 51716.2 Torr; for 2h;

...Expand

: 107-21-1
ethylene glycol

: 123-72-8
butyraldehyde

A: 111-76-2
2-Butoxyethanol

B: 71-36-3
butan-1-ol

Conditions

Conditions	Yield
With hydrogen; palladium 10% on activated carbon at 180℃; under 51716.2 Torr; for 2h; Product distribution / selectivity; Inert atmosphere;	A 88.7 %Chromat. B 7.2 %Chromat.
With hydrogen; 5%-palladium/activated carbon at 200℃; under 25877.6 Torr; for 1h; Autoclave;
With palladium 10% on activated carbon; hydrogen at 180℃; under 51755.2 Torr; for 2h; Temperature; Concentration;	A 88.7 %Chromat. B 7.2 %Chromat.

...Expand

: 107-21-1
ethylene glycol

: 123-72-8
butyraldehyde

A: 111-76-2
2-Butoxyethanol

B: 112-48-1
1,2-dibutoxyethane

C: 71-36-3
butan-1-ol

Conditions

Conditions	Yield
With hydrogen; palladium 10% on activated carbon at 180℃; under 51716.2 Torr; for 2h; Product distribution / selectivity; Inert atmosphere;	A 79.7 %Chromat. B 7.7 %Chromat. C 7.5 %Chromat.
With palladium 10% on activated carbon; hydrogen at 180℃; under 51755.2 Torr; for 2h;	A 79.7 %Chromat. B 7.7 %Chromat. C 7.5 %Chromat.

...Expand

: 107-21-1
ethylene glycol

: 123-72-8
butyraldehyde

: 111-76-2
2-Butoxyethanol

Conditions

Conditions	Yield
With hydrogen; palladium 10% on activated carbon at 180℃; under 25858.1 Torr; for 3h; Product distribution / selectivity; Inert atmosphere;	85.5 %Chromat.
With palladium 10% on activated carbon; hydrogen at 180℃; under 26252.6 Torr; for 3h;	85.5 %Chromat.

2-Butoxyethanol Consensus Reports

Reported in EPA TSCA Inventory. Glycol ethers are on the Community Right-To-Know List.

2-Butoxyethanol Standards and Recommendations

OSHA PEL: TWA 25 ppm (skin)
ACGIH TLV: 20 ppm (skin); Confirmed Animal Carcinogen.
DFG MAK: 20 ppm (98 mg/m³)
DOT Classification: 6.1; Label: KEEP AWAY FROM FOOD

2-Butoxyethanol Analytical Methods

For occupational chemical analysis use NIOSH: Alcohols IV, 1403.

2-Butoxyethanol Specification

The 2-Butoxyethanol is an organic solvent with the formula BuOC₂H₄OH (Bu = CH₃CH₂CH₂CH₂). It belongs to the product categories of Ethylene Glycols & Monofunctional Ethylene Glycols; Monofunctional Ethylene Glycols. Its EINECS registry number is 203-905-0. With the CAS registry number 111-76-2, its IUPAC name is called 2-butoxyethanol. This chemical's classification codes are Human Data; Mutation Data; Reproductive Effect; Skin / Eye Irritant; Tumor Data. It is a colorless liquid with a sweet, ether-like odour.

Physical properties about 2-Butoxyethanol are: (1)ACD/LogP: 0.80; (2)ACD/LogD (pH 5.5): 0.8; (3)ACD/LogD (pH 7.4): 0.8; (4)ACD/BCF (pH 5.5): 2.37; (5)ACD/BCF (pH 7.4): 2.37; (6)ACD/KOC (pH 5.5): 64.62; (7)ACD/KOC (pH 7.4): 64.62; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 6; (11)Index of Refraction: 1.418; (12)Molar Refractivity: 33.12 cm³; (13)Molar Volume: 131.4 cm³; (14)Surface Tension: 29.8 dyne/cm; (15)Density: 0.899 g/cm³; (16)Flash Point: 60 °C; (17)Enthalpy of Vaporization: 47.06 kJ/mol; (18)Boiling Point: 167.7 °C at 760 mmHg; (19)Vapour Pressure: 0.552 mmHg at 25°C.

Preparation of 2-Butoxyethanol: 2-Butoxyethanol is produced by monoethoxylation of butanol. In 2006, the total European production of all butyl glycol ethers amounted to 181 kilotons per annum (kt/a), approximately 50% (90 kt/a) of which was 2-butoxyethanol. World production is estimated to be 200 to 500 kt/a, of which 75% is for paints and coatings.

