4,4-Dimethyl-2-pentyne

Base Information

• Chemical Name: 4,4-Dimethyl-2-pentyne
• CAS No.: 999-78-0
• Molecular Formula: C7H12
• Molecular Weight: 96.1723
• Hs Code.: 2901299090
• Mol file: 999-78-0.mol

Synonyms:1-Methyl-2-tert-butylacetylene;1-tert-Butyl-1-propyne; 2,2-Dimethyl-3-pentyne; 4,4-Dimethyl-2-pentyne;tert-Butylmethylacetylene

Chemical Property of 4,4-Dimethyl-2-pentyne

Chemical Property:

• Vapor Pressure: 85.6mmHg at 25°C
• Melting Point: -82.4°C
• Refractive Index: 1.4071
• Boiling Point: 83 ºC
• Flash Point: °C
• PSA: 0.00000
• Density: 0.718
• LogP: 2.05580
• Water Solubility.: Immiscible with water.

Purity/Quality:

98%Min ^*data from raw suppliers

t-Butylmethylacetylene, min. 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R11:Highly flammable.; R65:Harmful: may cause lung damage if swallowed.
• Hazard Codes: R11:Highly flammable.; R65:Harmful: may cause lung damage if swallowed.
• Statements: 11
• Safety Statements: 9-16-33

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4,4-Dimethyl-2-pentyne is used in organometallic reactions for regioselectivity of its insertion into the Pd-C bond of cyclopalladated complexes. It is also used to prepare pyrimidine-dione by reacting with isocyanate in the presence of nickel/ N-heterocyclic carbene.

Technology Process of 4,4-Dimethyl-2-pentyne

There total 8 articles about 4,4-Dimethyl-2-pentyne 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%

W(CC(CH3)3)(OC6H3(CH(CH3)2)2)3 (91229-76-4) → WO{OC6H3(CH(CH3)2)2}4 (143384-59-2) + W(O)(OC6H3(CH(CH3)2)2)3Cl (158948-40-4) + 4,4-dimethyl-2-pentyne (999-78-0)

Guidance literature:

With acetyl chloride; In not given;

Reference yield: 52.0%

C25H27PS (145527-19-1) → 4,4-dimethyl-2-pentyne (999-78-0) + triphenylphosphine sulfide (3878-45-3)

Guidance literature:

at 650 ℃; Flash vacuum pyrolysis;

DOI:10.1039/b913107h

Reference yield:

diethyl ether (60-29-7,927820-24-4) + 4-chloro-4-methylpent-2-yne (999-79-1) + methylmagnesium bromide (75-16-1) → 2,4-Dimethyl-1,3-pentadiene (1000-86-8) + 2-methyl-1-penten-3-yne (926-55-6) + 4,4-dimethyl-2-pentyne (999-78-0)

Guidance literature:

reagiert analog mit Phenylmagnesiumbromid;

DOI:10.1021/ja01077a041

upstream raw materials:

diethyl ether

4-chloro-4-methylpent-2-yne

methylmagnesium bromide

W(CC(CH₃)3)(OC₆H₃(CH(CH₃)2)2)3

Downstream raw materials:

dodecacarbonyl triosmium

Os2(CO)6(μ-γ-C5H3O2)(μ-t-BuCHCMe)

Os3(CO)8(μ-CO)(μ-γ-C5H3O2)(t-BuCHCHCH2)

dichloro(2,2'-bipyridine)palladium(II)

Refernces

• 1、 Al-Bashir, Rasha F.,Al-Awadi, Nouria A.,El-Dusouqui, Osman M. E.. "Kinetics and mechanism of gas-phase pyrolysis of ylides. Part 3. 1 Thermal reactivity of α-carbonyl- and thiocarbonyl-stabilized methylenetriphenylphosphoranes". scheme or table. p. 311 - 319. Retrieved 2012/04/17.
• 2、 Freudenberger, John H.,Schrock, Richard R.. "Wittig-like reactions of tungsten alkylidyne complexes". . p. 398 - 400. Retrieved 2008/10/08.