Tetramethyloxirane

Base Information

• Chemical Name: Tetramethyloxirane
• CAS No.: 5076-20-0
• Molecular Formula: C6H12 O
• Molecular Weight: 100.161
• Hs Code.: 2910900090
• European Community (EC) Number: 225-785-9
• NSC Number: 171212
• UN Number: 1993
• DSSTox Substance ID: DTXSID6063692
• Nikkaji Number: J121.672D
• Wikidata: Q81990943
• Mol file: 5076-20-0.mol

Synonyms:Tetramethyloxirane;5076-20-0;2,3-Dimethyl-2,3-epoxybutane;2,2,3,3-Tetramethyloxirane;Tetramethylethylene oxide;Oxirane, tetramethyl-;2,3-Dimethyl-2-butene oxide;2,3-EPOXY-2,3-DIMETHYLBUTANE;Butane, 2,3-epoxy-2,3-dimethyl-;2,2,3,3-tetramethyl-oxirane;Oxirane, 2,2,3,3-tetramethyl-;EINECS 225-785-9;NSC 171212;CC1(C)OC1(C)C;SCHEMBL1024758;Butane,3-epoxy-2,3-dimethyl-;DTXSID6063692;2,2,3,3-Tetramethyloxirane #;MFCD00462217;NSC171212;STK055644;AKOS005386675;NSC-171212;2,3-Dimethyl-2,3-epoxybutane, 99%;EN300-97044

Chemical Property of Tetramethyloxirane

Chemical Property:

• Vapor Pressure: 127mmHg at 25°C
• Refractive Index: n 20/D 1.396
• Boiling Point: 72.9°Cat760mmHg
• Flash Point: °C
• PSA: 12.53000
• Density: 0.827g/cm³
• LogP: 1.57380
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 100.088815002
• Heavy Atom Count: 7
• Complexity: 80.4
• Transport DOT Label: Combustible Liquid

Purity/Quality:

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

2,3-Dimethyl-2,3-epoxybutane 99% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

Useful:

• Canonical SMILES: CC1(C(O1)(C)C)C

Technology Process of Tetramethyloxirane

There total 88 articles about Tetramethyloxirane 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: 96.0%

2,3-Dimethyl-2-butene (563-79-1) + 4-cyano-N,N-dimethylaniline-N-oxide (62820-00-2) → 2,3-dimethyl-2,3-epoxybutane (5076-20-0) + N-(4-cyanophenyl)-N-methylformamide (97860-68-9) + 4-cyano-N-methylaniline (4714-62-9) + N,N'-dimethyl-N,N'-bis-(p-cyanophenyl)hydrazine (79121-26-9) + 6-cyano-3,4-norbornyl-N-methyl-1,2,3,4-tetrahydroquinoline (110190-07-3) + 4-cyano-N,N-dimethylaniline (1197-19-9)

Guidance literature:

(TPPC₂cap)Fe^IIISbF₆; In dichloromethane; at 25 ℃; Product distribution; Rate constant; various concentrations of the catalysts, time, and alkene;

DOI:10.1021/ja00245a040

Reference yield: 90.0%

2,3-Dimethyl-2-butene (563-79-1) → 2,3-dimethyl-2,3-epoxybutane (5076-20-0) + 2,3-dimethylbut-3-en-2-ylhydroperoxide (13249-73-5) + 2,3-dimethyl-2-butene 1-hydroperoxide (83790-68-5)

Guidance literature:

With methyl α-hydroperoxy-α,α-diphenylacetate; In chloroform; at 60 ℃; for 24h; Rate constant; further temperature and solvents; aerobic conditions;

DOI:10.1021/ja00346a057

Reference yield: 60.0%

2,3-dimethyl-2,3-butane diol (76-09-5) → 2,3-dimethyl-2,3-epoxybutane (5076-20-0) + 2,3-dimethyl-buta-1,3-diene (513-81-5)

Guidance literature:

2,3-dimethyl-2,3-butane diol; With 1-ethyl-3-methylimidazolium hydrogensulfate; at 140 ℃;

upstream raw materials:

peracetic acid

2,3-Dimethyl-2-butene

2,3-dimethyl-2,3-butane diol

2,3-dimethyl-3-chloro-2-butanol

Downstream raw materials:

pinacol monoformate

2,3,3-Trimethyl-2-pentanol

2,2,3-trimethyl-3-pentanol

2,3-dimethylbutan-2-ol

Refernces

• 1、 Smith, John R. Lindsay,Mortimer, David N.. "The Oxidation of Organic Compounds with Iodosylbenzene catalysed by Tetra(4-N-methylpyridyl)porphyrinatoiron(III) Pentacation: A Polar Model System for the Cytochrome P450 Dependent Mono-oxygenases". . p. 410 - 411. Retrieved 1985.
• 2、 Adam, Waldemar,Cueto, Omar,Guedes, Luis N.. "On the Mechanism of β-Peroxylactone Decarboxylation". . p. 2106 - 2107. Retrieved 1980.
• 3、 Stanley, James P.. "Reactions of Superoxide with Peroxides". . p. 1413 - 1418. Retrieved 1980.
• 4、 Balasubramanian, P. N.,Sinha, Ashoke,Bruice, Thomas C.. "A Kinetic Study of the Epoxidation 2,3-Dimethyl-2-butene by tert-Butyl Hydroperoxide Catalyzed by Imidazole Ligated (meso-Tetraphenylporphinato)manganese(III)". . p. 1456 - 1462. Retrieved 1987.
• 5、 Baldwin, Roy R.,Stout, David R.,Walker, Raymond W.. "Relative Rate Study of the Addition of HO2 Radicals to Ethylene and to Tetramethylethylene". . p. 3481 - 3490. Retrieved 1984.
• 6、 Wang, Wei Ping,Song, Le Xin,Li, Yao,Teng, Yue,Xia, Juan,Wang, Fang,Liu, Nan Ning. "Formation of β-Ga2O3nanorings from metal-organic frameworks and their high catalytic activity for epoxidation of alkenes". . p. 349 - 357. Retrieved 2021/01/14.
• 7、 Lu, Jingkun,Ma, Xinyi,Wang, Ping,Feng, Junwei,Ma, Pengtao,Niu, Jingyang,Wang, Jingping. "Synthesis, characterization and catalytic epoxidation properties of a new tellurotungstate(iv)-supported rhenium carbonyl derivative". . p. 628 - 634. Retrieved 2019/01/08.