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112-59-4

Basic Information
CAS No.: 112-59-4
Name: 2-(2-HEXYLOXYETHOXY)ETHANOL
Article Data: 6
Molecular Structure:
Molecular Structure of 112-59-4 (2-(2-HEXYLOXYETHOXY)ETHANOL)
Formula: C10H22 O3
Molecular Weight: 190.283
Synonyms: 2-[2-(Hexyloxy)ethoxy]ethanol;3,6-Dioxa-1-dodecanol; DEGHE; Diethylene glycol hexyl ether; Diethylene glycolmonohexyl ether; HEDG; Hexyl Carbitol; Kyowanol HX 20; NSC 403666; Ucar FilmerEHC; n-Hexoxyethoxyethanol
EINECS: 203-988-3
Density: 0.933 g/cm3
Melting Point: ?40 ºC(lit.)
Boiling Point: 260 ºC at 760 mmHg
Flash Point: 140 ºC
Solubility: Soluble in water.
Hazard Symbols: HarmfulXn
Risk Codes: 21-41
Safety: 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.
PSA: 38.69000
LogP: 1.59220
Synthetic route
111-25-1

1-bromo-hexane

111-46-6

diethylene glycol

112-59-4

diethylene glycol monohexyl ether

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane at 100 - 105℃;68%
With sodium hydride
75-21-8

oxirane

112-25-4

2-hexyloxyethanol

112-59-4

diethylene glycol monohexyl ether

Conditions
ConditionsYield
With borontrifluoride acetic acid
75-21-8

oxirane

111-27-3

hexan-1-ol

112-59-4

diethylene glycol monohexyl ether

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 50℃;
111-25-1

1-bromo-hexane

sodium diethylene glycolate

sodium diethylene glycolate

112-59-4

diethylene glycol monohexyl ether

Conditions
ConditionsYield
With diethylene glycol at 200℃;
112-59-4

diethylene glycol monohexyl ether

98-59-9

p-toluenesulfonyl chloride

187748-60-3

2-(2'-n-hexyloxyethoxy)ethyl p-toluenesulfonate

Conditions
ConditionsYield
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;
1871-57-4

2-chloromethyl-3-chloroprop-1-ene

112-59-4

diethylene glycol monohexyl ether

C24H48O6

Conditions
ConditionsYield
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%
112-59-4

diethylene glycol monohexyl ether

615-42-9

1,2-Diiodobenzene

1,2-bis-(2-(2-(hexyloxy)ethoxy)ethoxy)benzene

Conditions
ConditionsYield
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%
112-59-4

diethylene glycol monohexyl ether

72510-64-6

1-[2-(2-chloroethoxy)ethoxy]hexane

Conditions
ConditionsYield
With pyridine; thionyl chloride In toluene at -5 - 100℃; for 2h;84%
With pyridine; thionyl chloride
112-59-4

diethylene glycol monohexyl ether

626-00-6

1,3-Diiodobenzene

1,3-bis(2-(2-hexylethoxy)ethoxy)benzene

Conditions
ConditionsYield
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene for 20h; Reflux; Inert atmosphere;82%
591-50-4

iodobenzene

112-59-4

diethylene glycol monohexyl ether

928346-61-6

(2-(2-(hexyloxy)ethoxy)ethoxy)benzene

Conditions
ConditionsYield
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%
Downstream Products
25961-89-1
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  • Casno:

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    2-(2-HEXYLOXYETHOXY)ETHANOL

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Chemistry

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.

Toxicity Data With Reference

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.

Consensus Reports

n-HEXYL CARBITOL is reported in PA TSCA Inventory. Glycol ether compounds are on the Community Right-To-Know List.

Safety Profile

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