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2-Methoxyethanol

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Name

2-Methoxyethanol

EINECS 203-713-7
CAS No. 109-86-4 Density 0.958 g/cm3
PSA 29.46000 LogP -0.37490
Solubility soluble in water Melting Point -85 °C
Formula C3H8O2 Boiling Point 124.4 °C at 760 mmHg
Molecular Weight 76.0953 Flash Point 46.1 °C
Transport Information UN 1188 3/PG 3 Appearance clear colorless liquid
Safety 53-45-36/37-16-26-23 Risk Codes 60-61-10-20/21/22-39/23/24/25-23/24/25-11-35
Molecular Structure Molecular Structure of 109-86-4 (2-Methoxyethanol) Hazard Symbols ToxicT,FlammableF,CorrosiveC
Synonyms

1-Hydroxy-2-methoxyethane;2-Methoxy-1-ethanol;2-Methoxyethyl alcohol;2-Methyloxyethanol;3-Oxa-1-butanol;Amsco-Solv EE;Dowanol EM;Ektasolve EM;Ethylene glycol methyl ether;Ethylene glycol monomethyl ether;Methyl Cellosolve;Methyl glycol;Methyl oxitol;Monoethylene glycol methyl ether;Monomethylglycol;NSC 1258;Poly-Solv EM;b-Methoxyethanol;

Article Data 154

2-Methoxyethanol Synthetic route

1245613-17-5

4-benzyloxycarbonylaminobutyric acid 2-methoxyethyl ester

A

109-86-4

2-methoxy-ethanol

B

5105-78-2

4-(benzyloxycarbonylamino)butyric acid

Conditions
ConditionsYield
With methanol; Bacillus subtilis esterase In hexane at 37℃; for 0.5h; pH=7.4; Kinetics; Reagent/catalyst; Time; aq. phosphate buffer; Enzymatic reaction;A n/a
B 100%
6290-49-9

methyl methoxyacetate

109-86-4

2-methoxy-ethanol

Conditions
ConditionsYield
With trans-RuCl2(PPh3)[PyCH2NH(CH2)2PPh2]; potassium tert-butylate; hydrogen In tetrahydrofuran at 40℃; under 37503.8 Torr; for 16h;100%
With hydrogen; sodium methylate; [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II) In methanol at 80℃; under 37503.8 Torr; for 8h;
With ruthenium(bis[2‐(ethylsulfanyl)ethyl]amine)(dichloro)(triphenylphosphine); potassium methanolate; hydrogen In tetrahydrofuran at 60℃; under 37503.8 Torr; for 16h; Glovebox; Inert atmosphere;
With C24H38Cl2N3PRu; hydrogen; sodium methylate In isopropyl alcohol at 25℃; under 38002.6 Torr; for 4h; Autoclave;99 %Chromat.
With C24H38Cl2N3PRu; hydrogen; sodium methylate In isopropyl alcohol at 25℃; under 37503.8 Torr; for 4h;99 %Spectr.
75-21-8

oxirane

67-56-1

methanol

109-86-4

2-methoxy-ethanol

Conditions
ConditionsYield
With bentonite clay at 50℃; for 18h; Product distribution; other oxides and reactions partners; var. temperatures and amounts of reaction partners;98.1%
With sulfuric acid
With boron trifluoride diethyl etherate at -10℃;
4819-82-3

2-(2-methoxy-ethoxy)-tetrahydro-pyran

109-86-4

2-methoxy-ethanol

Conditions
ConditionsYield
With methanol at 20℃; for 0.5h;97%
100-51-6

benzyl alcohol

74-88-4

methyl iodide

109-86-4

2-methoxy-ethanol

Conditions
ConditionsYield
With iron(III) perchlorate at 20℃; for 1.5h; neat (no solvent);88%
75-21-8

oxirane

143-24-8

Tetraethylene glycol dimethyl ether

201230-82-2

carbon monoxide

A

109-86-4

2-methoxy-ethanol

B

6149-41-3

methyl ester (3-hydroxy) propionic acid

C

27313-49-1

methyl β-(β-hydroxypropionyloxy)propionate

D

75-07-0

acetaldehyde

Conditions
ConditionsYield
3-HYDROXYPYRIDINE; dicobalt octacarbonyl at 75℃; under 45004.5 Torr; for 4h; Heating / reflux;A n/a
B 81.08%
C n/a
D n/a
625-45-6

