oxirane
butan-1-ol
A
2-Butoxyethanol
B
Diethylene glycol monobutyl ether
Conditions | Yield |
---|---|
With potassium aluminum sulfate at 170℃; for 24h; Reagent/catalyst; Autoclave; | A 93.1% B 6.63% |
Conditions | Yield |
---|---|
With sodium hydroxide; water at 100℃; for 24h; | 70% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 50℃; |
Conditions | Yield |
---|---|
sulfuric acid In toluene Heating; |
Conditions | Yield |
---|---|
With diethylene glycol |
oxirane
butan-1-ol
A
2-Butoxyethanol
B
Diethylene glycol monobutyl ether
C
triethyleneglycol monobutyl ether
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. |
pyrene
A
phthalic anhydride
B
xanth-9-one
C
pentadecane
D
n-docosane
E
n-hexacosane
F
tetradecane
G
Hexadecane
H
Diethylene glycol monobutyl ether
I
n-butyl isobutyrate
J
heneicosane
K
n-tricosane
L
tetracosane
M
n-pentacosane
N
cyclopenta[def]phenanthrene
P
2,6-di-tert-butyl-4-methyl-phenol
Q
Diethyl phthalate
R
Phthalic acid dibutyl ester
S
4H-Cyclopenta[def]phenanthrene
T
benzyl n-butyl phthalate
U
1,1'-Biphenyl-2,2',6,6'-tetracarboxaldehyde
V
4,5-phenanthrene-8,9-dicarbaldehyde
W
1-hexadecylcarboxylic acid
Conditions | Yield |
---|---|
With oxygen; ozone In water for 0.25 - 2h; |
Tetraethylene glycol
ethylene glycol
butyraldehyde
diethylene glycol
2,2'-[1,2-ethanediylbis(oxy)]bisethanol
A
2-propyl-1,3-dioxolane
B
2-Butoxyethanol
C
Diethylene glycol monobutyl ether
D
triethyleneglycol monobutyl ether
E
tetraethylene glycol monobutyl ether
F
butan-1-ol
Conditions | Yield |
---|---|
With hydrogen; palladium 10% on activated carbon at 180℃; under 51716.2 Torr; for 2h; |
Conditions | Yield |
---|---|
With hydrogen; palladium 10% on activated carbon at 200℃; under 51716.2 Torr; for 2h; Inert atmosphere; | 94.5 %Chromat. |
With palladium 10% on activated carbon; hydrogen at 200℃; under 51755.2 Torr; for 2h; | 94.5 %Chromat. |
Diethylene glycol monobutyl ether
p-toluenesulfonyl chloride
diethylene glycol monobutyl ether tosylate
Conditions | Yield |
---|---|
Stage #1: Diethylene glycol monobutyl ether; p-toluenesulfonyl chloride With dmap In dichloromethane at 20℃; Stage #2: With triethylamine In dichloromethane at 20℃; | 100% |
With sodium hydroxide In tetrahydrofuran; water at 0℃; for 2h; | 85% |
With pyridine In dichloromethane at 20℃; for 3h; | 57% |
With pyridine |
Diethylene glycol monobutyl ether
2-hexyldecanoic acid
Conditions | Yield |
---|---|
With p-toluenesulfonic acid monohydrate | 99% |
With p-toluenesulfonic acid monohydrate | 99% |
Conditions | Yield |
---|---|
With sodium borohydrid In 5,5-dimethyl-1,3-cyclohexadiene | 98% |
Diethylene glycol monobutyl ether
2-Bromoacetyl bromide
2-(2-butoxyethoxy)ethyl 2-bromoacetate
Conditions | Yield |
---|---|
With sodium carbonate In dichloromethane at -5 - 20℃; for 12h; Green chemistry; | 98% |
With triethylamine In dichloromethane at -78℃; Inert atmosphere; | 72% |
Diethylene glycol monobutyl ether
acrylonitrile
3-[2-(2-butoxyethoxy)ethoxy]propanenitrile
Conditions | Yield |
---|---|
With sodium methylate for 1.16667h; | 97% |
Adipic acid
2-(2-methoxyethoxy)ethyl alcohol
Diethylene glycol monobutyl ether
Conditions | Yield |
---|---|
toluene-4-sulfonic acid In toluene at 118 - 145℃; for 6.5h; Heating / reflux; | 96.9% |
Diethylene glycol monobutyl ether
paracetaldehyde
2-butoxyethyl 2-ethoxyethyl ether
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal at 160℃; under 760 Torr; for 18h; Etherification; | 96% |
With hydrogen; palladium on activated charcoal at 160℃; for 10h; atmospheric pressure; | 96% |
Conditions | Yield |
---|---|
With pyridine; thionyl chloride In chloroform for 10h; Reflux; | 95% |
With pyridine; thionyl chloride |
Diethylene glycol monobutyl ether
Octanal
2-butoxyethyl 2-(octoxy)ethyl ether
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal at 160℃; under 760 Torr; for 18h; Etherification; | 95% |
With hydrogen; palladium on activated charcoal at 160℃; for 10h; atmospheric pressure; | 95% |
Conditions | Yield |
---|---|
With pyridine 1.) 0 deg C, 5 h, 2.) rt, 12 h; | 90% |
Diethylene glycol monobutyl ether
trans-1,2-Diaminocyclohexane
Conditions | Yield |
---|---|
