2,4,4-TRIMETHYL-1-PENTENE

Base Information

• Chemical Name: 2,4,4-TRIMETHYL-1-PENTENE
• CAS No.: 107-39-1
• Molecular Formula: C8H16
• Molecular Weight: 112.215
• Hs Code.: 29012990
• European Community (EC) Number: 246-690-9,203-486-4
• ICSC Number: 0594
• NSC Number: 73942,8701
• UN Number: 2050
• UNII: N69L73ADVF
• DSSTox Substance ID: DTXSID4026765
• Nikkaji Number: J44.098A
• Wikidata: Q3030100
• Metabolomics Workbench ID: 130663
• ChEMBL ID: CHEMBL3186786
• Mol file: 107-39-1.mol

Synonyms:1-Methyl-1-neopentylethylene;2,2,4-Trimethyl-4-pentene;2,4,4-Trimethyl-1-pentene;NSC 73942;NSC 8701;

Chemical Property of 2,4,4-TRIMETHYL-1-PENTENE

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 25.7mmHg at 25°C
• Melting Point: -101 °C
• Refractive Index: n20/D 1.411
• Boiling Point: 101.4 °C at 760 mmHg
• Flash Point: 21 °F
• PSA: 0.00000
• Density: 0.721 g/cm³
• LogP: 2.99870
• Storage Temp.: 2-8°C
• Water Solubility.: Miscible with acetone. Partially soluble in methanol, diethyl ether, benzene, chloroform. Immiscible with water.
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 112.125200510
• Heavy Atom Count: 8
• Complexity: 82.7
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99%, ^*data from raw suppliers

2,4,4-Trimethyl-1-pentene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,N
• Hazard Codes: F,N
• Statements: 11-51/53
• Safety Statements: 9-16-29-33-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aliphatics, Unsaturated
• Canonical SMILES: CC(=C)CC(C)(C)C
• Inhalation Risk: A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. Exposure to high concentrations could cause unconsciousness.
• Uses: Organic synthesis; motor-fuel synthesis, particularly isooctane; peroxide reactions. 2,4,4-Trimethyl-1-pentene is used in the manufacturing of chemicals, adhesives, sealant chemicals, fuels and fuel additives.

Technology Process of 2,4,4-TRIMETHYL-1-PENTENE

There total 121 articles about 2,4,4-TRIMETHYL-1-PENTENE 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: 24.0%

1,1,4,4-tetrakis[bis(trimethylsilyl)metllyl]-1,4-diisopropyltetrasila-2-yne + 1,1,3,3-tetramethylbutane isonitrile (14542-93-9) → 2,4,4-trimethyl-1-pentene (107-39-1) + 2,2,4-trimethylpentane (540-84-1) + meso-1,1,4,4-tetrakis[bis(trimethylsilyl)methyl]-2,3-dicyano-l,4-diisopropyltetrasilane (1088162-71-3) + (E)-1,1,4,4-tetrakis[bis(trimethylsilyl)methyl]-2,3-dicyano-1,4-diisopropyltetrasila-2-ene (1357062-57-7) + C36H92N2Si12

Guidance literature:

In ⁽²⁾H₈-toluene; at 20 ℃; for 5h;

DOI:10.1021/ja212065a

Reference yield:

methanol (67-56-1) + 2,2'-Azobis(2,4,4-trimethylpentane) (55204-43-8) → 2,4,4-trimethyl-1-pentene (107-39-1) + 2,2,4-trimethylpentane (540-84-1) + 2,4,4-trimethylpent-2-ene (107-40-4) + 2,4,4-trimethyl-2-pentanol (690-37-9) + methyl 1,1,3,3-tetramethylbutyl ether (62108-41-2)

Guidance literature:

With 2,6-di-tert-butyl-pyridine; tris(4-bromophenyl)aminium hexafluoroantimonate; In dichloromethane; Product distribution; Mechanism; hexachloroantimonate instead of hexafluoroantimonat; or thianthrenium perchlorate; variation of conditions;

DOI:10.1021/jo00049a025

Reference yield:

methanol (67-56-1) + 2-chloro-2,4,4-trimethylpentane (6111-88-2) → 2,4,4-trimethyl-1-pentene (107-39-1) + 2,4,4-trimethylpent-2-ene (107-40-4) + methyl 1,1,3,3-tetramethylbutyl ether (62108-41-2)

Guidance literature:

at 25 ℃; Thermodynamic data; Rate constant; variation of reagent and temperature;

DOI:10.1002/(SICI)1099-1395(199710)10:10<717::AID-POC941>3.0.CO;2-Y

upstream raw materials:

pyridine

2-bromo-2,4,4-trimethylpentane

trimethyl-(1,1,3,3-tetramethyl-butyl)-ammonium; iodide

α-picoline

Downstream raw materials:

(2-neopentyl-allyl)-succinic acid-anhydride

(2-neopentyl-allyl)-succinic acid

4-(tert-octyl)catechol

2-tert-Butyl-5-methylphenol

Refernces

• 1、 Banert, Klaus,Heck, Manuel,Ihle, Andreas,Kronawitt, Julia,Pester, Tom,Shoker, Tharallah. "Steric Hindrance Underestimated: It is a Long, Long Way to Tri- tert-alkylamines". . p. 5138 - 5148. Retrieved 2018.
• 2、 Badia,Fité,Bringué,Ramírez,Cunill. "Byproducts formation in the ethyl tert-butyl ether (ETBE) synthesis reaction on macroreticular acid ion-exchange resins". . p. 384 - 394. Retrieved 2013.
• 3、 Whitmore et al.. "-". . p. 3706. Retrieved 1932.
• 4、 Brown,Berneis. "-". . p. 10,11, 12. Retrieved 1953.
• 5、 Takeuchi, Ken'ichi,Ohga, Yasushi,Ushino, Takuhiro,Takasuka, Masaaki. "Structural effects on the Grunwald-Winstein correlations in the solvolysis of some simple tertiary alkyl chlorides". . p. 717 - 724. Retrieved 1997.
• 6、 Lee, Hee Jong,Seung, Doyoung,Jung, Kwang S.,Kim, Hwayong,Filimonov, Igor N.. "Etherification of glycerol by isobutylene: Tuning the product composition". . p. 235 - 244. Retrieved 2010.
• 7、 Banert, Klaus,Hagedorn, Manfred,Heck, Manuel,Hertel, Raphael,Ihle, Andreas,Müller, Ioana,Pester, Tom,Shoker, Tharallah,Rablen, Paul R.. "Synthesis of Trialkylamines with Extreme Steric Hindrance and Their Decay by a Hofmann-like Elimination Reaction". . p. 13630 - 13643. Retrieved 2020.
• 8、 Tanner, Dennis D.,Rahimi, Parviz M.. "Disproportionation-Combination Reactions of Caged Geminate Radical Pairs Formed from the Photodecomposition of 2,2'-Azoisobutane. Anisotropic Reorientation of tert-Butyl Radicals in Viscous Media and Birth Effects in Very Viscous Media". . p. 225 - 229. Retrieved 1982.
• 9、 Hanna, Steven,Butcher, Trevor W.,Hartwig, John F.. "Contra-thermodynamic Olefin Isomerization by Chain-Walking Hydrofunctionalization and Formal Retro-hydrofunctionalization". . p. 7129 - 7133. Retrieved 2019.
• 10、 Brown,Nakagawa. "-". . p. 2197. Retrieved 1956.