1,2-Dimethylcyclobutene

Base Information

• Chemical Name: 1,2-Dimethylcyclobutene
• CAS No.: 1501-58-2
• Molecular Formula: C6H10
• Molecular Weight: 82.1454
• Mol file: 1501-58-2.mol

Synonyms:1,2-Dimethyl-1-cyclobutene;1,2-Dimethylcyclobutene

Chemical Property of 1,2-Dimethylcyclobutene

Chemical Property:

• Vapor Pressure: 138mmHg at 25°C
• Boiling Point: 70.9°Cat760mmHg
• Flash Point: °C
• PSA: 0.00000
• Density: 0.819g/cm³
• LogP: 2.11660

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2-Dimethylcyclobutene

There total 5 articles about 1,2-Dimethylcyclobutene 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:

2,3-dimethyl-buta-1,3-diene (513-81-5) → 1,2-dimethyl-cyclobutene (1501-58-2)

Guidance literature:

In various solvent(s); at -263.2 - -253.2 ℃; Rate constant; Irradiation; different substrate conformations;

DOI:10.1021/ja00170a019

Reference yield:

sulfolane (126-33-0,208252-54-4) + methyl iodide (74-88-4) → 1,2-dimethyl-cyclobutene (1501-58-2)

Guidance literature:

Multistep reaction; (i) nBuLi, THF, (ii) nBuLi, LiAlH₄, dioxane;

DOI:10.1021/ja00821a081

Reference yield:

Methyl-<1-methyl-cyclopropyl>-keton- (22301-72-0) → 1,2-dimethyl-cyclobutene (1501-58-2)

Guidance literature:

With sodium; ethylene glycol;

upstream raw materials:

sulfolane

methyl iodide

Methyl-<1-methyl-cyclopropyl>-keton-

2,3-dimethyl-buta-1,3-diene

Downstream raw materials:

2,3-dimethyl-buta-1,3-diene

dimethylacetylene

ethene

1,2-dimethylenecyclobutane

Refernces

Conrotatory photochemical ring opening of alkylcyclobutenes in solution. A test of the hot ground-state mechanism

10.1021/ja003860o

The research investigates the photochemical ring opening of six alkylcyclobutenes in hexane solution using 228-nm excitation. The study aims to determine whether the ring opening of these molecules proceeds via a hot ground-state mechanism or as a true excited-state process. The compounds studied include 1,2-dimethylcyclobutene, cis- and trans-1,2,3,4-tetramethylcyclobutene, hexamethylcyclobutene, and cis- and trans-tricyclo[6.4.0.02,7]dodec-12-ene. The researchers used quantum yields, RRKM calculations, and Arrhenius parameters to estimate rate constants and quantum yields for the ground-state ring opening. The results suggest that the Rydberg-derived ring opening is a true excited-state process and does not proceed via the hot ground-state mechanism, with the reaction showing preferred conrotatory stereochemistry. The study provides insights into the photochemistry of alkylcyclobutenes and challenges the hot ground-state mechanism for the reaction.