Stage #1: Diethylene glycol monobutyl ether; Hexamethylene diisocyanate; dibutyltin dilaurate In hexane at 20 - 45℃; Stage #2: trans-1,2-Diaminocyclohexane In hexane at 15 - 20℃; for 0.5h; | 88.8% |
Diethylene glycol monobutyl ether
1,3-Diiodobenzene
1,3-Bis-[2-(2-butoxy-ethoxy)-ethoxy]-benzene
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene for 20h; Reflux; Inert atmosphere; | 86% |
formaldehyd
Diethylene glycol monobutyl ether
rccc-2,8,14,20-tetrakis-(iso-butyl)-resorcin[4]arene
Conditions | Yield |
---|---|
With iminodiacetic acid In acetonitrile | 81% |
Conditions | Yield |
---|---|
In pentane byproducts: HCl; N2, equimol., V compd. added dropwise to a soln. of alcohol, stirred for2 h, heated on water bath; decanted, concd., stored at 0°C, ppt. collected, dried (vac.); elem. anal.; | 80% |
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 145℃; for 26h; Inert atmosphere; | 79% |
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 145℃; for 26h; Inert atmosphere; | 79% |
Diethylene glycol monobutyl ether
2-Phenylpropanal
Conditions | Yield |
---|---|
With methanesulfonic acid; methanesulfonic acid sodium salt In toluene for 15h; Inert atmosphere; Reflux; Dean-Stark; | 79% |
Diethylene glycol monobutyl ether
[2-(2-chloro-2-oxoethoxy)phenoxy]acetyl chloride
Conditions | Yield |
---|---|
In tetrachloromethane Ambient temperature; | 76% |
5-(chloromethyl)-6-propyl-1,3-benzodioxole
Diethylene glycol monobutyl ether
Piperonyl butoxide
Conditions | Yield |
---|---|
Stage #1: Diethylene glycol monobutyl ether With sodium hydroxide In water Reflux; Stage #2: 5-(chloromethyl)-6-propyl-1,3-benzodioxole In water for 5h; Reflux; | 75% |
With sodium hydroxide at 30℃; for 5h; | 230 g |
Diethylene glycol monobutyl ether
1,2-Diiodobenzene
1,2-bis(2-(2-(butyloxy)ethoxy)ethoxy)benzene
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene for 40h; Reflux; Inert atmosphere; | 75% |
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 24h; Inert atmosphere; | 4 g |
Conditions | Yield |
---|---|
With NAH In tetrahydrofuran at 80℃; Inert atmosphere; | 71% |
Diethylene glycol monobutyl ether
2-(2-methoxyphenoxy)acetyl chloride
Conditions | Yield |
---|---|
In chloroform for 12h; Heating; | 69.01% |
Diethylene glycol monobutyl ether
3-{[(4-bromobutyl)oxy]methyl}-3-methyloxetane
Conditions | Yield |
---|---|
With sodium hydroxide; tetrabutylammomium bromide In hexane for 5h; Heating; | 68% |
2-iodoacetyl chloride
Diethylene glycol monobutyl ether
2-(2-butoxyethoxy)ethyl-2-iodoacetate
Conditions | Yield |
---|---|
With sodium carbonate In dichloromethane at -5 - 20℃; for 12h; Green chemistry; | 68% |
Diethylene glycol monobutyl ether
2-(2-nitrophenoxy)acetyl chloride
Conditions | Yield |
---|---|
In chloroform for 12h; Heating; | 66.89% |
2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine
Diethylene glycol monobutyl ether
A
C24H51Cl3N3O9P3
B
C24H51Cl3N3O9P3
C
C24H51Cl3N3O9P3
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran at -60 - 20℃; for 3.5h; Inert atmosphere; | A 20% B 16% C 64% |
Diethylene glycol monobutyl ether
A
C24H51Cl3N3O9P3
B
C24H51Cl3N3O9P3
C
C24H51Cl3N3O9P3
Conditions | Yield |
---|---|
With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine; sodium hydride In tetrahydrofuran at -60 - 20℃; for 3.5h; Inert atmosphere; | A 20% B 16% C 64% |
With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine; sodium hydride In tetrahydrofuran at -60 - 20℃; for 3.5h; Inert atmosphere; | A 20% B 16% C 64% |
Diethylene glycol monobutyl ether
Conditions | Yield |
---|---|
With pyridine In acetonitrile for 24h; Reflux; | 60% |
With pyridine In acetonitrile for 24h; Reflux; |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene for 18h; Dean-Stark; Reflux; | 60% |
The Diethylene glycol monobutyl ether with CAS registry number of 112-34-5 is also called Ethanol,2-(2-butoxyethoxy)-. The IUPAC name is 2-(2-butoxyethoxy)ethanol. Its EINECS registry number is 203-961-6. In addition, the molecular formula is C8H18O3 and the molecular weight is 162.23. It is a kind of colourless liquid with a mild odour and belongs to the classes of Ethylene Glycols Monofunctional Ethylene Glycols and Monofunctional Ethylene Glycols. And it is stable and incompatible with strong oxidizing agents and strong bases.
