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111-90-0

Basic Information
CAS No.: 111-90-0
Name: 2(2-Ethoxyethoxy)ethanol
Article Data: 12
Cas Database
Molecular Structure:
Molecular Structure of 111-90-0 (2(2-Ethoxyethoxy)ethanol)
Formula: C6H14O3
Molecular Weight: 134.175
Synonyms: Carbitol;Carbitol SolventLow;Diethylene glycol ethyl ether;Diethylene glycol monoethyl ether;Diglycolmonoethyl ether;Dioxitol;Dowanol DE;Ektasolve DE;Ethanol, 2,2'-oxybis-,monoethyl ether;Ethyl Diglysolv;Ethyl carbitol;Ethyl digol;Ethyldiethyleneglycol;Ethylene diglycol monoethyl ether;NSC 408451;O-Ethyl digol;1-Hydroxy-3,6-dioxaoctane;Ethanol,2-(b-ethoxyethoxy)- (3CI);2-(2'-Ethoxyethoxy)ethanol;3,6-Dioxa-1-octanol;Poly-SolvDE;Shihozoru DG;2(2-Ethoxyethoxy)ethanol;
EINECS: 203-919-7
Density: 0.999 g/cm3
Melting Point: -80 °C
Boiling Point: 202 °C at 760 mmHg
Flash Point: 96.1 °C
Solubility: miscible with water
Appearance: colourless liquid
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 36-20-36/37/38
Safety: 23-24/25-39-26-36
Transport Information: N/A
PSA: 38.69000
LogP: 0.03180
Synthetic route
197356-81-3

trimethylsilyl 2-[2-(2-ethoxyethoxy)ethoxy]-2,3,3,3-tetrafluoropropionate

A

111-90-0

ethoxyethoxyethanol

B

16654-46-9

Carbitol-trimethylsilylaether

C

Sodium; 2-[2-(2-ethoxy-ethoxy)-ethoxy]-2,3,3,3-tetrafluoro-propionate

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water for 1h; Ambient temperature;A n/a
B n/a
C 95%
75-21-8

oxirane

110-80-5

2-ethoxy-ethanol

111-90-0

ethoxyethoxyethanol

Conditions
ConditionsYield
With tungsten(VI) oxide at 90 - 95℃; unter Druck;
With sulfur dioxide at 75 - 80℃;
75-21-8

oxirane

64-17-5

ethanol

A

110-80-5

2-ethoxy-ethanol

B

111-90-0

ethoxyethoxyethanol

Conditions
ConditionsYield
With sulfuric acid at 100 - 130℃; im Autoklaven;
With toluene-4-sulfonic acid at 100 - 130℃;
With 2,3-Dimethylaniline at 100 - 130℃;
With sulfuric acid at 80 - 100℃;
With metal oxide at 100 - 130℃;
74-96-4

ethyl bromide

111-46-6

diethylene glycol

111-90-0

ethoxyethoxyethanol

Conditions
ConditionsYield
(i) Na, (ii) /BRN= 1209224/; Multistep reaction;
75-77-4

chloro-trimethyl-silane

197356-78-8

2-[2-(2-Ethoxy-ethoxy)-ethoxy]-2,3,3,3-tetrafluoro-propionic acid 2-(2-ethoxy-ethoxy)-ethyl ester

A

111-90-0

ethoxyethoxyethanol

B

16654-46-9

Carbitol-trimethylsilylaether

C

197356-81-3

trimethylsilyl 2-[2-(2-ethoxyethoxy)ethoxy]-2,3,3,3-tetrafluoropropionate

Conditions
ConditionsYield
With sodium hydroxide; sodium hydride 1.) H2O, THF, 40 deg C, 3 h, 2.) Et2O, room temp., 3 h; Multistep reaction. Yields of byproduct given;
With sodium hydroxide; sodium hydride 1.) H2O, THF, 40 deg C, 3 h, 2.) Et2O, room temp., 3 h; Yield given. Multistep reaction;
197356-78-8

2-[2-(2-Ethoxy-ethoxy)-ethoxy]-2,3,3,3-tetrafluoro-propionic acid 2-(2-ethoxy-ethoxy)-ethyl ester

A

111-90-0

ethoxyethoxyethanol

B

2-(2-ethoxyethoxy)ethyl trifluoroacetate

Conditions
ConditionsYield
With sodium hydroxide 1.) THF, H2O, 40 deg C, 3 h, 2.) 200 deg C; Yield given. Multistep reaction;
75-21-8

oxirane

110-80-5

2-ethoxy-ethanol

H2WO4

H2WO4

111-90-0

ethoxyethoxyethanol

Conditions
ConditionsYield
at 90 - 95℃; under 7355.08 - 8826.09 Torr;
112-15-2

diethylene glycol monoethyl ether acetate

A

111-90-0

ethoxyethoxyethanol

B

64-19-7

acetic acid

Conditions
ConditionsYield
With hydrogenchloride; water at 30 - 49.8℃; Kinetics;
111-90-0

ethoxyethoxyethanol

98-59-9

p-toluenesulfonyl chloride

54176-27-1

2-(2-ethoxyethoxy)ethyl tosylate

Conditions
ConditionsYield
With pyridine at 5℃;100%
With sodium hydroxide In tetrahydrofuran; water at 0 - 20℃; for 2h; Inert atmosphere;98%
With sodium hydroxide In tetrahydrofuran; water at 0 - 20℃; for 1.16667h; Inert atmosphere;95.8%
111-90-0

ethoxyethoxyethanol

74325-03-4

methyl (E)-m-fluorocinnamate

Methyl 2-(3-fluorophenyl)cyclopropanecarboxylate

Conditions
ConditionsYield
Stage #1: ethoxyethoxyethanol With N-methyl-N-nitrosotoluene-p-sulfonamide; potassium hydroxide In diethyl ether; water at 65℃;
Stage #2: methyl (E)-m-fluorocinnamate; palladium diacetate In diethyl ether; dichloromethane; water at 0 - 20℃; for 2.5h;
100%
With potassium hydroxide; palladium diacetate In dichloromethane; water
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  • 2(2-Ethoxyethoxy)ethanol

