2(2-Ethoxyethoxy)ethanol supplier

Name
Diethylene Glycol Monoethyl Ether
EINECS 203-919-7
CAS No. 111-90-0
Article Data12
CAS DataBase
Density 0.999 g/cm³
Solubility miscible with water
Melting Point -80 °C
Formula C₆H₁₄O₃
Boiling Point 202 °C at 760 mmHg
Molecular Weight 134.175
Flash Point 96.1 °C
Transport Information
Appearance colourless liquid
Safety 23-24/25-39-26-36
Risk Codes 36-20-36/37/38
Molecular Structure
Hazard Symbols Xn,Xi
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;
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

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; water for 1h; Ambient temperature;	A n/a B n/a C 95%

...Expand

: 75-21-8
oxirane

: 110-80-5
2-ethoxy-ethanol

: 111-90-0
ethoxyethoxyethanol

Conditions

Conditions	Yield
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

Conditions	Yield
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℃;

...Expand

: 74-96-4
ethyl bromide

: 111-46-6
diethylene glycol

: 111-90-0
ethoxyethoxyethanol

Conditions

Conditions	Yield
(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

Conditions	Yield
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;

...Expand

: 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

Conditions	Yield
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

Conditions	Yield
at 90 - 95℃; under 7355.08 - 8826.09 Torr;

...Expand

: 112-15-2
diethylene glycol monoethyl ether acetate

A: 111-90-0
ethoxyethoxyethanol

B: 64-19-7
acetic acid

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

: 2033-24-1
cycl-isopropylidene malonate

: 111-90-0
ethoxyethoxyethanol

: 2-(2-ethoxyethoxy)ethyl hydrogen propanedioate

Conditions

Conditions	Yield
at 120℃; for 3h;	99%
at 120℃; for 3h;	82%
at 110 - 120℃; for 3h; Yield given;

: 111-90-0
ethoxyethoxyethanol

: 74-95-3
1,2-dibromomethane

: 42598-91-4
1,13-diethoxy-3,6,8,11-tetraoxa-tridecane

Conditions

Conditions	Yield
With potassium hydroxide; tetrabutylammomium bromide In water; chlorobenzene at 50℃; for 0.5h;	98.58%

: 111-90-0
ethoxyethoxyethanol

: 110-42-9
Methyl decanoate

: 112-30-1
1-Decanol

Conditions

Conditions	Yield
With sodium borohydrid In 5,5-dimethyl-1,3-cyclohexadiene	97%

: 654655-68-2
3-benzyl-6-bromo-2-chloro-quinoline

: 111-90-0
ethoxyethoxyethanol

: 918519-43-4
C22H24BrNO3

Conditions

Conditions	Yield
Stage #1: ethoxyethoxyethanol With sodium hydride In tetrahydrofuran at 0℃; for 1h; Stage #2: 3-benzyl-6-bromo-2-chloro-quinoline In tetrahydrofuran at 0℃; for 18h; Heating / reflux;	97%

: 18511-71-2
4,4'-dibromo-2,2'-bipyridine

: 111-90-0
ethoxyethoxyethanol

: 4,4′-bis[2-(2-ethoxyethoxy)ethoxy]-2,2′-bipyridine

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide for 2h; Inert atmosphere; Reflux;	97%

: 111-90-0
ethoxyethoxyethanol

: C11H22N2OZn

: C15H30N2O4Zn

Conditions

Conditions	Yield
In toluene at -20 - 20℃; for 8h; Temperature; Schlenk technique;	97%

: 93-58-3
benzoic acid methyl ester

: 111-90-0
ethoxyethoxyethanol

: 90327-11-0
2-(2-ethoxyethoxy)ethyl benzoate

Conditions

Conditions	Yield
With N-methyl-N,N,N-trioctylammonium methylcarbonate In hexane for 3h; Molecular sieve; Reflux; Green chemistry;	96%

