2,3-Dimethyl-1,3-butadiene

Base Information

• Chemical Name: 2,3-Dimethyl-1,3-butadiene
• CAS No.: 513-81-5
• Molecular Formula: C6H10
• Molecular Weight: 82.1454
• Hs Code.: 2901299090
• European Community (EC) Number: 208-172-0
• NSC Number: 8656
• UNII: 61TUU25HCO
• DSSTox Substance ID: DTXSID2022046
• Nikkaji Number: J6.282K
• Wikipedia: Dimethylbutadiene
• Wikidata: Q3597985
• Mol file: 513-81-5.mol

Synonyms:2,3-dimethyl-1,3-butadiene;2,3-DM-B

Chemical Property of 2,3-Dimethyl-1,3-butadiene

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 150mmHg at 25°C
• Melting Point: -76oC(lit.)
• Boiling Point: 68.8°Cat760mmHg
• Flash Point: °C
• PSA: 0.00000
• Density: 0.699g/cm³
• LogP: 2.13860
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 82.078250319
• Heavy Atom Count: 6
• Complexity: 66

Purity/Quality:

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

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: R11:Highly flammable.; R65:Harmful: may cause lung damage if swallowed.
• Safety Statements: S16:Keep away from sources of ignition - No smoking.; S23:Do not inhale gas/fumes/vapour/spray.; S33:Take precauti

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Other Monomers
• Canonical SMILES: CC(=C)C(=C)C

Technology Process of 2,3-Dimethyl-1,3-butadiene

There total 167 articles about 2,3-Dimethyl-1,3-butadiene 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: 88.0%

2,3-dimethyl-2,3-butane diol (76-09-5) → 2,3-dimethyl-buta-1,3-diene (513-81-5)

Guidance literature:

With 1-ethyl-3-methyl-1H-imidazol-3-ium chloride; at 120 ℃; for 12h; Temperature; Reagent/catalyst; Catalytic behavior; Autoclave;

Reference yield: 85.0%

cyclohept-1-en-1-yl trifluoromethanesulfonate (28075-51-6) + carbon monoxide (201230-82-2) + isopropenylmagnesium bromide (13291-18-4) → C11H16O (1030239-96-3) + 2,3-dimethyl-buta-1,3-diene (513-81-5)

Guidance literature:

isopropenylmagnesium bromide; With zinc dibromide; In tetrahydrofuran; at 20 ℃;

cyclohept-1-en-1-yl trifluoromethanesulfonate; carbon monoxide; With zinc dibromide; nickel dichloride; In tetrahydrofuran; dimethyl sulfoxide; at 50 ℃; for 0.333333h; under 760.051 Torr; Further stages.;

DOI:10.1016/j.tetlet.2008.03.035

Reference yield: 79.0%

carbon monoxide (201230-82-2) + cyclohex-1-en-1-yl trifluoromethane sulfonate (28075-50-5) + isopropenylmagnesium bromide (13291-18-4) → 1-(1-cyclohexenyl)-2-methylprop-2-en-1-one (55170-16-6) + 2,3-dimethyl-buta-1,3-diene (513-81-5)

Guidance literature:

isopropenylmagnesium bromide; With zinc dibromide; In tetrahydrofuran; at 20 ℃;

carbon monoxide; cyclohex-1-en-1-yl trifluoromethane sulfonate; With magnesium bromide; nickel dichloride; In tetrahydrofuran; dimethyl sulfoxide; at 50 ℃; for 0.533333h; under 760.051 Torr; Further stages.;

DOI:10.1016/j.tetlet.2008.03.035

upstream raw materials:

pyridine

diethyl ether

3-Methyl-3-buten-2-one

Ketene

Downstream raw materials:

3,4,3',4'-tetramethyl-6,6'-oxalyl-bis-cyclohex-3-enecarboxylic acid

(6-benzoyl-3,4-dimethylcyclohex-3-enyl)(phenyl)methanone

2-Isopropenyl-2-methyl-cyclopropan-carbonsaeure-(1)

3,4-dimethyl-6t-phenyl-cyclohex-3-ene-r-carboxylic acid methyl ester

Refernces

• 1、 Takagi, Kentaro,Hayama, Naomi. "NICKEL-CATALYZED ULLMANN-TYPE COUPLING OF ALKENYL HALIDES WITH ZINC POWDER". . p. 637 - 638. Retrieved 1983.
• 2、 Shier,G.D.. "-". . p. P15 - P17. Retrieved 1967.
• 3、 Protchenko, Andrey V.,Dange, Deepak,Blake, Matthew P.,Schwarz, Andrew D.,Jones, Cameron,Mountford, Philip,Aldridge, Simon. "Oxidative bond formation and reductive bond cleavage at main group metal centers: Reactivity of five-valence-electron MX2 radicals". . p. 10902 - 10905. Retrieved 2014.
• 4、 Monti,Bertrand. "-". . p. 1235. Retrieved 1969.
• 5、 Rouge, Pascal,Garron, Anthony,Norsic, Sébastien,Larabi, Cherif,Merle, Nicolas,Delevoye, Laurent,Gauvin, Regis M.,Szeto, Kai C.,Taoufik, Mostafa. "A smarter approach to catalysts by design: Combining surface organometallic chemistry on oxide and metal gives selective catalysts for dehydrogenation of 2,3-dimethylbutane". . p. 21 - 26. Retrieved 2019.
• 6、 Duffy, Ian R.,Leigh, William J.. "Fast kinetics studies of the Lewis acid-base complexation of transient stannylenes with σ- And π-donors in solution". . p. 20555 - 20570. Retrieved 2018.
• 7、 Lebedew,Jakubtschnik. "-". . . Retrieved 1928.
• 8、 Kern,Schnecko. "-". . p. 244. Retrieved 1960.
• 9、 -. "9,10-anthraquinone derivative and preparation method and application thereof". Paragraph 0067; 0069; 0070; 0080-0083. . Retrieved 2019/10/08.