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Methoxyethene

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Name

Methoxyethene

EINECS 203-475-4
CAS No. 107-25-5 Density 0.73 g/ml
PSA 9.23000 LogP 0.77630
Solubility N/A Melting Point -122.2oC
Formula C3H6O Boiling Point 5.5 °C at 760 mmHg
Molecular Weight 58.08 Flash Point N/A
Transport Information UN 1087 Appearance colorless gas
Safety 9-16-33 Risk Codes 12
Molecular Structure Molecular Structure of 107-25-5 (Methyl vinyl ether) Hazard Symbols HighlyF+
Synonyms

Ether,methyl vinyl (8CI);1-Methoxyethylene;Methylvinyl ether;Vinyl methyl ether;

Article Data 67

Methoxyethene Synthetic route

67-56-1

methanol

74-86-2

acetylene

107-25-5

methoxyethene

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 120℃; for 1h; Product distribution; other lower alcohols, other aprotic solvents;97%
With potassium hydroxide In dimethyl sulfoxide at 120℃; for 1h;97%
With potassium hydroxide at 150℃; under 14710.2 - 44130.5 Torr;

Ir(C5(CH3)5)(P(CH3)3)H(CHOCH3)(1+)*B(C6H5)4(1-)=[Ir(C5(CH3)5)(P(CH3)3)H(CHOCH3)]B(C6H5)4

109-92-2

ethyl vinyl ether

A

107-25-5

methoxyethene

B

Ir(C5(CH3)5)(P(CH3)3)H(CHOC2H5)(1+)*B(C6H5)4(1-)=[Ir(C5(CH3)5)(P(CH3)3)H(CHOC2H5)]B(C6H5)4

Conditions
ConditionsYield
A 77%
B 83%
7252-83-7

1-bromo-2,2-dimethoxyethane

107-25-5

methoxyethene

Conditions
ConditionsYield
With sodium In toluene Heating;76%
111582-10-6

{(η5-Cp)iron(carbonyl)2CH2C(OMe)(carbonyl)2iron(η5-Cp)}(TfO)

A

107-25-5

methoxyethene

B

38117-54-3

cyclopentadienyl iron(II) dicarbonyl dimer

C

74171-11-2

(η5-Cp)iron(CO)2-α-methoxyethyl

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate; sodium In methanol; dichloromethane Dissolving of Na and NaBH4 in MeOH, cooling (0°C), dropwise addn. of CH2Cl2 soln. of FpCH2C(OMe)FpTfO (Ar), stirring (5 min).; Methyl vinyl ether detd. by GlC, addn. of H2O, extn. (CH2Cl2), drying (MgSO4), column chromy. (Al2O3).;A 54%
B 41%
C 27%
67-56-1

methanol

75-01-4

chloroethylene

107-25-5

methoxyethene

Conditions
ConditionsYield
With potassium hydroxide at 100℃;

Methoxyethene Chemical Properties

Product Name: Methoxyethene (CAS NO.107-25-5)

MF: C3H6O                        
MW: 58.08
EINECS: 203-475-4  
Mol File: 107-25-5.mol
Surface Tension: 16.4 dyne/cm 
Density: 0.73 g/ml  
BP: 6°C
Index of Refraction: 1.357 
Molar Refractivity: 17.41 cm3 
Molar Volume: 79.5 cm3 
Surface Tension:16.4 dyne/cm
Enthalpy of Vaporization: 24.36 kJ/mol
Vapour Pressure: 1500 mmHg at 25°C
XLogP3-AA: 0.8
H-Bond Donor: 0
H-Bond Acceptor: 1
Structure Descriptors of Methoxyethene (CAS NO.107-25-5):
  IUPAC Name: methoxyethene
  Canonical SMILES: COC=C
  InChI: InChI=1S/C3H6O/c1-3-4-2/h3H,1H2,2H3 
  InChIKey: XJRBAMWJDBPFIM-UHFFFAOYSA-N

Methoxyethene Uses

 Methoxyethene (CAS NO.107-25-5) is used as the production of glutaraldehyde, and polymer materials, coatings, plasticizers, adhesives, etc.

Methoxyethene Toxicity Data With Reference

1.    

orl-rat LD50:4900 mg/kg

    34ZIAG    Toxicology of Drugs and Chemicals ,Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,395.
2.    

skn-rat LD50:>2 mL/kg

    JACTDZ    Journal of the American College of Toxicology. 12 (3)(1993),243.

Methoxyethene Consensus Reports

Reported in EPA TSCA Inventory.

Methoxyethene Safety Profile

Mildly toxic by ingestion. A very dangerous fire hazard when exposed to heat, flame, or oxidizers. Explosive in the form of vapor when exposed to heat or flame. Can react vigorously with oxidizing materials. To fight fire, stop flow of gas. Potentially explosive reaction with halogens (e.g., bromine, chlorine) or hydrogen halides (e.g., hydrogen bromide, hydrogen chloride). Reaction with acids forms acetaldehyde. Weak acids catalyze the exothermic polymerization of the ether. The unstabilized ether can form dangerous peroxides. When heated to decomposition it emits acrid smoke and irritating fumes. See also ETHERS and PEROXIDES, INORGANIC; PEROXIDES, ORGANIC.
Safety information of Methoxyethene (CAS NO.107-25-5):
Hazard Codes: F+
Risk Statements: 12
R12:Extremely Flammable ;
Safety Statements: 9-16-33
S9:Keep container in a well-ventilated place ;
S16:Keep away from sources of ignition - No smoking ;
S33:Take precautionary measures against static discharges ;
RIDADR: UN 1087
HazardClass: 2.1

Methoxyethene Standards and Recommendations

DOT Classification:  2.1; Label: Flammable Gas

Methoxyethene Specification

 Methoxyethene , its CAS NO. is 107-25-5, the synonyms are 1-Methoxyethylene ; agrisynthmve ; Ethene,methoxy-;Ethenylmethylether ; ether,ethenylmethyl ; Ether, methyl vinyl . Methoxyethene (CAS NO.107-25-5) reacts vigorously with oxidizing materials. Explosive in the form of vapor when exposed to heat, flame or strong oxidizing agents. Reacts, possibly explosively with halogens (bromine, chlorine) or hydrogen halides (hydrogen bromide, hydrogen chloride) [Baker, 1980, p. 487]. On contact with dilute acids or even mildly acidic solids (calcium chloride, ceramics) undergoes rapid, exothermic homopolymerization, which cannot be prevented by antioxidants. Must be stored in the presence of base [MVE Brochure, Billingham, ICI, 1962].

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