2-methoxyacetic acid

109-86-4

2-methoxy-ethanol

Conditions
ConditionsYield
With ruthenium-carbon composite; hydrogen In water at 119.84℃; under 7500.75 - 60006 Torr; for 2h; Catalytic behavior; Autoclave; Sealed tube;81%
41017-81-6

2-methoxyethyl trifluoroacetate

A

109-86-4

2-methoxy-ethanol

B

75-89-8

2,2,2-trifluoroethanol

Conditions
ConditionsYield
With trans-[(2,6-bis(di-tert-butylphosphinomethyl)pyridine)Fe(H)2(CO)]; hydrogen; sodium methylate In 1,4-dioxane at 40℃; under 18751.9 Torr; for 16h; Glovebox; Inert atmosphere;A n/a
B 80%
67-56-1

methanol

107-07-3

2-chloro-ethanol

109-86-4

2-methoxy-ethanol

Conditions
ConditionsYield
With sodium ethanolate at 78℃; for 1h;78%
31600-56-3

[(2-methoxyethoxy)methyl] benzene

A

109-86-4

2-methoxy-ethanol

B

65-85-0

benzoic acid

Conditions
ConditionsYield
With bis(acetylacetonate)oxovanadium; methyl 3,5-bis((1H-1,2,4-triazol-1-yl)methyl)benzoate; oxygen; sodium acetate at 120℃; for 48h;A 76%
B 78%

2-Methoxyethanol Consensus Reports

Reported in EPA TSCA Inventory. Community Right-To-Know List.

2-Methoxyethanol Standards and Recommendations

OSHA PEL: TWA 25 ppm (skin)
ACGIH TLV: TWA 5 ppm (skin)
DFG MAK: 5 ppm (16 mg/m3)
NIOSH REL: TWA (Glycol Ethers) Reduce to lowest level
DOT Classification:  3; Label: Flammable Liquid

2-Methoxyethanol Analytical Methods

For occupational chemical analysis use OSHA: #53 or NIOSH: Alcohols IV, 1403.

2-Methoxyethanol Specification

The IUPAC name of Ethylene glycol methyl ether is 2-methoxyethanol. With the CAS registry number 109-86-4, it is also named as Methyl cellosolve. The product's categories are Industrial/Fine Chemicals; Ethylene Glycols & Monofunctional Ethylene Glycols; Monofunctional Ethylene Glycols; Two-component reagents; Amber Glass Bottles; Blends- Chromasolv LC-Mschromasolv Solvents (HPLC, LC-MS); Chromasolv Solvents (HPLC, LC-MS); Chromasolv(R) LC-MSSpectroscopy; LC-MS BlendsSolvents; LC-MS Plus and Gradient; Pre-Blended Mobile Phase Solvents; Solvent Bottles; Water and Water Solutions. Besides, it is clear colorless liquid, which should be stored in a cool, ventilated warehouse at 5 °C. The chemical is stable, but contact with air may lead to the formation of explosive peroxides. In addition, its molecular formula is C3H8O2 and molecular weight is 76.09.

The other characteristics of this product can be summarized as: (1)EINECS: 203-713-7; (2)ACD/LogP: -0.80; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): -0.8; (5)ACD/LogD (pH 7.4): -0.8; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 8.77; (9)ACD/KOC (pH 7.4): 8.77; (10)#H bond acceptors: 2; (11)#H bond donors: 1; (12)#Freely Rotating Bonds: 3; (13)Index of Refraction: 1.385; (14)Molar Refractivity: 19.22 cm3; (15)Molar Volume: 81.9 cm3; (16)Surface Tension: 27.6 dyne/cm; (17)Density: 0.928 g/cm3; (18)Flash Point: 46.1 °C; (19)Melting Point: -85 °C; (20)Water Solubility: 1.00E+06 mg/L at 25 °C; (21)Enthalpy of Vaporization: 37.54 kJ/mol; (22)Boiling Point: 124.4 °C at 760 mmHg; (23)Vapour Pressure: 5.98 mmHg at 25 °C.