: 111-90-0
ethoxyethoxyethanol

: 124-63-0
methanesulfonyl chloride

: 203568-17-6
2-(2-ethoxyethoxy)ethyl methanesulfonate

Conditions

Conditions	Yield
Stage #1: ethoxyethoxyethanol With triethylamine In dichloromethane for 0.0833333h; Inert atmosphere; Cooling with ice; Stage #2: methanesulfonyl chloride In dichloromethane at 0 - 20℃; Inert atmosphere;	95%
With triethylamine In dichloromethane at 0 - 20℃; for 72h; Inert atmosphere;

: 111-90-0
ethoxyethoxyethanol

: 41771-35-1
1-[2-(ethoxy)ethoxy]-2-chloroethane

Conditions

Conditions	Yield
With thionyl chloride; N,N-dimethyl-formamide	94%
With pyridine; thionyl chloride
With thionyl chloride; pyrographite for 14h; Heating;

: 111-90-0
ethoxyethoxyethanol

: 618-27-9
hydroxy L-proline

: chlorhydrate de la carbethoxy-2-ethoxyhydroxyproline

Conditions

Conditions	Yield
With thionyl chloride 2 h, room t., 90 min, reflux;	93%

: 111-90-0
ethoxyethoxyethanol

: 39184-67-3
3-chloro-3-(p-nitrophenyl)diazirine

A: 628-34-2
2-chloroethyl ethyl ether

B: 2403-53-4
2-(4-nitrophenyl)-1,3-dioxolane

C: 619-78-3
1-dichloromethyl-4-nitrobenzene

Conditions

Conditions	Yield
at 80℃; for 6h;	A n/a B 93% C n/a

...Expand

: 79-41-4
poly(methacrylic acid)

: 111-90-0
ethoxyethoxyethanol

: 45127-97-7
di(ethylene glycol) ethyl ether methacrylate

Conditions

Conditions	Yield
With 10H-phenothiazine In toluene at 155℃; Temperature;	92.49%

: 111-90-0
ethoxyethoxyethanol

: 507-09-5
thioacetic acid

: 294201-62-0
S-acetyl 3,6-dioxooctanethiol

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 1.5h; thioacetylation;	91%

: 111-90-0
ethoxyethoxyethanol

: 372-09-8
cyanoacetic acid

: 32804-82-3
diethylene glycol ethyl ether cyanoacetate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 2h;	90%
With sulfuric acid In toluene
With toluene-4-sulfonic acid In toluene at 20℃; Reflux;

: 111-90-0
ethoxyethoxyethanol

: 615-42-9
1,2-Diiodobenzene

: 57721-94-5
1,2-bis(2-(2-ethylethoxy)ethoxy)benzene

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene for 20h; Reflux; Inert atmosphere;	90%

: 111-90-0
ethoxyethoxyethanol

: 50893-53-3
carbonochloridic acid 1-chloro-ethyl ester

: 117971-96-7
1-chloroethyl (2-(2-ethoxyethoxy)ethyl) carbonate

Conditions

Conditions	Yield
With pyridine In dichloromethane at -78℃; for 3h;	89%
With pyridine In dichloromethane at -78℃; for 3h;	89%

: 111-90-0
ethoxyethoxyethanol

: 598-21-0
2-Bromoacetyl bromide

: 56521-77-8
2-(2-ethoxyethoxy)ethyl 2-bromoacetate

Conditions

Conditions	Yield
With aluminum oxide at 0 - 20℃; for 1h; Product distribution / selectivity;	88%
With triethylamine In dichloromethane at -78℃; for 3h; Product distribution / selectivity;	71%
With triethylamine In dichloromethane at -78℃; Inert atmosphere;	61%

: 111-90-0
ethoxyethoxyethanol

: 2873-29-2
D-glucal triacetate

A: 2-(2-ethoxyethoxy)ethanyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

B: 2-(2-ethoxyethoxy)ethanyl 4,6-di-O-acetyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranoside

