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| CAS No.: | 116-11-0 |
|---|---|
| Name: | 2-Methoxypropene |
| Article Data: | 51 |
| Molecular Structure: | |
|
|
|
| Formula: | C4H8O |
| Molecular Weight: | 72.1069 |
| Synonyms: | Isopropenyl methyl ether;Methyl 1-methylvinyl ether;Methyl isopropenyl ether;Ether,isopropenyl methyl (6CI,7CI,8CI);2-Methoxyprop-1-ene; |
| EINECS: | 204-125-3 |
| Density: | 0.752 g/cm3 |
| Melting Point: | < 25oC |
| Boiling Point: | 32 °C at 760 mmHg |
| Flash Point: | -29 °C |
| Solubility: | negligible in water |
| Appearance: | clear colorless liquid |
| Hazard Symbols: |
 F+, Xn
|
| Risk Codes: | 12-19-22 |
| Safety: | 3-16-29-33-7/9-9-18 |
| Transport Information: | UN 1993 3/PG 1 |
| PSA: | 9.23000 |
| LogP: | 1.16640 |
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| Conditions | Yield |
|---|---|
| With potassium tert-butylate In 1-methyl-pyrrolidin-2-one at 120℃; | 97% |
| With potassium hydroxide at 220℃; |
| Conditions | Yield |
|---|---|
| With quinoline at 30 - 105℃; under 12751.3 Torr; Temperature; Pyrolysis; | 93.6% |
| With quinoline; toluene-4-sulfonic acid at 90℃; for 9h; Catalytic behavior; Reagent/catalyst; Temperature; | 92.8% |
| With (trimethylsilyl)manganese pentacarbonyl In acetonitrile at 50℃; for 2h; Mechanism; | 77 % Spectr. |
- 124-38-9
carbon dioxide
- 77-76-9
2,2-dimethoxy-propane
A
- 116-11-0
2-Methoxypropene
B
- 67-64-1
acetone
C
- 616-38-6
carbonic acid dimethyl ester
| Conditions | Yield |
|---|---|
| With dibutyldimethoxytin at 180℃; under 1520000 Torr; for 24h; Product distribution; metal-catalyzed reaction of acetals with CO2; effect of catalyst structure; effect of additives; pressure effect; possible mechanism; | A n/a B 85% C 88% |
| Conditions | Yield |
|---|---|
| With 1-methyl-pyrrolidin-2-one; potassium tert-butylate In methanol | 60% |
| In methanol | 47% |
- 2465-56-7
methylene
- 67-64-1
acetone
A
- 558-30-5
2-methyl-1,2-epoxypropane
B
- 13372-34-4
2,2,4,4-tetramethyl-[1,3]dioxolane
C
- 116-11-0
2-Methoxypropene
D
- 78-93-3
butanone
- 110-86-1
pyridine
- 91481-65-1
t-butyl heptafluoroperoxybutyrate
A
- 116-11-0
2-Methoxypropene
B
- 425-24-1
tert-butyl heptafluorobutyrate
C
- 95682-68-1
pyridinium heptafluorobutyrate
D
- 103-29-7
1,1'-(1,2-ethanediyl)bisbenzene
| Conditions | Yield |
|---|---|
| In toluene at 85℃; for 7h; Yield given. Further byproducts given. Yields of byproduct given; |
- 110-86-1
pyridine
- 91481-65-1
t-butyl heptafluoroperoxybutyrate
A
- 116-11-0
2-Methoxypropene
B
- 425-24-1
tert-butyl heptafluorobutyrate
C
- 95682-68-1
pyridinium heptafluorobutyrate
D
- 103-29-7
1,1'-(1,2-ethanediyl)bisbenzene
E
- 115-11-7
isobutene
| Conditions | Yield |
|---|---|
| In toluene at 65 - 85℃; for 7h; Rate constant; Kinetics; Thermodynamic data; ΔH(act.), ΔS(act.), various temperature; |
- 67-56-1
methanol
- 463-49-0
1,2-propanediene
A
- 116-11-0
2-Methoxypropene
B
- 77-76-9
2,2-dimethoxy-propane
C
