trans-2,2-Dimethyl-3-heptene

Base Information

• Chemical Name: trans-2,2-Dimethyl-3-heptene
• CAS No.: 19550-75-5
• Molecular Formula: C9H18
• Molecular Weight: 126.242
• Hs Code.: 2901299090
• European Community (EC) Number: 243-156-7
• DSSTox Substance ID: DTXSID20880821
• Nikkaji Number: J147.974A,J753.726C
• Wikidata: Q76304599
• Mol file: 19550-75-5.mol

Synonyms:trans-2,2-Dimethyl-3-heptene;19550-75-5;(E)-2,2-Dimethylhept-3-ene;2,2-Dimethyl-3-heptene trans;EINECS 243-156-7;2,2-dimethyl-3-heptene;(Z)-3-Hexene, 2,2-dimethyl;2,2-DIMETHYL-3-HEPTENE, trans;(E)-2,2-Dimethyl-3-heptene;DTXSID20880821;BQOCYCICSYUPRF-BQYQJAHWSA-N;(3E)-2,2-Dimethyl-3-heptene #;MFCD00039961;3-Heptene, 2,2-dimethyl-, (E)-;AKOS024429343;D1260;T70509

Chemical Property of trans-2,2-Dimethyl-3-heptene

Chemical Property:

• Refractive Index: 1.4100-1.4140
• Boiling Point: 135 °C at 760 mmHg
• Flash Point: 24.4 °C
• PSA: 0.00000
• Density: 0.739 g/cm³
• LogP: 3.38880
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 126.140850574
• Heavy Atom Count: 9
• Complexity: 82.7

Purity/Quality:

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

trans-2,2-Dimethyl-3-heptene >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC=CC(C)(C)C
• Isomeric SMILES: CCC/C=C/C(C)(C)C
• Uses: trans-2,2-Dimethyl-3-heptene is a usual component of the end result of pyrolysis.

Technology Process of trans-2,2-Dimethyl-3-heptene

There total 15 articles about trans-2,2-Dimethyl-3-heptene 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%

pivalaldehyde (630-19-3) + Diiodobutane (66587-65-3) → trans-2,2-dimethyl-3-heptene (19550-75-5)

Guidance literature:

With CrCl₂*DMF; In tetrahydrofuran; at 25 ℃; for 1h; Product distribution; var. aldehydes, E-selectivity;

DOI:10.1021/ja00237a081

Reference yield:

trans-P,P,P-tributyl-3-tert-butyl-4-propyloxaphosphetane (94404-13-4) → Tributylphosphine oxide (814-29-9) + trans-2,2-dimethyl-3-heptene (19550-75-5)

Guidance literature:

Ambient temperature;

DOI:10.1016/S0040-4039(00)99465-6

Reference yield:

Tributylbutylidenphosphoran (43216-19-9) + pivalaldehyde (630-19-3) → trans-2,2-dimethyl-3-heptene (19550-75-5) + (Z)-2,2-dimethyl-3-heptene (94372-07-3)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; -78 deg C -> 23 deg C;

DOI:10.1021/ja00284a034

upstream raw materials:

methyllithium

1-bromo-1-cyclopropyl-2,2-dimethylpropane

1,1-Diiodo-2,2-dimethylpropane

butyraldehyde

Refernces

• 1、 Bandmann, Heinz,Bartik, Tamas,Bauckloh, Sylvia,Behler, Ansgar,Brille, Frank,et al.. "Untersuchungen im Wittig-System nach einem ordnenden Konzept auf der Basis alternativer Prinzipien". . p. 193 - 204. Retrieved 2007/10/02.
• 2、 Maryanoff, Bruce E.,Reitz, Allen B.,Graden, David W.,Almond, Harold R.Jr.. "NMR RATE ON THE WITTIG REACTION OF 2,2-DIMETHYLPROPANAL AND TRIBUTYLBUTYLIDENEPHOSPHORANE". . p. 1361 - 1364. Retrieved 2007/10/02.