2-Methyl-2-vinyloxirane

Base Information

• Chemical Name: 2-Methyl-2-vinyloxirane
• CAS No.: 1838-94-4
• Molecular Formula: C5H8 O
• Molecular Weight: 84.1179
• Hs Code.: 2910900090
• European Community (EC) Number: 628-136-1
• NSC Number: 48598
• UN Number: 1993
• UNII: O364AQJ1K5
• DSSTox Substance ID: DTXSID701031061
• Nikkaji Number: J306.060H
• Wikidata: Q27285260
• Mol file: 1838-94-4.mol

Synonyms:2-Methyl-2-vinyloxirane;1838-94-4;Isoprene monoxide;2-ethenyl-2-methyloxirane;3,4-Epoxy-3-methyl-1-butene;CCRIS 5685;Oxirane, 2-ethenyl-2-methyl-;NSC 48598;UNII-O364AQJ1K5;O364AQJ1K5;2-Methyl-2-vinyloxirane, 95%;NSC-48598;2-methyl-2-vinyl-oxirane;ISOPRENE EPOXIDE;2-VINYLPROPYLENE OXIDE;1,2-epoxy-2-methyl-3-butene;DTXSID701031061;NSC48598;MFCD00075225;AKOS015903306;LS-185997;4,4,4-3FmEt-1-(2-furyl)-1,3-butandione;EN300-130159;3,4-EPOXY-3-METHYL-1-BUTENE, (+/-)-;J-640425;J-640426;J-800023;Q27285260;Z1255379160

Chemical Property of 2-Methyl-2-vinyloxirane

Chemical Property:

• Vapor Pressure: 102mmHg at 25°C
• Refractive Index: n20/D 1.416(lit.)
• Boiling Point: 79.5-80.5 °C(lit.)
• Flash Point: 18 °F
• PSA: 12.53000
• Density: 0.857 g/mL at 25 °C(lit.)
• LogP: 0.96130
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 84.057514874
• Heavy Atom Count: 6
• Complexity: 78
• Transport DOT Label: Combustible Liquid

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Methyl-2-vinyloxirane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Other Monomers
• Canonical SMILES: CC1(CO1)C=C
• Uses: Isoprene monoxide is used as a pharmaceutical intermediate.

Technology Process of 2-Methyl-2-vinyloxirane

There total 17 articles about 2-Methyl-2-vinyloxirane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

((E)-4-bromo-2-methylbut-2-en-1-ol) (918823-42-4) → isoprene epoxide (1838-94-4)

Guidance literature:

With potassium hydroxide; In water; at 10 - 15 ℃; for 2h; Product distribution / selectivity;

Reference yield: 89.0%

1-bromo-2-hydroxy-2-methyl-3-butene (36219-40-6) → isoprene epoxide (1838-94-4)

Guidance literature:

With sodium hydroxide; In diethyl ether; at 30 ℃; for 3h;

DOI:10.1007/BF00470013

Reference yield: 82.0%

isoprene (78-79-5,9003-31-0) → isoprene epoxide (1838-94-4)

Guidance literature:

isoprene; With N-Bromosuccinimide; water; at 5 ℃; for 1.75h;

With sodium hydroxide; In water; at 5 ℃; for 1.5h;

DOI:10.1055/s-0029-1218747

upstream raw materials:

peracetic acid

isoprene

Perbenzoic acid

1-chloro-2-methyl-3-buten-2-ol

Downstream raw materials:

1-Ethylenimino-2-methyl-buten-(3)-ol-(2)

1-Phenylseleno-2-methyl-buten-⁽³⁾-ol-⁽²⁾

2-methyl-4-phenyl-but-2-en-1-ol

2-hydroxy-2-methyl-1-(2-aminophenylthio)-3-butene

Refernces

• 1、 Sheng,M.N.,Zajacek,J.G.. "-". . p. 1839 - 1843. Retrieved 1970.
• 2、 Eletti-Bianchi et al.. "-". . p. 1648. Retrieved 1976.
• 3、 Skov,Benter Th.,Schindler,Hjorth,Restelli. "Epoxide formation in the reactions of the nitrate radical with 2,3-dimethyl-2-butene, cis- and trans-2-butene and isoprene". . p. 1583 - 1592. Retrieved 1994.
• 4、 Akita, M.,Matsuoka, K.,Asami, K.,Yasuda, H.,Nakamura, A.. "SELECTIVE CARBOMETALLATION OF α,β-UNSATURATED CARBONYL COMPOUNDS AND SUBSTITUTED OXACYCLOPROPANES WITH ZIRCONIUM-DIENE COMPLEXES". . p. 193 - 210. Retrieved 1987.
• 5、 Murata,Terada. "-". . p. 495,498. Retrieved 1968.
• 6、 -. "C5 BENZOTHIAZOLYL SULFONE COMPOUND, METHOD OF PREPARING THE SAME, METHOD OF PREPARING POLYENE DIALDEHYDE COMPOUND USING THE SAME, AND METHOD OF SYNTHESIZING LYCOPENE USING THE SAME". Paragraph 0037. . Retrieved 2016/03/04.