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Consensus Reports

 Carbitol Cellosolve (CAS NO.111-90-0) is reported in EPA TSCA Inventory. Glycol ether compounds are on the Community Right-To-Know List.

Specification

1. Introduction of 2-(2-Ethoxyethoxy)ethanol
2-(2-Ethoxyethoxy)ethanol, is an industrial solvent. It is a clear, colorless, hygroscopic liquid. Structurally it is an alcohol and an ether, a triethylene glycol with missing one hydroxyl group with formula CH3CH2OCH2CH2OCH2CH2OH. At direct contact it causes drying of skin by leaching fats, and is mildly irritating to the eyes. It is flammable.

2. Properties of 2-(2-Ethoxyethoxy)ethanol
MW: 134.17
EINECS: 203-919-7
Melting point:  -80 °C 
Index of Refraction: 1.419
Surface Tension: 31.6 dyne/cm
Density: 0.973 g/cm3
Flash Point: 96.1 °C
Enthalpy of Vaporization: 50.98 kJ/mol
Boiling Point: 202 °C at 760 mmHg
Vapour Pressure: 0.0733 mmHg at 25 °C
Water Solubility:  Miscible
Sensitive: Hygroscopic
Merck: 14,1800
BRN: 1736441
Appearance Carbitol Cellosolve: colourless liquid

3. Toxicity of 2-(2-Ethoxyethoxy)ethanol

1.    

skn-rbt 500 mg/24H MLD

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 82 (1944),377.
2.    

eye-rbt 500 mg MOD

    UCDS**    Union Carbide Data Sheet. (Industrial Medicine and Toxicology Dept., Union Carbide Corp., 270 Park Ave., New York, NY 10017) 11/22 ,1968.
3.    

eye-rbt 125 mg MLD

    ADSYAF    Archives of Dermatology and Syphilology. 45 (1942),553.
4.    

mmo-sat 986 mg/plate

    BCFAAI    Bollettino Chimico Farmaceutico. 125 (1986),401.
5.    

orl-rat LD50:5500 mg/kg

    JIDHAN    Journal of Industrial Hygiene. 21 (1939),173.
6.    

skn-rat LD50:6000 mg/kg

    JIHTAB    Journal of Industrial Hygiene and Toxicology. 29 (1947),190.
RTECS#: CAS# 111-90-0: KK8750000
LD50/LC50: RTECS:
CAS# 111-90-0: Dermal, guinea pig: LD50 = >32 gm/kg;
Draize test, rabbit, eye: 500 mg Moderate;
Draize test, rabbit, eye: 125 mg Mild;
Draize test, rabbit, skin: 500 mg/24H Mild;
Inhalation, rat: LC50 = >5240 mg/m3/4H;
Oral, mouse: LD50 = 6600 uL/kg;
Oral, mouse: LD50 = 7250 mg/kg;
Oral, rabbit: LD50 = 3620 mg/kg;
Oral, rat: LD50 = 5500 uL/kg;
Oral, rat: LD50 = 7500 mg/kg;
Skin, rabbit: LD50 = 4200 uL/kg;
Skin, rabbit: LD50 = 8.5 ml/kg/2H;
Skin, rat: LD50 = 6 mL/kg;
Carcinogenicity: 2(2-Ethoxyethoxy)ethanol - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
Other: See actual entry in RTECS for complete information. The toxicological properties have not been fully investigated.

4. Safety Information of 2-(2-Ethoxyethoxy)ethanol

Hazard Codes:HarmfulXn,IrritantXi
Risk Statements:36-20-36/37/38
R36:Irritating to eyes.
R20:Harmful by inhalation.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 23-24/25-39-26-36
S23:Do not breathe vapour.
S24/25:Avoid contact with skin and eyes.
S39:Wear eye / face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 1
RTECS: KK8750000
HS Code: 29094400
Moderately toxic by ingestion, intravenous, intraperitoneal, and possibly other routes. Mildly toxic by skin contact. A skin and eye irritant. Experimental reproductive effects. Mutation data reported. Combustible when exposed to heat; can react with oxidizing materials. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.

5. Use of 2-(2-Ethoxyethoxy)ethanol
2-(2-Ethoxyethoxy)ethanol can be used to make soaps, dyes, and other chemicals.

6. Other details of 2-(2-Ethoxyethoxy)ethanol
Chemical Stability: Stable under normal temperatures and pressures.
Conditions to Avoid: Incompatible materials, exposure to moist air or water.
Incompatibilities with Other Materials Strong oxidizing agents, strong acids, acid chlorides, anhydrides.
Hazardous Decomposition Products Carbon monoxide, carbon dioxide, peroxides.
Hazardous Polymerization Will not occur.
1、Fire Fighting Measures
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
2、Handling and Storage
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage: Store in a cool, dry place. Store in a tightly closed container. Store under nitrogen.