cis-4,4-Dimethyl-2-pentene

Base Information

• Chemical Name: cis-4,4-Dimethyl-2-pentene
• CAS No.: 762-63-0
• Molecular Formula: C7H14
• Molecular Weight: 98.1882
• European Community (EC) Number: 212-102-4
• NSC Number: 74142
• DSSTox Substance ID: DTXSID30896837
• Nikkaji Number: J100.667C
• Wikidata: Q83129003
• Mol file: 762-63-0.mol

Synonyms:cis-4,4-Dimethyl-2-pentene;762-63-0;(Z)-4,4-Dimethyl-2-pentene;(Z)-4,4-Dimethylpent-2-ene;2-Pentene, 4,4-dimethyl-, (Z)-;CIS-1.1.1-TRIMETHYL-2-BUTENE;4,4-Dimethyl-cis-2-pentene;EINECS 212-102-4;CIS-1,1,1-TRIMETHYL-2-BUTENE;cis-4.4-Dimethyl-2-pentene;(2Z)-4,4-dimethylpent-2-ene;DTXSID30896837;BIDIHFPLDRSAMB-WAYWQWQTSA-N;(Z)-(CH3)3CCH=CHCH3;NSC74142;(2Z)-4,4-Dimethyl-2-pentene #;NSC 74142;NSC-74142;AKOS006229074

Chemical Property of cis-4,4-Dimethyl-2-pentene

Chemical Property:

• Melting Point: -135.46°C
• Refractive Index: 1.3999
• Boiling Point: 79.85°C
• PSA: 0.00000
• Density: 0.6951
• LogP: 2.60860
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 98.109550447
• Heavy Atom Count: 7
• Complexity: 62.6

Purity/Quality:

98%min ^*data from raw suppliers

CIS-1,1,1-TRIMETHYL-2-BUTENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC(C)(C)C
• Isomeric SMILES: C/C=C\C(C)(C)C

Technology Process of cis-4,4-Dimethyl-2-pentene

There total 11 articles about cis-4,4-Dimethyl-2-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:

tert-butylethylene (558-37-2) → 2,2,3-trimethylpentane (564-02-3) + cis-4,4-dimethyl-2-pentene (762-63-0) + (E)-4,4-dimethyl-2-pentene (690-08-4)

Guidance literature:

With di-tert-butyl peroxide; at 140 - 150 ℃; for 3.5h;

DOI:10.1021/jo01254a003

Reference yield:

3,3-Dimethylbut-1-yne (917-92-0) → cis-4,4-dimethyl-2-pentene (762-63-0) + (E)-4,4-dimethyl-2-pentene (690-08-4)

Guidance literature:

With lithium aluminium tetrahydride; Multistep reaction. Title compound not separated from byproducts; 1.) THF, room temperature;

DOI:10.1021/ja00401a016

Reference yield:

tris(2-methoxymethoxyphenyl)phosphonioethanide (128399-07-5) + pivalaldehyde (630-19-3) → cis-4,4-dimethyl-2-pentene (762-63-0) + (E)-4,4-dimethyl-2-pentene (690-08-4)

Guidance literature:

In tetrahydrofuran; at 25 ℃; for 2h; Title compound not separated from byproducts;

DOI:10.1055/s-1990-26801

upstream raw materials:

tert-butylethylene

triethyl(ethylidene)phosphorane

pivalaldehyde

tris(2-methoxymethoxyphenyl)phosphonioethanide

Downstream raw materials:

(E)-4,4-dimethyl-2-pentene

4,4-dimethylpent-1-ene

2,4,4-trimethylpentanal

5,5-dimethylhexanal

Refernces

• 1、 Mitchell, Terence N.,Reimann, Werner. "FORMATION OF α-SILYLVINYLLITHIUM REAGENTS: REACTIONS OF α-SILYL- AND α-STANNYL-VINYLLITHIUMS WITH ALDEHYDES AND KETONES". . p. 163 - 172. Retrieved 2007/10/02.
• 2、 Schlosser, Manfred,Schlaub, Bruno. "Cis Selectivity of "Salt-Free" Wittig Reactions: A "Leeward Approach" of the Aldehyde at the Origin?". . p. 5821 - 5823. Retrieved 2007/10/02.