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111-77-3

Basic Information
CAS No.: 111-77-3
Name: 2-(2-Methoxyethoxy)ethanol
Article Data: 26
Molecular Structure:
Molecular Structure of 111-77-3 (2-(2-Methoxyethoxy)ethanol)
Formula: C5H12O3
Molecular Weight: 120.148
Synonyms: 2-(2-Methoxyethoxy)ethan-1-ol;2-(2'-Methoxyethoxy)ethanol;2-Hydroxyethyl2-methoxyethyl ether;3,6-Dioxa-1-heptanol;Bikanol M 2;Diethylene glycolmethyl ether;Diethylene glycol monomethyl ether;Diglycol monomethyl ether;Dowanol DM;Ektasolve DM;Ethanol, 2,2'-oxybis-, monomethyl ether;Hicotol CAR;Hisolve DM;M 0537;MDG;Methyl Carbitol;Methyl Dioxitol;Methyl digol;Methyldiethylene glycol;NSC 2261;Poly-Solv DM;b-Methoxy-b'-hydroxydiethylether;Diethylene Glycol Monomethyl Ether(DM);
EINECS: 203-906-6
Density: 0.99 g/cm3
Melting Point: -70 °C(lit.)
Boiling Point: 194.1 °C at 760 mmHg
Flash Point: 83.9 °C
Solubility: Miscible
Appearance: colorless liquid
Hazard Symbols: HarmfulXn
Risk Codes: 63
Safety: 36/37
PSA: 38.69000
LogP: -0.35830
Synthetic route
115319-74-9

4-hydroxybenzyl 2-(2-methoxyethoxy)ethyl ether

111-77-3

2-(2-methoxyethoxy)ethyl alcohol

Conditions
ConditionsYield
With iron(III) chloride Product distribution / selectivity;97%
112-35-6

triethylene glucol monomethyl ether

A

111-77-3

2-(2-methoxyethoxy)ethyl alcohol

B

111-96-6

diethylene glycol dimethyl ether

Conditions
ConditionsYield
nickel; rhodium; palladium at 220℃; Product distribution / selectivity;A 10%
B 68%
5%-palladium/activated carbon; nickel at 220℃; Product distribution / selectivity;A 5%
B 67%
rhenium; nickel; palladium at 220℃; Product distribution / selectivity;A 16%
B 63%
222634-34-6

ethyl 2-(1-(1-imidazolylcarbonyloxy)-2-methylpropyl)-5-(4,5-dimethoxy-2-nitrobenzoyl)-2H-1,2,3-triazole-4-carboxylate

A

222634-37-9

ethyl 2-(1-(2-(2-methoxyethoxy) ethoxycarbonyloxy)-2-methylpropyl)-5-(4,5-dimethoxy-2-nitrobenzoyl)-2H-1,2,3-triazole-4-carboxylate

B

111-77-3

2-(2-methoxyethoxy)ethyl alcohol

Conditions
ConditionsYield
A 52%
B n/a
75-21-8

oxirane

67-56-1

methanol

111-77-3

2-(2-methoxyethoxy)ethyl alcohol

Conditions
ConditionsYield
unter Druck;
With potassium hydroxide unter Druck;
unter Druck;
With potassium hydroxide unter Druck;

(2-methoxy-ethyl)-(2-sulfooxy-ethyl)-ether

111-77-3

2-(2-methoxyethoxy)ethyl alcohol

Conditions
ConditionsYield
With sulfuric acid at 32.5℃; Equilibrium constant;
90-15-3

α-naphthol

67834-62-2

OO-tert-butyl methoxyethoxyethyl monoperoxycarbonate

A

111-77-3

2-(2-methoxyethoxy)ethyl alcohol

B

2-tert-Butoxy-naphthalen-1-ol

C

Carbonic acid 1-hydroxy-naphthalen-2-yl ester 2-(2-methoxy-ethoxy)-ethyl ester

D

75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
In various solvent(s) at 120℃; for 6h; Further byproducts given;
50586-80-6

toluene-4-sulfonic acid 2-(2-methoxyethoxy)ethyl ester

A

123-91-1

1,4-dioxane

B

67-56-1

methanol

C

111-77-3

2-(2-methoxyethoxy)ethyl alcohol

Conditions
ConditionsYield
With ethanol; thiourea at 85℃; Rate constant; Mechanism; other 1,1-d2 substituted tosylates; other reagents, var. temp.;
81194-70-9

C23H32O6

A

119-61-9

benzophenone

B

111-77-3

2-(2-methoxyethoxy)ethyl alcohol

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; water at 30℃; Rate constant; Kinetics; Thermodynamic data; ΔH(excit.), ΔS(excit.), var. temp.;
67834-62-2

