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1-Methoxy-2-propanol

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Name

1-Methoxy-2-propanol

EINECS 203-539-1
CAS No. 107-98-2 Density 0.912 g/cm3
PSA 29.46000 LogP 0.01360
Solubility soluble in water Melting Point - 97 °C
Formula C4H10O2 Boiling Point 118.5 °C at 760 mmHg
Molecular Weight 90.1222 Flash Point 33.9 °C
Transport Information UN 3092 3/PG 3 Appearance colourless liquid
Safety 26-24/25 Risk Codes 10
Molecular Structure Molecular Structure of 107-98-2 (1-Methoxy-2-propanol) Hazard Symbols R10:;
Synonyms

1-Methoxy-2-hydroxypropane;Dowtherm 209;Propylene glycol methyl ether;Propylenglykol-monomethylaether;Dowanol-33B;1-methoxypropan-2-ol;.alpha.-Propylene glycol monomethyl ether;2-Methoxy-1-methylethanol;2-Propanol,1-methoxy-;2-Propanol, 1-methoxy-;Propylene Glycol Monomethyl Ether(PM):;Propylene Glycol Monomethyl Ether;Methoxyisopropanol;

Article Data 103

1-Methoxy-2-propanol Synthetic route

A

107-98-2

1-methoxy-2-propanol

B

75-56-9, 16033-71-9

methyloxirane

Conditions
ConditionsYield
With pyridine N-oxide; dihydrogen peroxide; methyltrioxorhenium(VII) In methanol; water at 40℃; under 11894.7 - 36201.3 Torr; for 3h;A 1.02%
B 98%
With pyridine; carbon dioxide; dihydrogen peroxide; methyltrioxorhenium(VII) In methanol; water at 25 - 40℃; under 36201.3 Torr; for 3h;A n/a
B 60.25%
With pyridine N-oxide; carbon dioxide; dihydrogen peroxide; methyltrioxorhenium(VII) In methanol; water at 25 - 40℃; under 36201.3 Torr; for 3 - 9h;A n/a
B 51.1%
With pyridine N-oxide; urea hydrogen peroxide adduct; methyltrioxorhenium(VII) In methanol; water at 30℃; under 12929 Torr;
67-56-1

methanol

75-56-9, 16033-71-9

methyloxirane

107-98-2

1-methoxy-2-propanol

Conditions
ConditionsYield
With sodium hydroxide at 120℃; for 0.116667h; Concentration; Temperature; Reagent/catalyst; Flow reactor;93%
With sodium methylate78%
With Al2O3/MgO composite at 120℃; Inert atmosphere;37.4%
67-56-1

methanol

75-56-9, 16033-71-9

methyloxirane

A

107-98-2

1-methoxy-2-propanol

B

1589-47-5

2-methoxypropanol

Conditions
ConditionsYield
With MCM-41-encapsulated cetyltrimethylammonium hydroxide at 110℃; for 3h; regioselective reaction;A 92%
B n/a
With boron trifluoride diethyl etherateA 36%
B 39%
at 200℃;

A

57-55-6

propylene glycol

B

107-98-2

1-methoxy-2-propanol

C

1589-47-5

2-methoxypropanol

D

75-56-9, 16033-71-9

methyloxirane

Conditions
ConditionsYield
With dihydrogen peroxide; titanium-silicate In methanol at 40℃;A n/a
B n/a
C n/a
D 92%
With dihydrogen peroxide; titanium-silicate In methanol at 40℃;A n/a
B n/a
C n/a
D 78%
With dihydrogen peroxide; titanium-silicate In water at 30 - 80℃; under 18751.9 Torr; pH=4.5;A n/a
B n/a
C n/a
D 61%
57-55-6

propylene glycol

74-88-4

methyl iodide

107-98-2

1-methoxy-2-propanol

Conditions
ConditionsYield
With iron(III) perchlorate at 20℃; for 24h; neat (no solvent);85%
With potassium In tetrahydrofuran for 2h; Heating;58%
930-37-0

glycidyl methyl ether

107-98-2

1-methoxy-2-propanol

Conditions
ConditionsYield
With Bu3Sn(HMPA)I; tri-n-butyl-tin hydride In tetrahydrofuran at 40℃; for 24h;75%

A

57-55-6

propylene glycol

B

107-98-2

1-methoxy-2-propanol

C

75-56-9, 16033-71-9

methyloxirane

Conditions
ConditionsYield
With pyridine N-oxide; dihydrogen peroxide; methyltrioxorhenium(VII) In methanol; water at 40℃; under 36201.3 Torr; for 3h;A 0.59%
B 1.85%
C 72.73%
With dihydrogen peroxide In methanol at 49.84℃; under 5250.53 Torr; Green chemistry;
67-56-1

methanol

124-38-9

carbon dioxide

75-56-9, 16033-71-9

methyloxirane

A

108-32-7

1,2-propylene cyclic carbonate

B

57-55-6

propylene glycol

C

107-98-2

1-methoxy-2-propanol

D

1589-47-5

2-methoxypropanol

E

616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
With 6,7,9,10,12,13,20,21-octahydrodibenzo[b,h][1,4,7,10,13,16]hexaoxacyclooctadecine; potassium chloride at 130℃; under 15001.5 Torr; for 8h; Reagent/catalyst; Autoclave; High pressure;A 69.2%
B 12.5%
C n/a
D n/a
E 13.2%
With 6,7,9,10,12,13,20,21-octahydrodibenzo[b,h][1,4,7,10,13,16]hexaoxacyclooctadecine; potassium bromide at 130℃; under 15001.5 Torr; for 8h; Reagent/catalyst; Autoclave; High pressure;A 62.9%
B 14.4%
C n/a
D n/a
E 12.5%
With potassium bromide at 130℃; under 15001.5 Torr; for 8h; Autoclave; High pressure;A 44.1%
B 6.7%
C n/a
D n/a
E 5.8%
67-56-1

