Butadiene monoxide

Base Information

• Chemical Name: Butadiene monoxide
• CAS No.: 930-22-3
• Deprecated CAS: 22910-58-3,88416-31-3,88416-31-3
• Molecular Formula: C4H6O
• Molecular Weight: 70.091
• Hs Code.: 29109000
• European Community (EC) Number: 213-210-4
• NSC Number: 24251,8023
• UN Number: 1993
• UNII: 478ERR5NKR
• DSSTox Substance ID: DTXSID4025240
• Nikkaji Number: J70.086J
• Wikidata: Q15910431
• ChEMBL ID: CHEMBL1299388
• Mol file: 930-22-3.mol

Synonyms:1,2-EB;1,2-epoxybutene;1,2-epoxybutene-3;3,4-epoxy-1-butene;butadiene monoepoxide;butadiene monoxide;butadiene oxide;butadienemonoepoxide;homopolymer of 3,4-epoxy-1-butene;oxirane, ethenyl-;vinyl oxirane

Chemical Property of Butadiene monoxide

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 143mmHg at 25°C
• Melting Point: -135 °C
• Refractive Index: n20/D 1.417(lit.)
• Boiling Point: 70 °C at 760 mmHg
• Flash Point: -50 °C
• PSA: 12.53000
• Density: 1.076 g/cm³
• LogP: 0.57120
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: Miscible with ethanol, ethyl ether, benzene and organic solvents
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 70.041864811
• Heavy Atom Count: 5
• Complexity: 49.6
• Transport DOT Label: Flammable Liquid

Purity/Quality:

98% ^*data from raw suppliers

ButadieneMonoxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,F
• Hazard Codes: F,Xn
• Statements: 11-22-36
• Safety Statements: 16-26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Other Monomers
• Canonical SMILES: C=CC1CO1
• Uses: Butadiene monoxide is used as key starting material for the synthesis of (-)-bulgecinine and (+)-broussonetine G.

Technology Process of Butadiene monoxide

There total 56 articles about Butadiene monoxide 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: 95.5%

buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → epoxybutene (930-22-3,62249-81-4) + 1,2:3,4-Diepoxybutane (564-00-1,1464-53-5,30031-64-2,30419-67-1,34897-03-5,298-18-0)

Guidance literature:

With sodium oxalate; oxalic acid; manganese(II) acetate; N,N',N''-trimethyl-1,4,7-triazacyclononane; In water;

buta-1,3-diene; With dihydrogen peroxide; In water; at -40 - 25 ℃; for 8.5h; under 2400.24 - 3900.39 Torr; Cooling with acetone-dry ice;

Reference yield: 92.0%

buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → epoxybutene (930-22-3,62249-81-4)

Guidance literature:

With [N,N'-bis(salicylidene)-1,2-ethanediaminato]Mn(III) chloride; iodosylbenzene; In dichloromethane;

DOI:10.1039/c39920001072

Reference yield:

methanol (67-56-1) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → Tetrahydrofurfuryl alcohol (97-99-4) + epoxybutene (930-22-3,62249-81-4) + 4-ethenylcyclohexene (100-40-3)

Guidance literature:

With dihydrogen peroxide; at 40 ℃; for 1h; under 1125.11 Torr;

DOI:10.1007/s10562-012-0792-6

upstream raw materials:

(2-bromoethyl)oxirane

sodium diethylmalonate

ethanol

1-chloro-2-hydroxy-3-butene

Downstream raw materials:

tetramin

1-(2-hydroxy-3-buten-1-yl)-2-nitroimidazole

4-vinyl-1,3-dioxolan-2-one

2-(4-methylphenyl)-but-3-en-1-ol

Refernces

• 1、 Cao, Weidi,Feng, Xiaoming,Liu, Xiaohua,Wu, Wangbin,Xu, Xi,Yu, Han,Zhang, Xiying. "Enantioselective Radical-Polar Crossover Reactions of Indanonecarboxamides with Alkenes". supporting information. p. 4846 - 4850. Retrieved 2020/02/11.
• 2、 Alkattan, Mohammed,Prunet, Jo?lle,Shaver, Michael P.. "Functionalizable Stereocontrolled Cyclopolyethers by Ring-Closing Metathesis as Natural Polymer Mimics". supporting information. p. 12835 - 12839. Retrieved 2018/09/25.