C₂H₄O + BuOH → BuOC₂H₄OH

Uses of 2-Butoxyethanol: 2-Butoxyethanol is a solvent in paints and surface coatings, as well as cleaning products and inks. Other products that contain 2-butoxyethanol include acrylic resin formulations, asphalt release agents, firefighting foam, leather protectors, oil spill dispersants, degreaser applications, and photographic strip solutions. Other products containing 2-butoxyethanol as a primary ingredient include some whiteboard cleaners, liquid soaps, cosmetics, dry cleaning solutions, lacquers, varnishes, herbicides, and latex paints. It is the main ingredient of many home, commercial and industrial cleaning solutions.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health. It is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing and gloves.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCCCOCCO
(2)InChI: InChI=1S/C6H14O2/c1-2-3-5-8-6-4-7/h7H,2-6H2,1H3
(3)InChIKey: POAOYUHQDCAZBD-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LC	inhalation	> 633ppm/1H (633ppm)		National Technical Information Service. Vol. OTS0572613,
guinea pig	LD50	oral	1200mg/kg (1200mg/kg)	BEHAVIORAL: GENERAL ANESTHETIC GASTROINTESTINAL: OTHER CHANGES KIDNEY, URETER, AND BLADDER: OTHER CHANGES	Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 259, 1941.
guinea pig	LD50	skin	230uL/kg (0.23mL/kg)		Toxicology and Applied Pharmacology. Vol. 7, Pg. 559, 1965.
human	TCLo	inhalation	100ppm (100ppm)	SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 50, 1974.
human	TCLo	inhalation	195ppm/8H (195ppm)	GASTROINTESTINAL: NAUSEA OR VOMITING	AMA Archives of Industrial Health. Vol. 14, Pg. 114, 1956.
mammal (species unspecified)	LD50	unreported	1500mg/kg (1500mg/kg)		Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(5), Pg. 61, 1986.
mouse	LC50	inhalation	700ppm/7H (700ppm)	BEHAVIORAL: ANALGESIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA KIDNEY, URETER, AND BLADDER: HEMATURIA	Journal of Industrial Hygiene and Toxicology. Vol. 25, Pg. 157, 1943.
mouse	LD50	intraperitoneal	536mg/kg (536mg/kg)		Shell Chemical Company. Unpublished Report. Vol. -, Pg. 2, 1961.
mouse	LD50	intravenous	1130mg/kg (1130mg/kg)		AMA Archives of Industrial Health. Vol. 14, Pg. 114, 1956.
mouse	LD50	oral	1230mg/kg (1230mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SKIN AND APPENDAGES (SKIN): HAIR: OTHER	AMA Archives of Industrial Health. Vol. 14, Pg. 114, 1956.
mouse	LD50	unreported	1050mg/kg (1050mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 41(11), Pg. 7, 1976.
mouse	LDLo	subcutaneous	500mg/kg (500mg/kg)		Journal of Pharmacology and Experimental Therapeutics. Vol. 42, Pg. 355, 1931.
rabbit	LD50	intraperitoneal	220mg/kg (220mg/kg)		"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 67, 1982.
rabbit	LD50	intravenous	252mg/kg (252mg/kg)		AMA Archives of Industrial Health. Vol. 14, Pg. 114, 1956.
rabbit	LD50	oral	300mg/kg (300mg/kg)		Yakkyoku. Pharmacy. Vol. 32, Pg. 1241, 1981.
rabbit	LD50	skin	220mg/kg (220mg/kg)		Dow Chemical Company Reports. Vol. MSD-46,
rat	LC50	inhalation	450ppm/4H (450ppm)	BEHAVIORAL: ATAXIA	Toxicology and Applied Pharmacology. Vol. 68, Pg. 405, 1983.
rat	LD50	intraperitoneal	220mg/kg (220mg/kg)		"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 67, 1982.
rat	LD50	intravenous	307mg/kg (307mg/kg)		AMA Archives of Industrial Health. Vol. 14, Pg. 114, 1956.
rat	LD50	oral	470mg/kg (470mg/kg)		Dow Chemical Company Reports. Vol. MSD-46,
rat	LD50	unreported	917mg/kg (917mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 41(11), Pg. 7, 1976.
women	TDLo	oral	7813uL/kg (7.813mL/kg)	BEHAVIORAL: COMA VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION	Human Toxicology. Vol. 8, Pg. 243, 1989.
women	TDLo	oral	600mg/kg (600mg/kg)	BEHAVIORAL: COMA LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Human Toxicology. Vol. 7, Pg. 187, 1988.

Product Name

2-Butoxyethanol

Synthetic route

2-Butoxyethanol Consensus Reports

2-Butoxyethanol Standards and Recommendations

2-Butoxyethanol Analytical Methods

2-Butoxyethanol Specification

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