1,1,2,2-Tetramethylcyclopropane

Base Information

• Chemical Name: 1,1,2,2-Tetramethylcyclopropane
• CAS No.: 4127-47-3
• Molecular Formula: C7H14
• Molecular Weight: 98.1882
• Hs Code.: 2902199090
• European Community (EC) Number: 223-937-9
• DSSTox Substance ID: DTXSID90194184
• Nikkaji Number: J100.689D
• Wikidata: Q83066935
• Mol file: 4127-47-3.mol

Synonyms:1,1,2,2-tetramethylcyclopropane

Chemical Property of 1,1,2,2-Tetramethylcyclopropane

Chemical Property:

• Vapor Pressure: 160mmHg at 25°C
• Melting Point: -105.9°C (estimate)
• Refractive Index: 1.3990 to 1.4020
• Boiling Point: 76 °C
• Flash Point: -15 °C
• PSA: 0.00000
• Density: 0,72 g/cm3
• LogP: 2.44250
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 98.109550447
• Heavy Atom Count: 7
• Complexity: 76.2

Purity/Quality:

98% ^*data from raw suppliers

1,1,2,2-Tetramethylcyclopropane >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC1(C)C)C

Technology Process of 1,1,2,2-Tetramethylcyclopropane

There total 25 articles about 1,1,2,2-Tetramethylcyclopropane 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: 87.9%

1-Diazo-2,2,3-trimethyl-butane → (Z)-3,4-dimethyl-2-pentene (4914-91-4) + (E)-3,4-dimethyl-2-pentene (4914-92-5) + 2,2,3,3-tetramethylcyclopropane (4127-47-3) + 1-methyl-1-(2-propyl)cyclopropane (13150-79-3)

Guidance literature:

In diethylene glycol dimethyl ether; at 160 ℃; Further byproducts given;

DOI:10.1016/S0040-4039(00)87289-5

Reference yield: 87.9%

1-Diazo-2,2,3-trimethyl-butane → (E)-3,4-dimethyl-2-pentene (4914-92-5) + 2,4-dimethyl-2-pentene (625-65-0) + 2,2,3,3-tetramethylcyclopropane (4127-47-3) + 1-methyl-1-(2-propyl)cyclopropane (13150-79-3)

Guidance literature:

In diethylene glycol dimethyl ether; at 160 ℃; Further byproducts given;

DOI:10.1016/S0040-4039(00)87289-5

Reference yield: 20.0%

isobutene (115-11-7,15220-85-6) → 2,2,3,3-tetramethylcyclopropane (4127-47-3)

Guidance literature:

In dichloromethane; at -40 - 2 ℃; for 0.833333h;

DOI:10.1021/ja00377a054

upstream raw materials:

2,3-Dimethyl-2-butene

2,4-Dimethyl-1,3-pentadiene

2,4-dibromo-2,4-dimethyl-pentane

methyl magnesium iodide

Downstream raw materials:

2,4-dimethylpentane

triptane

2,4-dimethyl-1-pentene

2,4-dimethyl-2-pentene

Refernces

• 1、 Tomilov,Yu.V. et al.. "-". . . Retrieved 1978.
• 2、 Qin, X.-Z.,Trifunac, A. D.. "Radiolytic Generation of Radical Cations in Xenon Matrices. Tetramethylcyclopropane Radical Cation and Its Transformations". . p. 3188 - 3192. Retrieved 1990.
• 3、 Matsumura,Ammann,Sheridan. "Photochemical ring expansion of tetramethylcyclobutanone revisited: Angular dependence of electronic absorption of singlet carbenes". . p. 1843 - 1846. Retrieved 2007/10/02.