OO-tert-butyl methoxyethoxyethyl monoperoxycarbonate

A

111-77-3

2-(2-methoxyethoxy)ethyl alcohol

B

34557-54-5

methane

C

1889-67-4

dicumene

D

67-64-1

acetone

E

75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
With Isopropylbenzene at 130℃; for 42h; Product distribution; Kinetics; Rate constant; other temperature; other solvent; other time; in the presence of styrene; E(excit.);A 1.98 g
B 0.07 g
C 1.95 g
D 0.24 g
E 2.24 g
40835-42-5

bis(methoxyethoxyethyl) peroxydicarbonate

A

111-77-3

2-(2-methoxyethoxy)ethyl alcohol

B

111-96-6

diethylene glycol dimethyl ether

C

124-38-9

carbon dioxide

D

141-46-8

Glycolaldehyde

E

Carbonic acid 2-hydroxy-1-(2-methoxy-ethoxy)-ethyl ester 2-(2-methoxy-ethoxy)-ethyl ester

Conditions
ConditionsYield
In benzene at 60℃; Rate constant; Kinetics; Mechanism; var. temp., also with inhibiting addition of styrene or α-naphthol, Eact; other peroxydicarbonates;
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Consensus Reports

Reported in EPA TSCA Inventory. Glycol ether compounds are on the Community Right-To-Know List.

Specification

The Diethylene glycol monomethyl ether is an organic compound with the formula C5H12O3. The IUPAC name of this chemical is 2-(2-methoxyethoxy)ethanol. With the CAS registry number 111-77-3, it is also named as Ethanol, 2- (2-methoxyethoxy)-. The product's categories are Ethylene Glycols & Monofunctional Ethylene Glycols; Monofunctional Ethylene Glycols. Besides, it should be stored in a cool and ventilated place. It can be used where a solvent with a higher boiling pointermediate is required.

Physical properties about Diethylene glycol monomethyl ether are: (1)ACD/LogD (pH 5.5): -1.16; (2)ACD/LogD (pH 7.4): -1.16; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 5.6; (6)ACD/KOC (pH 7.4): 5.6; (7)#H bond acceptors: 3; (8)#H bond donors: 1; (9)#Freely Rotating Bonds: 6; (10)Polar Surface Area: 38.69 Å2; (11)Index of Refraction: 1.412; (12)Molar Refractivity: 30.23 cm3; (13)Molar Volume: 121.3 cm3; (14)Polarizability: 11.98×10-24cm3; (15)Surface Tension: 31.4 dyne/cm; (16)Density: 0.99 g/cm3; (17)Flash Point: 83.9 °C; (18)Enthalpy of Vaporization: 50.07 kJ/mol; (19)Boiling Point: 194.1 °C at 760 mmHg; (20)Vapour Pressure: 0.118 mmHg at 25°C.

Uses of Diethylene glycol monomethyl ether: it can be used to 2-[2-(2-methoxy-ethoxy)-ethoxy]-cyclohexanol by heating. It will need reagent DDQ with reaction time of 12 hours. The yield is about 62%.

When you are using this chemical, please be cautious about it as the following:
This chemical is possible risk of harm to the unborn child. When you are using it, wear suitable protective clothing and gloves.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: COCCOCCO
(2)InChI: InChI=1S/C5H12O3/c1-7-4-5-8-3-2-6/h6H,2-5H2,1H3
(3)InChIKey: SBASXUCJHJRPEV-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 4160mg/kg (4160mg/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 2611mg/kg (2611mg/kg) AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Gigiena Naselennykh Mest. Hygiene in Populated Places. Vol. 29, Pg. 37, 1990.
mouse LD50 oral 8222mg/kg (8222mg/kg) AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Gigiena Naselennykh Mest. Hygiene in Populated Places. Vol. 29, Pg. 37, 1990.
rabbit LD50 oral 7190mg/kg (7190mg/kg)   National Technical Information Service. Vol. OTS0516797,
rabbit LD50 skin 2500uL/kg (2.5mL/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

KIDNEY, URETER, AND BLADDER: OTHER CHANGES

GASTROINTESTINAL: OTHER CHANGES
National Technical Information Service. Vol. OTS0516797,
rat LC inhalation > 2gm/m3/1H (2000mg/m3)   National Technical Information Service. Vol. OTS0516703,
rat LD50 intraperitoneal 2722mg/kg (2722mg/kg) AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Gigiena Naselennykh Mest. Hygiene in Populated Places. Vol. 29, Pg. 37, 1990.
rat LD50 oral 4mL/kg (4mL/kg)   National Technical Information Service. Vol. OTS0520737,