Conditions | Yield |
---|---|
With potassium hydroxide In 1,4-dioxane at 100 - 105℃; | 68% |
With sodium hydride |
Conditions | Yield |
---|---|
With borontrifluoride acetic acid |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 50℃; |
Conditions | Yield |
---|---|
With diethylene glycol at 200℃; |
diethylene glycol monohexyl ether
p-toluenesulfonyl chloride
2-(2'-n-hexyloxyethoxy)ethyl p-toluenesulfonate
Conditions | Yield |
---|---|
Stage #1: diethylene glycol monohexyl ether; p-toluenesulfonyl chloride With dmap In dichloromethane at 20℃; for 0.166667h; Stage #2: With triethylamine In dichloromethane at 20℃; for 3.25h; | 100% |
With triethylamine In dichloromethane at 0 - 20℃; for 18h; Inert atmosphere; | 92% |
With pyridine In dichloromethane at 20℃; for 3h; | 71% |
With dmap; triethylamine In dichloromethane for 3h; |
Conditions | Yield |
---|---|
Stage #1: diethylene glycol monohexyl ether With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.333333h; Inert atmosphere; Stage #2: 2-chloromethyl-3-chloroprop-1-ene In tetrahydrofuran; mineral oil at 65℃; for 5.5h; Inert atmosphere; | 88% |
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 72h; Inert atmosphere; | 85% |
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 72h; Inert atmosphere; | 85% |
diethylene glycol monohexyl ether
1-[2-(2-chloroethoxy)ethoxy]hexane
Conditions | Yield |
---|---|
With pyridine; thionyl chloride In toluene at -5 - 100℃; for 2h; | 84% |
With pyridine; thionyl chloride |
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene for 20h; Reflux; Inert atmosphere; | 82% |
iodobenzene
diethylene glycol monohexyl ether
(2-(2-(hexyloxy)ethoxy)ethoxy)benzene
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 120℃; for 24h; Inert atmosphere; | 77% |
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 120℃; for 24h; Inert atmosphere; | 77% |
Conditions | Yield |
---|---|
With potassium hydroxide In 1,4-dioxane at 100 - 105℃; | 68% |
With sodium hydride |
Conditions | Yield |
---|---|
With borontrifluoride acetic acid |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 50℃; |
Conditions | Yield |
---|---|
With diethylene glycol at 200℃; |
diethylene glycol monohexyl ether
p-toluenesulfonyl chloride
2-(2'-n-hexyloxyethoxy)ethyl p-toluenesulfonate
Conditions | Yield |
---|---|
Stage #1: diethylene glycol monohexyl ether; p-toluenesulfonyl chloride With dmap In dichloromethane at 20℃; for 0.166667h; Stage #2: With triethylamine In dichloromethane at 20℃; for 3.25h; | 100% |
With triethylamine In dichloromethane at 0 - 20℃; for 18h; Inert atmosphere; | 92% |
With pyridine In dichloromethane at 20℃; for 3h; | 71% |
With dmap; triethylamine In dichloromethane for 3h; |
Conditions | Yield |
---|---|
Stage #1: diethylene glycol monohexyl ether With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.333333h; Inert atmosphere; Stage #2: 2-chloromethyl-3-chloroprop-1-ene In tetrahydrofuran; mineral oil at 65℃; for 5.5h; Inert atmosphere; | 88% |
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 72h; Inert atmosphere; | 85% |
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 72h; Inert atmosphere; | 85% |
diethylene glycol monohexyl ether
1-[2-(2-chloroethoxy)ethoxy]hexane
Conditions | Yield |
---|---|
With pyridine; thionyl chloride In toluene at -5 - 100℃; for 2h; | 84% |
With pyridine; thionyl chloride |
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene for 20h; Reflux; Inert atmosphere; | 82% |
iodobenzene
diethylene glycol monohexyl ether
(2-(2-(hexyloxy)ethoxy)ethoxy)benzene
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 120℃; for 24h; Inert atmosphere; | 77% |
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 120℃; for 24h; Inert atmosphere; | 77% |
Conditions | Yield |
---|---|
In dichloromethane for 3h; Ambient temperature; | A n/a B 70% C 15% |
In dichloromethane for 3h; Ambient temperature; | A n/a B 70% C 15% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene for 18h; Dean-Stark; Reflux; | 70% |
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 24h; Inert atmosphere; | 67% |
diethylene glycol monohexyl ether
Conditions | Yield |
---|---|
With pyridine In acetonitrile for 24h; Reflux; | 66% |
With pyridine In acetonitrile for 24h; Reflux; |
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 24h; Inert atmosphere; | 63% |
1,3,5-trichloro-2,4,6-triazine
diethylene glycol monohexyl ether
C13H21Cl2N3O3
Conditions | Yield |
---|---|