Preparation of Ethylene glycol methyl ether: this chemical can be prepared by the reaction of Ethylene oxide with Methanol.



This reaction will occur at high temperature and pressure.

Uses of Ethylene glycol methyl ether: this chemical is the intermediate of cinosulfuron. It is also a solvent of fats and oils nitro cellulose and synthetic resin. And it can be used as as paint solvent, penetrant, leveling agent. Moreover, it is used as an intermediate in organic synthesis. The product is used as an additive of jet fuel. Additionally, it can be used for the determination of iron, sulfate and Carbon disulfide.

When you are using this chemical, please be cautious about it as the following: it is highly flammable that may cause severe burns.Please keep away from sources of ignition. It is also harmful by inhalation, in contact with skin and if swallowed. And it is toxic by inhalation, in contact with skin and if swallowed. Please do not breathe vapour. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Furthermore, you should wear suitable protective clothing and gloves. And in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible). What's more, it is danger of very serious irreversible effects that may cause harm to the unborn child. Similarly, it may  impair fertility. You should avoid exposure - obtain special instructions before use.

People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: COCCO
(2)InChI: InChI=1S/C3H8O2/c1-5-3-2-4/h4H,2-3H2,1H3
(3)InChIKey: XNWFRZJHXBZDAG-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 950mg/kg (950mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

GASTROINTESTINAL: OTHER CHANGES

KIDNEY, URETER, AND BLADDER: OTHER CHANGES
Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 259, 1941.
human LDLo oral 3380mg/kg (3380mg/kg) GASTROINTESTINAL: GASTRITIS

LIVER: OTHER CHANGES

KIDNEY, URETER, AND BLADDER: OTHER CHANGES
Journal of Industrial Hygiene and Toxicology. Vol. 28, Pg. 267, 1946.
human TCLo inhalation 25ppm (25ppm) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Journal of Industrial Hygiene and Toxicology. Vol. 20, Pg. 134, 1938.
mouse LC50 inhalation 1480ppm/7H (1480ppm) BEHAVIORAL: ANALGESIA

KIDNEY, URETER, AND BLADDER: HEMATURIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Journal of Industrial Hygiene and Toxicology. Vol. 25, Pg. 157, 1943.
mouse LD50 intraperitoneal 2147mg/kg (2147mg/kg) KIDNEY, URETER, AND BLADDER: CHANGES IN BOTH TUBULES AND GLOMERULI

BLOOD: CHANGES IN SPLEEN

BLOOD: OTHER CHANGES
Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 6, Pg. 342, 1947.
mouse LD50 oral 2560mg/kg (2560mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

CARDIAC: OTHER CHANGES

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 32(3), Pg. 48, 1988.
rabbit LD50 oral 890mg/kg (890mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

BLOOD: OTHER HEMOLYSIS WITH OR WITHOUT ANEMIA
AMA Archives of Industrial Health. Vol. 14, Pg. 114, 1956.
rabbit LD50 skin 1280mg/kg (1280mg/kg)   Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 57, 1974.
rat LC50 inhalation 1500ppm/7H (1500ppm)   Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 57, 1974.
rat LD50 intraperitoneal 2500mg/kg (2500mg/kg)   Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 57, 1974.
rat LD50 intravenous 2068mg/kg (2068mg/kg) BLOOD: OTHER HEMOLYSIS WITH OR WITHOUT ANEMIA AMA Archives of Industrial Health. Vol. 14, Pg. 114, 1956.
rat LD50 oral 2370mg/kg (2370mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Veterinary and Human Toxicology. Vol. 29, Pg. 361, 1987.

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