trans-1,2-Dimethylcyclopentane

Base Information

• Chemical Name: trans-1,2-Dimethylcyclopentane
• CAS No.: 822-50-4
• Molecular Formula: C7H14
• Molecular Weight: 98.1882
• European Community (EC) Number: 212-500-8
• NSC Number: 74147
• UNII: 942K50C92R
• DSSTox Substance ID: DTXSID101015837
• Nikkaji Number: J380.027J
• Wikidata: Q27896748
• Mol file: 822-50-4.mol

Synonyms:trans-1,2-Dimethylcyclopentane;822-50-4;(1R,2R)-1,2-dimethylcyclopentane;Cyclopentane, 1,2-dimethyl-, trans-;1,2-TRANS-DIMETHYLCYCLOPENTANE;1,trans-2-Dimethylcyclopentane;Cyclopentane,1,2-dimethyl-, (1R,2R)-rel-;Cyclopentane, 1,2-dimethyl-, (1R,2R)-rel-;1,2-Dimethylcyclopentane, trans-;EINECS 212-500-8;NSC-74147;942K50C92R;t-1,2-Dimethylcyclopentane;(E)-1,2-Dimethylcyclopentane;1,2-Dimethylcyclopentane, trans;UNII-942K50C92R;1,2-Trans-dimethyl cyclopentane;1beta,2alpha-Dimethylcyclopentane;Cyclopentane,2-dimethyl-, trans-;DTXSID101015837;NSC74147;NSC 74147;(rel)-trans-1,2-Dimethylcyclopentane;Benzenesulfonamide,3,4-dimethyl-(9CI);Q27896748

Chemical Property of trans-1,2-Dimethylcyclopentane

Chemical Property:

• Vapor Pressure: 59.9mmHg at 25°C
• Melting Point: -117.57°C
• Refractive Index: 1.418
• Boiling Point: 91.9 °C at 760 mmHg
• PSA: 0.00000
• Density: 0.762 g/cm³
• LogP: 2.44250
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 98.109550447
• Heavy Atom Count: 7
• Complexity: 49.1

Purity/Quality:

99%, ^*data from raw suppliers

trans-1,2-Dimethylcyclopentane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Aliphatics, Saturated (
• Canonical SMILES: CC1CCCC1C
• Isomeric SMILES: C[C@@H]1CCC[C@H]1C
• Uses: trans-1,2-Dimethylcyclopentane was found in sedimentary rocks and was one of the hydrocarbons used to determine its maturation history.

Technology Process of trans-1,2-Dimethylcyclopentane

There total 90 articles about trans-1,2-Dimethylcyclopentane 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: 95.0%

2-methylhept-6-enenitrile (88364-59-4) → 1,2-dimethylcyclopentane (822-50-4,1192-18-3,13012-46-9,134932-08-4,2452-99-5) + methyl cyclohexane (82166-21-0)

Guidance literature:

With potassium; tert-butyl alcohol; In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; at 0 ℃; for 3h;

DOI:10.1021/jo800640j

Reference yield: 80.7%

6-bromo-1-heptene (38334-98-4) + trimethylstannyl sodium (16643-09-7) → 1-Heptene (592-76-7) + 1-hepten-6-yltrimethyltin (76879-52-2) + [(2-methylcyclopentyl)methyl]trimethyltin + 1,2-dimethylcyclopentane (822-50-4,1192-18-3,13012-46-9,134932-08-4,2452-99-5)

Guidance literature:

In tetrahydrofuran; stannane added to bromide, stirred under nitrogen at 0°C 30 min; quenched with aq. ammonium chloride;

Reference yield: 79.9%

1-methyl-5-hexenyl chloride (15661-92-4) + trimethylstannyl sodium (16643-09-7) → 1-Heptene (592-76-7) + 1-hepten-6-yltrimethyltin (76879-52-2) + [(2-methylcyclopentyl)methyl]trimethyltin + 1,2-dimethylcyclopentane (822-50-4,1192-18-3,13012-46-9,134932-08-4,2452-99-5)

Guidance literature:

With tert-butylamine; In tetrahydrofuran; stannane added to chloride, 10 molar equiv. of additive, stirred under nitrogen at 0°C 3 h; quenched with aq. ammonium chloride;

upstream raw materials:

1,2-dimethylcyclopentene

3,3-dimethylcyclopentene

n-heptane

1,6-heptadiene

Downstream raw materials:

methane

propane

carbon dioxide

2,3-dimethyl pentane

Refernces

• 1、 Smith, Michael J.,Wilson, Stanley E.. "INTRAMOLECULAR CYCLIZATIONS OF ORGANOMETALLIC COMPOUNDS V. 6,6-BIS(DIETHYLALUMINUM)-1-HEXENES TO SUBSTITUTED CYCLOPENTANES.". . p. 5013 - 5016. Retrieved 1982.
• 2、 Al-Kandari,Mohamed,Al-Kharafi,Katrib. "Catalytic activity of Mo oxide before and after alkali metal addition for methylcyclohexane and methylcyclopentane compounds". . p. 189 - 193. Retrieved 2015/07/27.
• 3、 Lecarpentier, Sebastien,van Gestel, Jacob,Thomas, Karine,Gilson, Jean-Pierre,Houalla, Marwan. "Study of Ir/WO3/ZrO2-SiO2 ring-opening catalysts: Part II. Reaction network, kinetic studies and structure-activity correlation". . p. 49 - 63. Retrieved 2008/09/17.