With potassium carbonate In ethyl acetate at 20 - 50℃; for 20h; Product distribution / selectivity; | 60% |
diethylene glycol monohexyl ether
3,4-dimethyliodobenzene
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 24h; Inert atmosphere; | 60% |
1,2,3,4-tetra-O-acetyl-D-xylopyranose
diethylene glycol monohexyl ether
Conditions | Yield |
---|---|
With tin(IV) chloride In dichloromethane at 0℃; for 24h; Molecular sieve; | 54% |
With tin(IV) chloride Helferich Method; stereoselective reaction; |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 20℃; | A 38% B 4% C 17% |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 12h; | 25% |
Conditions | Yield |
---|---|
With tin(IV) chloride In dichloromethane at 45℃; for 5h; glycosidation; | 22% |
oxirane
diethylene glycol monohexyl ether
2-[2-(2-hexyloxy-ethoxy)-ethoxy]-ethanol
Conditions | Yield |
---|---|
With borontrifluoride acetic acid |
diethylene glycol monohexyl ether
Tetraethylene glycol monohexyl ether
Conditions | Yield |
---|---|
With pyridine; p-toluenesulfonyl chloride Erhitzen des Reaktionsprodukts mit Natrium-diaethylenglykolat in Diaethylenglykol auf 130grad; | |
Multi-step reaction with 2 steps 1: pyridine; thionyl chloride 2: diethylene glycol View Scheme |
diethylene glycol monohexyl ether
acrylonitrile
3-[2-(2-hexyloxy-ethoxy)-ethoxy]-propionitrile
Conditions | Yield |
---|---|
With potassium hydroxide |
diethylene glycol monohexyl ether
diclofop
2-[4-(2,4-Dichloro-phenoxy)-phenoxy]-propionic acid 2-(2-hexyloxy-ethoxy)-ethyl ester
Conditions | Yield |
---|---|
(i) SOCl2, toluene, (ii) /BRN= 1743959/, Et3N; Multistep reaction; |
diethylene glycol monohexyl ether
2-[4-(4-Chloro-phenoxy)-phenoxy]-propionic acid 2-(2-hexyloxy-ethoxy)-ethyl ester
Conditions | Yield |
---|---|
With triethylamine In toluene |
diethylene glycol monohexyl ether
epichlorohydrin
2-[2-(2-Hexyloxy-ethoxy)-ethoxymethyl]-oxirane
Conditions | Yield |
---|---|
With sodium hydroxide at 70 - 90℃; |
Conditions | Yield |
---|---|
In water at 80℃; for 24h; |
Conditions | Yield |
---|---|
With triethylamine In benzene at 20℃; |
diethylene glycol monohexyl ether
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 50percent aq. NaOH / 70 - 90 °C 2: 50percent aq. NaOH / 1 h / 70 - 80 °C View Scheme |
SYNONYMS Diethylene glycol hexyl ether; 2-((2-Hexyloxy)ethoxy)ethanol;
Diethylene glycol mono(n-hexyl) ether; Hexol carbitol; Diethylene glycol monohexyl ether; n-Hexoxyethoxyethanol; Diethyleneglycolmonohexylether; 2-((2-Hexyloxy)ethoxy)ethanol; 2-(2-(hexyloxy)ethoxy)ethanol;
EINECS NO.:203-988-3
FORMULA:CH3(CH2)5OCH2CH2OH
MOL WT:146.23
PHYSICAL STATE:clear liquid
MELTING POINT:-40 °C
BOILING POINT:260 °C
SPECIFIC GRAVITY:0.93 - 0.94
FLASH POINT:141°C
REFRACTIVE INDEX:1.435
SOLUBILITY IN WATER:1.7 (g/100g)
Diethyleneglycolmonohexylether,it is sable under ordinary conditions.
1. | skn-rbt 10 mg/24H open MLD | AMIHBC AMA Archives of Industrial Hygiene and Occupational Medicine. 4 (1951),119. | ||
2. | skn-rbt 500 mg/24H SEV | JPETAB Journal of Pharmacology and Experimental Therapeutics. 82 (1944),377. | ||
3. | skn-rbt 500 mg open MLD | UCDS** Union Carbide Data Sheet. (Industrial Medicine and Toxicology Dept., Union Carbide Corp., 270 Park Ave., New York, NY 10017) 11/3 ,1971. | ||
4. | eye-rbt 5 mg MOD | UCDS** Union Carbide Data Sheet. (Industrial Medicine and Toxicology Dept., Union Carbide Corp., 270 Park Ave., New York, NY 10017) 11/3 ,1971. | ||
5. | orl-rat LD50:4920 mg/kg | AMIHBC AMA Archives of Industrial Hygiene and Occupational Medicine. 4 (1951),119. | ||
6. | skn-rbt LD50:1500 mg/kg | AMIHBC AMA Archives of Industrial Hygiene and Occupational Medicine. 4 (1951),119. |
n-HEXYL CARBITOL is reported in PA TSCA Inventory. Glycol ether compounds are on the Community Right-To-Know List.
Moderately toxic by skin contact route. Mildly toxic by ingestion. An eye and severe skin irritant. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and fumes. See also GLYCOL ETHERS.
Diethyleneglycolmonohexylether's Risk Statements:21:Harmful in contact with skin;41:Risk of serious damage to eyes
Diethyleneglycolmonohexylether's Safety Statements:26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;36/37:Wear suitable protective clothing and gloves;46:If swallowed, seek medical advice immediately and show this container or label;24/25:Avoid contact with skin and eyes
Hazard Codes:Xn
WGK Germany:1
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