3,4-Dimethylcyclopent-2-enone

Base Information

• Chemical Name: 3,4-Dimethylcyclopent-2-enone
• CAS No.: 30434-64-1
• Molecular Formula: C7H10 O
• Molecular Weight: 110.156
• European Community (EC) Number: 250-199-5
• DSSTox Substance ID: DTXSID20952774
• Nikkaji Number: J249.991F
• Mol file: 30434-64-1.mol

Synonyms:3,4-Dimethylcyclopent-2-enone;30434-64-1;3,4-Dimethylcyclopent-2-en-1-one;2-Cyclopenten-1-one, 3,4-dimethyl-;Dimethyl-2-cyclopentenone-1;3,4-Dimethyl-2-cyclopenten-1-one;EINECS 250-199-5;3,4-dimethyl-2-cyclopentenone;SCHEMBL2507037;DTXSID20952774;MFCD09701445;3,4-Dimethyl-2-cyclopenten-1-one #;DS-4058;CS-0186737;C74561;A911867

Chemical Property of 3,4-Dimethylcyclopent-2-enone

Chemical Property:

• Vapor Pressure: 1.69mmHg at 25°C
• Boiling Point: 167.5°Cat760mmHg
• Flash Point: 58.9°C
• PSA: 17.07000
• Density: 0.945g/cm³
• LogP: 1.54160
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 110.073164938
• Heavy Atom Count: 8
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

3,4-Dimethylcyclopent-2-enone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(=O)C=C1C

Technology Process of 3,4-Dimethylcyclopent-2-enone

There total 15 articles about 3,4-Dimethylcyclopent-2-enone 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: 96.0%

exo-5,6-dimethyl-endo-tricyclo[5.2.1.0(2,6)]dec-8-en-3-one → 3,4-dimethylcyclopent-2-en-1-one (30434-64-1)

Guidance literature:

exo-5,6-dimethyl-endo-tricyclo[5.2.1.0(2,6)]dec-8-en-3-one; In neat (no solvent); at 500 ℃; under 0.0375038 Torr;

In neat (no solvent); at 120 ℃;

DOI:10.1071/CH14094

Reference yield: 96.0%

endo-5,6-dimethyl-endo-tricyclo[5.2.1.0(2,6)]dec-8-en-3-one → 3,4-dimethylcyclopent-2-en-1-one (30434-64-1)

Guidance literature:

endo-5,6-dimethyl-endo-tricyclo[5.2.1.0(2,6)]dec-8-en-3-one; In neat (no solvent); at 500 ℃; under 0.0375038 Torr;

In neat (no solvent); at 120 ℃;

DOI:10.1071/CH14094

Reference yield: 95.0%

3,4-Dimethyl-2-triisopropylsilanyl-cyclopent-2-enone (214116-28-6) → 3,4-dimethylcyclopent-2-en-1-one (30434-64-1)

Guidance literature:

With methanesulfonic acid; In methanol; at 25 ℃; for 3h;

DOI:10.1021/ja982101r

upstream raw materials:

Diethyl 2,3-diacetylsuccinate

methyl iodide

crotonic acid isopropyl ester

isopropyl crotonate

Downstream raw materials:

C₂₆H₃₀O₂

[p-(3,4-Me₂C₅H₃)C₆H₄CH₂]2

C₁₄H₁₆O

C₁₄H₁₆S

Refernces

• 1、 Loebach,Bennett,Danheiser. "The reaction of (Trialkylsilyl)vinylketens with carbenoid reagents: A new [4+] annulation route to cyclopentenones [6]". . p. 9690 - 9691. Retrieved 1998.
• 2、 Zhu, Tianyu,Sha, Ye,Firouzjaie, Horie Adabi,Peng, Xiong,Cha, Yujin,Dissanayake, D. M. M. Mevan,Smith, Mark D.,Vannucci, Aaron K.,Mustain, William E.,Tang, Chuanbing. "Rational Synthesis of Metallo-Cations Toward Redox- A nd Alkaline-Stable Metallo-Polyelectrolytes". supporting information. p. 1083 - 1089. Retrieved 2020/01/31.
• 3、 Schwartz, Keith D.,White, James D.,Tosaki, Shin-ya,Shibasaki, Masakatsu. "Fragmentation-recombination nazarov cyclization: 3,4-Dimethylcyclopent-2-en-1-one". . p. 49 - 54. Retrieved 2017/09/16.