2,3-Dimethyl-2-butene

Base Information

• Chemical Name: 2,3-Dimethyl-2-butene
• CAS No.: 563-79-1
• Molecular Formula: C6H12
• Molecular Weight: 84.1613
• Hs Code.: 29012980
• European Community (EC) Number: 209-263-8
• NSC Number: 73907
• UN Number: 1993
• UNII: 7UQ4B3F5JC
• DSSTox Substance ID: DTXSID2060339
• Nikkaji Number: J1.114.538H,J6.510B
• Wikipedia: Tetramethylethylene
• Wikidata: Q55461790
• Mol file: 563-79-1.mol

Synonyms:2,3-dimethyl-2-butene;tetramethylethylene;TMEE

Chemical Property of 2,3-Dimethyl-2-butene

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 138mmHg at 25°C
• Melting Point: -75 °C
• Refractive Index: n20/D 1.412(lit.)
• Boiling Point: 70.92 °C at 760 mmHg
• Flash Point: 2°F
• PSA: 0.00000
• Density: 0.697 g/cm³
• LogP: 2.36260
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 84.093900383
• Heavy Atom Count: 6
• Complexity: 50.1

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F:Flammable;;
• Statements: R11:; R65:
• Safety Statements: S16:; S33:; S62:; S9:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aliphatics, Unsaturated
• Canonical SMILES: CC(=C(C)C)C
• General Description: 2,3-Dimethyl-2-butene is a symmetrical alkene used as a reactant in photocycloaddition reactions with cyclic dithioimides to form spiro-thietanes, which are valuable intermediates in synthetic chemistry. Its reactivity under photochemical conditions facilitates the formation of strained and otherwise inaccessible Paterno-Büchi-type products, highlighting its utility in constructing complex heterocyclic frameworks.

Technology Process of 2,3-Dimethyl-2-butene

There total 272 articles about 2,3-Dimethyl-2-butene 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: 85.0%

benzaldehyde (100-52-7) + acetone (67-64-1) → 2,3-Dimethyl-2-butene (563-79-1) + (2-methyl-1-propenyl)-benzene (768-49-0) + stilbene (588-59-0)

Guidance literature:

With tin(IV) chloride; zinc; In tetrahydrofuran; at 64 - 66 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2015.01.194

Reference yield: 18.0%

Spiro (37044-85-2) → 3,4-dimethylthiophene (632-15-5) + xanthene (92-83-1) + 2,3-Dimethyl-2-butene (563-79-1) + 9H-xanthene-9-thione (492-21-7) + 9,9'-bixanthene (4381-14-0) + 2,3-dimethyl-buta-1,3-diene (513-81-5)

Guidance literature:

at 240 - 260 ℃; for 0.333333h; Product distribution;

Reference yield:

2-bromo-2,3-dimethyl-3-nitroso-butane (57366-30-0) + water (7732-18-5) → 2,3-Dimethyl-2-butene (563-79-1) + hydrogen bromide (10035-10-6,12258-64-9) + cis-nitrous acid (7782-77-6)

Guidance literature:

upstream raw materials:

quinoline

2-bromo-2,3-dimethylbutane

dimethylketene

phthalic anhydride

Downstream raw materials:

2-hydroperoxy-2-methoxypropane

acetone

2,3-dimethyl-2,3-epoxybutane

1,1-dichloro-2,2,3,3-tetramethylcyclopropane

Refernces

Intermolecular Photocycloaddition of Ring-Substituted Cyclic Dithioimides with 2,3-Dimethyl-2-butene: A Facile Synthesis of Spiro-Thietanes

10.1055/s-1986-31772

The research focuses on the photochemical synthesis of nitrogen-thiocarbonyl systems, specifically exploring the photocycloaddition of ring-substituted dithiosuccinimides with 2,3-dimethyl-2-butene to yield spiro-thietanes, which are considered Paterno-Bichi type products. The study aims to provide a facile synthesis method for these spiro-thietanes, which are otherwise inaccessible and possess structural features of interest as intermediates for various synthetic applications. The researchers found that the reaction of unsymmetrically 3-substituted and symmetrical bicyclic dithiosuccinimides with 2,3-dimethyl-2-butene resulted in various spiro-thietanes, including highly strained malkylic compounds.

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