Conditions

Conditions	Yield
With tellurium tetrachloride In dichloromethane at 0 - 20℃; for 0.333333h; Ferrier Carbohydrate Rearrangement; Inert atmosphere; diastereoselective reaction;	A 88% B n/a

...Expand

: 111-90-0
ethoxyethoxyethanol

: 1538-75-6
2,2-dimethylpropanoic anhydride

: 2-(2-ethoxyethoxy)ethyl pivalate

Conditions

Conditions	Yield
With phosphoric acid In acetonitrile for 24h; Reflux;	88%

: 111-90-0
ethoxyethoxyethanol

: 54550-36-6
1-bromo-2-(2-ethoxyethoxy)ethane

Conditions

Conditions	Yield
With carbon tetrabromide; triphenylphosphine In tetrahydrofuran at 0 - 20℃;	87%
With carbon tetrabromide; triphenylphosphine In tetrahydrofuran at 20℃; for 12h;	87%
With pyridine; phosphorus tribromide In benzene for 56h;	65%
With pyridine; phosphorus tribromide

: 111-90-0
ethoxyethoxyethanol

: 5451-09-2
5-aminolevulinic acid hydrochloride

: 3,6-Dioxa-1-octyl 5-amino-4-oxopentanoate Hydrochloride

Conditions

Conditions	Yield
With thionyl chloride at 50℃; for 5h;	87%
	0.90 g (53%)

: 111-90-0
ethoxyethoxyethanol

: 1592-20-7
4-Vinylbenzyl chloride

: 1-((2-(2-ethoxyethoxy)ethoxy)methyl)-4-vinylbenzene

Conditions

Conditions	Yield
Stage #1: ethoxyethoxyethanol With sodium hydride In tetrahydrofuran at 0℃; for 2h; Stage #2: 4-Vinylbenzyl chloride In tetrahydrofuran for 24h; Reflux;	87%

: 111-90-0
ethoxyethoxyethanol

: 19658-59-4
5-ethyl-8-oxo-5,8-dihydro-[1,3]-dioxolo[4,5-g]quinoline-7-carbonyl chloride

: 113485-69-1
5-Ethyl-8-oxo-5,8-dihydro-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid 2-(2-ethoxy-ethoxy)-ethyl ester

Conditions

Conditions	Yield
With pyridine In dichloromethane for 3h;	85%

: 153437-17-3
6-amino-7-methoxy-4-(3'-methylanilino)quinazoline

: 111-90-0
ethoxyethoxyethanol

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 31374-18-2
7-chloro-3,4-dihydroquinazolin-4-one

Conditions

Conditions	Yield
With formamide	85%

...Expand

: 161830-29-1
6-nitro-7-chloro-4-(3-methylanilino)quinazoline

: 111-90-0
ethoxyethoxyethanol

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 31374-18-2
7-chloroquinazolin-4(1H)-one

Conditions

Conditions	Yield
With formamide	85%
With formamide	85%

...Expand

: 179688-72-3
6-amino-7-methoxy-4-[3-methyl-4-(pyridin-2-ylmethoxy)anilino]quinazoline

: 111-90-0
ethoxyethoxyethanol

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 31374-18-2
7-chloroquinazolin-4(1H)-one

Conditions

Conditions	Yield
With formamide	85%

...Expand

: 2148-57-4
4,7-dichloroquinazoline

: 111-90-0
ethoxyethoxyethanol

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 31374-18-2
7-chloroquinazolin-4(1H)-one

Conditions

Conditions	Yield
With formamide	85%

...Expand

2(2-Ethoxyethoxy)ethanol 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.

2(2-Ethoxyethoxy)ethanol 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： Harmful Xn, Irritant Xi
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.

Product Name

Diethylene Glycol Monoethyl Ether

Synthetic route

2(2-Ethoxyethoxy)ethanol Consensus Reports

2(2-Ethoxyethoxy)ethanol Specification

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