(1S,2R)-2-Chloro-cyclopentanol

Base Information

• Chemical Name: (1S,2R)-2-Chloro-cyclopentanol
• CAS No.: 20377-80-4
• Molecular Formula: C5H9ClO
• Molecular Weight: 120.579
• Hs Code.: 2906199090
• DSSTox Substance ID: DTXSID20479037
• Nikkaji Number: J2.271.282I
• Wikidata: Q82312891
• Mol file: 20377-80-4.mol

Synonyms:(1S,2R)-2-CHLORO-CYCLOPENTANOL;20377-80-4;(1S,2R)-2-CHLOROCYCLOPENTAN-1-OL;C5H9ClO;(1S,2R)-2-Chlorocyclopentanol;DTXSID20479037;AKOS006331128;AG-E-49353;87759-59-9

Chemical Property of (1S,2R)-2-Chloro-cyclopentanol

Chemical Property:

• Vapor Pressure: 0.0919mmHg at 25°C
• Boiling Point: 198.2oC at 760 mmHg
• PKA: 14.27±0.40(Predicted)
• Flash Point: 73.7oC
• PSA: 20.23000
• Density: 1.17g/cm3
• LogP: 1.13860
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 120.0341926
• Heavy Atom Count: 7
• Complexity: 65.1

Purity/Quality:

97% ^*data from raw suppliers

trans-2-Chlorocyclopentanol 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(C1)Cl)O
• Isomeric SMILES: C1C[C@@H]([C@@H](C1)Cl)O

Technology Process of (1S,2R)-2-Chloro-cyclopentanol

There total 5 articles about (1S,2R)-2-Chloro-cyclopentanol 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: 47.0%

trimethylsilyl acetate (2754-27-0) + cyclopentene (142-29-0) → (+/-)-trans-2-chlorocyclopentanol (20377-80-4) + trans-2-acetoxycyclopentanol (20520-67-6,20520-68-7,35657-87-5,86703-57-3,86703-58-4,105663-22-7,110611-69-3,112835-89-9,133442-58-7)

Guidance literature:

trimethylsilyl acetate; cyclopentene; With bis-trimethylsilanyl peroxide; dichlorotin oxide; In dichloromethane; at 20 ℃; for 24h;

With water; acetic acid; In tetrahydrofuran; at 20 ℃; for 0.166667h;

DOI:10.1016/S0040-4039(00)00176-3

Reference yield: 47.0%

trimethylsilylazide (4648-54-8) + cyclopentene (142-29-0) → (±)-trans-2-azidocyclopentanol (88807-02-7) + (+/-)-trans-2-chlorocyclopentanol (20377-80-4)

Guidance literature:

trimethylsilylazide; cyclopentene; With bis-trimethylsilanyl peroxide; dichlorotin oxide; In dichloromethane; at 20 ℃; for 24h;

With water; acetic acid; In tetrahydrofuran; at 20 ℃; for 0.166667h;

DOI:10.1016/S0040-4039(00)00176-3

Reference yield:

2-chlorocyclopentanone (694-28-0) → (+/-)-cis-2-chloro-cyclopentanol (20377-80-4,41326-51-6,63578-07-4,69578-06-9,87759-58-8,87759-59-9,87759-60-2,87759-61-3) + cyclopentanone (120-92-3)

Guidance literature:

With triethylammonium phosphinate; tris(triphenylphosphine)ruthenium(II) chloride; at 40 ℃; for 3h; Yield given. Yields of byproduct given;

DOI:10.1016/0040-4039(96)01476-1

upstream raw materials:

2-chlorocyclopentanone

trimethylsilyl acetate

cyclopentene

trimethylsilylazide

Downstream raw materials:

trans-(±)-2-(phenylthio)cyclopentanol

trans-2-Hydroxycyclopentanecarbonitrile

(+/-)-trans-2-piperazino-cyclopentanol

Cyclopentene oxide