Methyl 5-chloropentanoate

Base Information

• Chemical Name: Methyl 5-chloropentanoate
• CAS No.: 14273-86-0
• Molecular Formula: C6H11ClO2
• Molecular Weight: 150.605
• Hs Code.: 2915900090
• European Community (EC) Number: 624-347-8
• NSC Number: 120453
• DSSTox Substance ID: DTXSID50298071
• Nikkaji Number: J1.308.594C
• Wikidata: Q72489363
• Mol file: 14273-86-0.mol

Synonyms:Methyl 5-chloropentanoate;14273-86-0;Methyl 5-chlorovalerate;Methyl .delta.-chlorovalerate;ClCH2(CH2)3C(O)OCH3;Methyl delta-chlorovalerate;Methyl 5-chlorovalerate, 97%;SCHEMBL1363541;DTXSID50298071;5-Chlorovaleric acid, methyl ester;5-Chloropentanoic acid, methyl ester;MFCD00065274;NSC120453;AKOS006222793;FS-3796;NSC-120453;Valeric acid, 5-chloro-, methyl ester;Pentanoic acid, 5-chloro-, methyl ester;CS-0098043;FT-0637046;EN300-65866;D75917;A807956;J-007689

Chemical Property of Methyl 5-chloropentanoate

Chemical Property:

• Appearance/Colour: Clear colourless liquid
• Vapor Pressure: 0.377mmHg at 25°C
• Refractive Index: n20/D 1.436(lit.)
• Boiling Point: 197.529 °C at 760 mmHg
• Flash Point: 90 °C
• PSA: 26.30000
• Density: 1.057 g/cm³
• LogP: 1.56850
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 150.0447573
• Heavy Atom Count: 9
• Complexity: 83.1

Purity/Quality:

99% ^*data from raw suppliers

Methyl5-Chloropentanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-27-28-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCCCl

Technology Process of Methyl 5-chloropentanoate

There total 19 articles about Methyl 5-chloropentanoate 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: 85.0%

methanol (67-56-1) + 5-chloro-valeric acid (1119-46-6) → methyl 5-chloropentanoate (14273-86-0)

Guidance literature:

With thionyl chloride; at 20 ℃; for 12h;

Reference yield: 43.0%

1-Methoxy-cyclopentylhydroperoxid (142685-59-4) → methyl 5-chloropentanoate (14273-86-0)

Guidance literature:

With hydrogenchloride; copper diacetate; In 1-methyl-pyrrolidin-2-one; water; at 25 ℃; for 2h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1039/d1cc03013b

Reference yield:

methanol (67-56-1) + carbon monoxide (201230-82-2) + cyclopentanone (120-92-3) → hexanedioic acid dimethyl ester (627-93-0) + methyl 5-chloropentanoate (14273-86-0)

Guidance literature:

With copper dichloride; palladium dichloride; at 20 ℃; for 96h; under 1520 Torr;

DOI:10.1016/S0040-4039(00)00339-7

upstream raw materials:

methanol

δ-chlorovaleronitrile

5-chloro-valeric acid

methyl 2,5-dichloropentanoate

Downstream raw materials:

C₂₀H₂₄N₂O₄

5-azidovaleric acid

5-(piperidin-1-yl)valeric acid hydrochloride

6-(4-((5-amino-5-oxopentyl)amino)phenyl)-1-(4-methoxyphenyl)‐7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide

Refernces

• 1、 Hamed, Othman,El-Qisairi, Arab,Henry, Patrick M.. "Palladium(II) catalyzed carbonylation of ketones". . p. 3021 - 3024. Retrieved 2000.
• 2、 McMillan, Alastair J.,Sieńkowska, Martyna,Di Lorenzo, Piero,Gransbury, Gemma K.,Chilton, Nicholas F.,Salamone, Michela,Ruffoni, Alessandro,Bietti, Massimo,Leonori, Daniele. "Practical and Selective sp3 C?H Bond Chlorination via Aminium Radicals". supporting information. p. 7132 - 7139. Retrieved 2021/03/03.