2,2,5,5-Tetramethylhexane

Base Information

• Chemical Name: 2,2,5,5-Tetramethylhexane
• CAS No.: 1071-81-4
• Molecular Formula: C10H22
• Molecular Weight: 142.285
• Hs Code.: 2901100000
• European Community (EC) Number: 213-996-9
• UNII: 9XW4Y67HTR
• DSSTox Substance ID: DTXSID90147918
• Nikkaji Number: J113.376D
• Wikidata: Q5651162
• Mol file: 1071-81-4.mol

Synonyms:2,2,5,5-TETRAMETHYLHEXANE;1071-81-4;Bineopentyl;Hexane, 2,2,5,5-tetramethyl-;UNII-9XW4Y67HTR;9XW4Y67HTR;EINECS 213-996-9;2,2,5,5-tetramethyl-hexane;2,2,5,5-Tetramethyl hexane;DTXSID90147918;AKOS006272112;FT-0691312;Q5651162

Chemical Property of 2,2,5,5-Tetramethylhexane

Chemical Property:

• Vapor Pressure: 8.24mmHg at 25°C
• Melting Point: -12.6°C
• Refractive Index: 1.4032
• Boiling Point: 138.8°Cat760mmHg
• Flash Point: 31.6°C
• PSA: 0.00000
• Density: 0.734g/cm³
• LogP: 3.85880
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 142.172150702
• Heavy Atom Count: 10
• Complexity: 73.6

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Aliphatics, Saturated (
• Canonical SMILES: CC(C)(C)CCC(C)(C)C

Technology Process of 2,2,5,5-Tetramethylhexane

There total 35 articles about 2,2,5,5-Tetramethylhexane 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: 2.5%

neopentyl iodide (15501-33-4) → 2,2,5,5-tetramethylhexane (1071-81-4) + 2,2-dimethylpropane (463-82-1) + 1,1-dimethylcyclopropane (1630-94-0)

Guidance literature:

With tetrabutylammonium perchlorate; nickel(II) perchlorate; triphenylphosphine; In acetonitrile; at 25 ℃;

Reference yield:

2,2-dimethylpropane (463-82-1) + Cyclopentane (287-92-3) → tetramethyl-2,2,3,3 butane (594-82-1) + 2,2,5,5-tetramethylhexane (1071-81-4) + 2,2,4,4-tetramethylpentane (1070-87-7) + 2,2,5-trimethylhexane (3522-94-9) + bicyclopentyl (1636-39-1) + neopentylcyclopentane

Guidance literature:

at -196.1 ℃; Product distribution; Irradiation; other temperature;

DOI:10.1246/bcsj.57.2029

Reference yield:

→ 1,5-cis,cis-cyclooctadiene (1552-12-1,111-78-4) + 2,2,5,5-tetramethylhexane (1071-81-4) + 2,2-dimethylpropane (463-82-1) + (1Z,3Z,5Z)-Cycloocta-1,3,5-triene (1871-52-9)

Guidance literature:

With tris(1-methylethyl)phosphine; In Cyclopentane; cyclohexane; Further byproducts given; 50 deg C,15 h; 126 deg C, 2 h;

DOI:10.1021/ja00377a011

upstream raw materials:

(E)-2,2,5,5-tetramethylhex-3-ene

2,2-dimethylpropane

neopentyl chloride

2-chloro-2,5,5-trimethylhexane

Refernces

• 1、 Gorman, Christopher B.,Ginsburg, Eric J.,Grubbs, Robert H.. "Soluble, highly conjugated derivatives of polyacetylene from the ring-opening metathesis polymerization of monosubstituted cyclooctatetraenes: Synthesis and the relationship between polymer structure and physical properties". . p. 1397 - 1409. Retrieved 1993.
• 2、 Vandenburg, Daniel,Price, Gareth J.. "Ultrasound promoted Wurtz coupling of alkyl bromides and dibromides". . p. 5 - 8. Retrieved 2012.
• 3、 Garst,Hart. "". . p. 215. Retrieved 1975.
• 4、 Darwent,Steacie. "". . p. 2286. Retrieved 1940.
• 5、 Diccianni, Justin B.,Katigbak, Joseph,Hu, Chunhua,Diao, Tianning. "Mechanistic Characterization of (Xantphos)Ni(I)-Mediated Alkyl Bromide Activation: Oxidative Addition, Electron Transfer, or Halogen-Atom Abstraction". supporting information. p. 1788 - 1796. Retrieved 2019/01/26.