2-Cyclopentylacetaldehyde

Base Information

• Chemical Name: 2-Cyclopentylacetaldehyde
• CAS No.: 5623-81-4
• Molecular Formula: C7H12O
• Molecular Weight: 112.172
• Hs Code.: 2912299000
• European Community (EC) Number: 817-991-8
• DSSTox Substance ID: DTXSID00500191
• Nikkaji Number: J2.496.915K
• Wikidata: Q82351607
• Mol file: 5623-81-4.mol

Synonyms:2-cyclopentylacetaldehyde;5623-81-4;cyclopentylacetaldehyde;CYCLOPENTANEACETALDEHYDE;cyclopentyl acetaldehyde;Cyclopentyl-acetaldehyde;2-cyclopentylethanal;cyclopentane-acetaldehyde;2-cyclopentyl-acetaldehyde;SCHEMBL388985;DTXSID00500191;CEUXIAUEIGSQSZ-UHFFFAOYSA-N;AMY18693;MFCD09744988;AKOS011896096;SB37679;AS-47043;EN300-70446;F11683;A830967;F2147-1742;Z993017732

Chemical Property of 2-Cyclopentylacetaldehyde

Chemical Property:

• Boiling Point: 165.3 °C at 760 mmHg
• Flash Point: 44.9 °C
• PSA: 17.07000
• Density: 0.907 g/cm³
• LogP: 1.76560
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 112.088815002
• Heavy Atom Count: 8
• Complexity: 72.5

Purity/Quality:

98%Min ^*data from raw suppliers

Cyclopentaneacetaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C1)CC=O
• Uses: Cyclopentaneacetaldehyde is a reagent used in the preparation of thiomethanes as nonpeptidic potent HIV-1 protease inhibitors. As well as pyrimidinones as HIV-1 replication inhibitors.

Technology Process of 2-Cyclopentylacetaldehyde

There total 10 articles about 2-Cyclopentylacetaldehyde 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: 100.0%

2-cyclopentyl-ethanol (766-00-7) → 2-cyclopentylacetaldehyde (5623-81-4)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 3h;

Reference yield: 34.0%

methylenecyclopentane (1528-30-9) + carbon monoxide (201230-82-2) → 2-cyclopentylacetaldehyde (5623-81-4)

Guidance literature:

With hydrogen; carbonylhydridetris(triphenylphosphine)rhodium(I); In benzene; for 96h; Ambient temperature;

DOI:10.1039/P19830001929

Reference yield:

2-cyclopentylacetic acid (1123-00-8) → 2-cyclopentylacetaldehyde (5623-81-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / LiAlH₄ / tetrahydrofuran / 13 h / 20 °C

2: 27.4 percent / oxalyl chloride; dimethyl sulfoxide; triethyl amine / CH₂Cl₂ / -61 - 20 °C

With lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 1: Deacetylation / 2: Dehydration;

DOI:10.1021/ja9938231

upstream raw materials:

2,4,4,6-tetramethyl-5,6-dihydro-4H-1,3-oxazine

cyclopentyl iodide

tricyclopentylborane

1,2-dimethoxyethenyllithium

Downstream raw materials:

cyclopenthiazide

2-benzyl-6-chloro-3-cyclopentylmethyl-1,1-dioxo-1,2,3,4-tetrahydro-1λ⁶-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

2-(2-cyclopentylethyl)amino-2'-fluorodiphenylamine

2-amino-5-cyclopentyl-thiophene-3-carbonitrile

Refernces

• 1、 Sum,Weiler. "-". . p. 1012. Retrieved 1979.
• 2、 Liu, Wei,Wu, Qiang,Wang, Miao,Huang, Yahao,Hu, Peng. "Iron-Catalyzed C-C Single-Bond Cleavage of Alcohols". supporting information. p. 8413 - 8418. Retrieved 2021/11/01.
• 3、 Eshon, Josephine,Foarta, Floriana,Landis, Clark R.,Schomaker, Jennifer M.. "α-Tetrasubstituted Aldehydes through Electronic and Strain-Controlled Branch-Selective Stereoselective Hydroformylation". . p. 10207 - 10220. Retrieved 2018/09/06.