Physical properties about this chemical are: (1)ACD/LogP: 0.44; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.44; (4)ACD/LogD (pH 7.4): 0.44; (5)ACD/BCF (pH 5.5): 1.27; (6)ACD/BCF (pH 7.4): 1.27; (7)ACD/KOC (pH 5.5): 41.26; (8)ACD/KOC (pH 7.4): 41.26; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 9; (12)Polar Surface Area: 38.69 Å2; (13)Index of Refraction: 1.43; (14)Molar Refractivity: 44.13 cm3; (15)Molar Volume: 170.8 cm3; (16)Polarizability: 17.49 ×10-24cm3; (17)Surface Tension: 32 dyne/cm; (18)Density: 0.949 g/cm3; (19)Flash Point: 100 °C; (20)Enthalpy of Vaporization: 54.29 kJ/mol; (21)Boiling Point: 230.4 °C at 760 mmHg; (22)Vapour Pressure: 0.0126 mmHg at 25°C.
Preparation of Diethylene glycol monobutyl ether: it can be prepared by butanol and ethyl ether boron trifluoride. This reaction will need reagent epoxyethane. The reaction time is 2-3 hours at reaction temperature of 75-80 °C. After the reaction, use butanol sodium to make pH into 8, then put it into the distillation tower for distillation.
Uses of Diethylene glycol monobutyl ether: it can be used as solvent of nitrocellulose, varnish, printing ink, the oil ans the resin. It also can be used for adhesive thinner and emulsioni paint stabilizer. In addition, it can react with (2-methoxy-phenoxy)-acetyl chloride to get Butoxyethoxyethyl o-methoxyphenoxyacetate. This reaction will need reagent CHCl3. The reaction time is 21 hours by heating. The yield is about 69.01%.
When you are using this chemical, please be cautious about it as the following:
It is irritating to the eyes. during using it, avoid contact with skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES:CCCCOCCOCCO
(2)InChI:InChI=1/C8H18O3/c1-2-3-5-10-7-8-11-6-4-9/h9H,2-8H2,1H3
(3)InChIKey:OAYXUHPQHDHDDZ-UHFFFAOYAO
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LD50 | oral | 2gm/kg (2000mg/kg) | BEHAVIORAL: GENERAL ANESTHETIC GASTROINTESTINAL: OTHER CHANGES KIDNEY, URETER, AND BLADDER: OTHER CHANGES | Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 259, 1941. |
mouse | LD50 | intraperitoneal | 850mg/kg (850mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" BLOOD: CHANGES IN SPLEEN | Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 6, Pg. 342, 1947. |
mouse | LD50 | oral | 2400mg/kg (2400mg/kg) | Journal of the American College of Toxicology. Vol. 12, Pg. 139, 1993. | |
mouse | LD50 | unreported | 6050mg/kg (6050mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 46(2), Pg. 14, 1981. | |
rabbit | LD50 | oral | 2200mg/kg (2200mg/kg) | "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2C, Pg. 3964, 1982. | |
rabbit | LD50 | skin | 2700mg/kg (2700mg/kg) | Journal of the American College of Toxicology. Vol. 12, Pg. 139, 1993. | |
rat | LD50 | oral | 5660mg/kg (5660mg/kg) | Dow Chemical Company Reports. Vol. MSD-41, | |
rat | LD50 | unreported | 4500mg/kg (4500mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 46(2), Pg. 14, 1981. |
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