2-Methylcyclopentanecarboxylic acid

Base Information

• Chemical Name: 2-Methylcyclopentanecarboxylic acid
• CAS No.: 5454-78-4
• Molecular Formula: C7H12O2
• Molecular Weight: 128.171
• Hs Code.: 2916209090
• European Community (EC) Number: 886-226-8
• NSC Number: 23233
• DSSTox Substance ID: DTXSID50281842
• Nikkaji Number: J1.993.402K
• Mol file: 5454-78-4.mol

Synonyms:2-methylcyclopentanecarboxylic acid;5454-78-4;2-methylcyclopentane-1-carboxylic acid;rac-(1R,2R)-2-methylcyclopentane-1-carboxylic acid, trans;Cyclopentanecarboxylicacid, 2-methyl-;NSC23233;F9995-1055;SCHEMBL517467;SCHEMBL15383181;2-methylcyclopentanecarboxylicacid;DTXSID50281842;YDUMDNFZGQAOJB-UHFFFAOYSA-N;Cyclopentanecarboxylicacid,2-methyl-;MFCD11655621;NSC-23233;AKOS006381626;AS-32886;CS-0047145;EN300-112573;Z1205493876

Chemical Property of 2-Methylcyclopentanecarboxylic acid

Chemical Property:

• Vapor Pressure: 0.0579mmHg at 25°C
• Refractive Index: 1.472
• Boiling Point: 215.2 °C at 760 mmHg
• PKA: 4.81±0.40(Predicted)
• Flash Point: 99.5 °C
• PSA: 37.30000
• Density: 1.059 g/cm³
• LogP: 1.50720
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 128.083729621
• Heavy Atom Count: 9
• Complexity: 120

Purity/Quality:

99% ^*data from raw suppliers

2-MethylcyclopentanecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCCC1C(=O)O

Technology Process of 2-Methylcyclopentanecarboxylic acid

There total 5 articles about 2-Methylcyclopentanecarboxylic acid 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: 4.0%

(+/-)-cyclopent-2-enecarboxylic acid (67886-24-2,67886-30-0,77983-99-4,2348-89-2) + methyl iodide (74-88-4) → 3-cyclopentene-1-carboxylic acid (7686-77-3) + cis-3-methylcyclopentanecarboxylic acid (6240-43-3,6240-44-4,24070-68-6) + acide methyl-2 cyclopentanecarboxylique-1 cis (4541-43-9,5454-78-4,18335-62-1,97276-84-1,109716-77-0,109716-78-1,134877-06-8)

Guidance literature:

With pyridine; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; sulfuric acid; Yield given. Multistep reaction; 1) THF, room temperature, 24 h, 2) THF, room temperature, 24 h;

DOI:10.1055/s-1991-26475

Reference yield:

→ Cyclopentane (287-92-3) + trans-2-methylcyclopentanecarboxylic acid (4541-43-9) + acide methyl-2 cyclopentanecarboxylique-1 cis (4541-43-9,5454-78-4,18335-62-1,97276-84-1,109716-77-0,109716-78-1,134877-06-8)

Guidance literature:

With hydrogen; trifluoroacetic acid; palladium on activated charcoal; at 50 ℃; for 6h; under 760 Torr; Title compound not separated from byproducts;

DOI:10.1007/BF00953365

Reference yield:

2-methyl ferrocenocarboxylic acid → Cyclopentane (287-92-3) + 2-methylcyclopentane carboxylic acid (5454-78-4)

Guidance literature:

With palladium on activated charcoal; hydrogen; In trifluoroacetic acid; 1 atm of H2, Pd/C catalyst, 50°C; ratio trans:cis 4:1;

DOI:10.1016/0022-328X(89)80010-5

upstream raw materials:

carbon monoxide

cyclohexene

benzene

(+/-)-cyclopent-2-enecarboxylic acid

Downstream raw materials:

methyl 2-methylcyclopentyl ketone

2-methylcyclopentanecarbonyl chloride

Refernces

• 1、 Sokolov, V. I.,Troitskaya, L. L.,Khrushcheva, N. S.,Reutov, O. A.. "Stereo- and enantioselectivity in catalytic hydrogenolysis of chiral substituted ferrocenes to give cyclopentanes". . p. 227 - 234. Retrieved 2007/10/02.
• 2、 Booth, Brian L.,El-Fekky, Teymour A.,Noori, Ghazi F. M.. "Formylation and Acylation Reactions Catalysed by Trifluoromethanesulphonic Acid". . p. 181 - 186. Retrieved 2007/10/02.