methanol

75-56-9, 16033-71-9

methyloxirane

A

107-98-2

1-methoxy-2-propanol

B

1589-47-5

2-methoxypropanol

C

127-00-4

1-Chloro-2-propanol

Conditions
ConditionsYield
With Cu(L-Asp)(1,2-bis(4-pyridyl)ethylene)0.5(H2O)0.5(MeOH)0.5 at 25℃;A 56%
B 40%
C 4%
With Cu(L-Asp)(1,2-bis(4-pyridyl)ethylene)0.5(H2O)0.5(MeOH)0.5 at 60℃;A 49%
B 47%
C 4%
67-56-1

methanol

124-38-9

carbon dioxide

75-56-9, 16033-71-9

methyloxirane

A

108-32-7

1,2-propylene cyclic carbonate

B

107-98-2

1-methoxy-2-propanol

C

1589-47-5

2-methoxypropanol

Conditions
ConditionsYield
With lithium iodide at 130℃; under 15001.5 Torr; for 8h; Reagent/catalyst; Autoclave; High pressure;A 54.8%
B n/a
C n/a
With potassium carbonate at 100℃; for 6h; Supercritical conditions; Green chemistry;A 35.6%
B n/a
C n/a

1-Methoxy-2-propanol Specification

The CAS registry number of Methoxy propanol is 107-98-2. The IUPAC name is 1-methoxypropan-2-ol. In addition, the molecular formula is C4H10O2. What's more, it is a kind of colourless liquid and incompatible with strong oxidizing agents, acid chlorides, acid anhydrides, water. It is mainly used as a solvent, dispersant and diluent. Besides, it is also used as antifreeze agent for the fuel, extraction solvent.

Physical properties about this chemical are: (1)ACD/LogP: -0.45; (2)ACD/LogD (pH 5.5): -0.45; (3)ACD/LogD (pH 7.4): -0.45; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 13.56; (7)ACD/KOC (pH 7.4): 13.56; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 18.46 Å2; (12)Index of Refraction: 1.397; (13)Molar Refractivity: 23.81 cm3; (14)Molar Volume: 98.8 cm3; (15)Polarizability: 9.44 ×10-24cm3; (16)Surface Tension: 26.9 dyne/cm; (17)Density: 0.912 g/cm3; (18)Flash Point: 33.9 °C; (19)Enthalpy of Vaporization: 41.58 kJ/mol; (20)Boiling Point: 118.5 °C at 760 mmHg; (21)Vapour Pressure: 8.15 mmHg at 25°C.

Preparation of Methoxy propanol: it can be prepared by methyloxirane and methanol. This reaction will need reagent NaOCH3. The yield is about 78%.

Methoxy propanol can be prepared by methyloxirane and methanol

Uses of Methoxy propanol: it can react with oxirane to get 4-methyl-2,5-dioxaheptan-7-ol. This reaction will need reagent BF3*Et2O. The yield is about 53%.

Methoxy propanol can react with oxirane to get 4-methyl-2,5-dioxaheptan-7-ol

When you are using this chemical, please be cautious about it as the following:
This chemical is flammable. During using it, you should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: OC(C)COC
(2)InChI: InChI=1/C4H10O2/c1-4(5)3-6-2/h4-5H,3H2,1-2H3
(3)InChIKey: ARXJGSRGQADJSQ-UHFFFAOYAJ

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 2gm/kg (2000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 569, 1972.
dog LD50 oral 5gm/kg (5000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 569, 1972.
guinea pig LCLo inhalation 15000ppm/7H (15000ppm) BEHAVIORAL: SLEEP AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 9, Pg. 509, 1954.
human TCLo inhalation 3000ppm (3000ppm) SENSE ORGANS AND SPECIAL SENSES: TUMORS: OLFACTION

BEHAVIORAL: GENERAL ANESTHETIC

GASTROINTESTINAL: NAUSEA OR VOMITING
Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 105, 1974.
mouse LD intraperitoneal > 500mg/kg (500mg/kg)   "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 4, Pg. 110, 1952.
mouse LD50 intravenous 5300mg/kg (5300mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 569, 1972.
mouse LD50 oral 11700mg/kg (11700mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 569, 1972.
rabbit LCLo inhalation 15000ppm/7H (15000ppm)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 9, Pg. 509, 1954.
rabbit LD50 intravenous 1200mg/kg (1200mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 569, 1972.
rabbit LD50 oral 5700mg/kg (5700mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 569, 1972.
rabbit LD50 skin 13gm/kg (13000mg/kg)   Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 105, 1974.
rabbit LD50 subcutaneous 5gm/kg (5000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 569, 1972.
rat LC50 inhalation 10000ppm/5H (10000ppm)   Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 105, 1974.
rat LD50 intraperitoneal 3720mg/kg (3720mg/kg)   "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2C, Pg. 3977, 1982.
rat LD50 intravenous 4200mg/kg (4200mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 569, 1972.
rat LD50 subcutaneous 7800mg/kg (7800mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: ATAXIA
Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 569, 1972.
rat LDLo oral 3739mg/kg (3739mg/kg) SENSE ORGANS AND SPECIAL SENSES: CHROMODACYRORREA: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA
National Technical Information Service. Vol. OTS0520402,

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