- 67-64-1
acetone
| Conditions | Yield |
|---|---|
| sodium hydroxide at 190℃; Rate constant; other temperatures; |
| Conditions | Yield |
|---|---|
| In various solvent(s) Product distribution; Irradiation; infrared multiphoton induced photolysis; the luminescence of the reaction mixture was also investigated; |
- 91481-65-1
t-butyl heptafluoroperoxybutyrate
A
- 375-22-4
heptafluorobutyric Acid
B
- 116-11-0
2-Methoxypropene
C
- 79-20-9
acetic acid methyl ester
| Conditions | Yield |
|---|---|
| In pyridine at 50℃; for 12h; Product distribution; | A 0.91 % Turnov. B 0.46 % Turnov. C 0.03 % Turnov. D 0.21 % Turnov. |
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Chemistry
Molecular Structure of 2-Methoxypropene (CAS NO.116-11-0):
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IUPAC Name: 2-Methoxyprop-1-ene
Molecular Formula: C4H8O
Molecular Weight: 72.11
EINECS: 204-125-3
XLogP3-AA: 1.2
H-Bond Donor: 0
H-Bond Acceptor: 1
Melting Point: < 25 °C
Index of Refraction: 1.374
Molar Refractivity: 21.89 cm3
Molar Volume: 95.8 cm3
Surface Tension: 17.5 dyne/cm
Density: 0.752 g/cm3
Flash Point: -29 °C
Enthalpy of Vaporization: 26.59 kJ/mol
Boiling Point: 32 °C at 760 mmHg
Vapour Pressure: 591 mmHg at 25 °C
Storage temp.: 2-8 °C
Water Solubility: negligible
Sensitive Light :Sensitive
Appearance: clear colorless liquid
Canonical SMILES: CC(=C)OC
InChI: InChI=1S/C4H8O/c1-4(2)5-3/h1H2,2-3H3
InChIKey: YOWQWFMSQCOSBA-UHFFFAOYSA-N
Product Categories: Propanes/propenes; Protection & Derivatization Reagents (for Synthesis); Synthetic Organic Chemistry
Uses
2-Methoxypropene (CAS NO.116-11-0) can be used for pharmaceutical intermediates.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rabbit | LD50 | skin | > 20mL/kg (20mL/kg) | American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969. | |
| rat | LCLo | inhalation | 64000ppm/4H (64000ppm) | American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969. | |
| rat | LD50 | oral | 1870uL/kg (1.87mL/kg) | American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Moderately toxic by ingestion. Slightly toxic by inhalation.
Safety Information of 2-Methoxypropene (CAS NO.116-11-0):
Hazard Codes: 
F+ 
Xn
Risk Statements: 12-19-22
R12:Extremely flammable.
R19:May form explosive peroxides.
R22:Harmful if swallowed.
Safety Statements: 3-16-29-33-7/9-9-18
S3:Keep in a cool place.
S16:Keep away from sources of ignition.
S29:Do not empty into drains.
S33:Take precautionary measures against static discharges.
S7:Keep container tightly closed.
S9:Keep container in a well-ventilated place.
S18:Handle and open container with care.
RIDADR: UN 1993 3/PG 1
WGK Germany: 1
RTECS: UD0800000
F: 8-10
HazardClass: 3
PackingGroup: I
Specification
2-Methoxypropene (CAS NO.116-11-0), its Synonyms are 1-Propene, 2-methoxy- ; 2-Methoxy-1-propene ; Ether, isopropenyl methyl ; Isopropenyl methyl ether ; Methyl isopropenyl ether ; Propene, 2-methoxy- ; 2-Methoxyprop-1-ene .