8-(4-Chlorophenoxy)-2-methylideneoctanoic acid

Base Information

• Chemical Name: 8-(4-Chlorophenoxy)-2-methylideneoctanoic acid
• CAS No.: 124083-17-6
• Molecular Formula: C15H19ClO3
• Molecular Weight: 282.767
• DSSTox Substance ID: DTXSID80400847
• Wikidata: Q82203886
• Mol file: 124083-17-6.mol

Synonyms:124083-17-6;8-(4-chlorophenoxy)-2-methylideneoctanoic acid;8-(4-CHLOROPHENOXY)-2-METHYLEN-OCTANOIC ACID;8-(4-Chlorophenoxy)-2-methylenoctanoic Acid;8-(4-Chlorophenoxy)-2-methyleneoctanoic Acid;Octanoic acid, 8-(4-chlorophenoxy)-2-methylene-;SCHEMBL1115697;DTXSID80400847;AKOS030240457;FT-0664860

Chemical Property of 8-(4-Chlorophenoxy)-2-methylideneoctanoic acid

Chemical Property:

• Vapor Pressure: 5.68E-09mmHg at 25°C
• Melting Point: 65-68°C
• Boiling Point: 452.4°C at 760 mmHg
• Flash Point: 227.4°C
• PSA: 46.53000
• Density: 1.144g/cm³
• LogP: 4.31010
• Solubility.: Chloroform, Ethyl Acetate
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 282.1022722
• Heavy Atom Count: 19
• Complexity: 283

Purity/Quality:

99% ^*data from raw suppliers

8-(4-Chlorophenoxy)-2-methylenoctanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C(CCCCCCOC1=CC=C(C=C1)Cl)C(=O)O
• Uses: 8-(4-Chlorophenoxy)-2-methylenoctanoic Acid (cas# 124083-17-6) is a compound useful in organic synthesis.

Technology Process of 8-(4-Chlorophenoxy)-2-methylideneoctanoic acid

There total 1 articles about 8-(4-Chlorophenoxy)-2-methylideneoctanoic 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: 81.0%

ethyl 2-[6-(p-chlorophenoxy)hexyl]acrylate (82258-37-5) → 8-(4-Chloro-phenoxy)-2-methylene-octanoic acid (124083-17-6)

Guidance literature:

With sodium hydroxide; In methanol; for 18h; Ambient temperature;

DOI:10.1016/S0040-4039(01)80643-2

Reference yield: 63.0%

8-(4-Chloro-phenoxy)-2-methylene-octanoic acid (124083-17-6) → 8-(4-Chloro-phenoxy)-2-methylene-octanoyl chloride (124083-16-5)

Guidance literature:

With thionyl chloride; for 18h; from 0 deg C to room temp.;

DOI:10.1016/S0040-4039(01)80643-2

Reference yield:

8-(4-Chloro-phenoxy)-2-methylene-octanoic acid (124083-17-6) → (R)-(+)-etomoxir (124083-20-1,828934-40-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 63 percent / SOCl₂ / 18 h / from 0 deg C to room temp.

2: 60 percent / NaBH₄-silica / diethyl ether / 18 h / Ambient temperature

3: 49 percent / t-butylhydroperoxide, titanium isopropoxide, diethyl L-(+)-tartrate / -20 deg C, 3 h. then room temp., 1 h.

4: 1.) NaIO₄; 2.) NaHCO₃ / 1.) RuCl₃ / 1.) CCl₄, CH₃CN, H₂O, room temp., 7 h.; 2.) DMF, room temp.

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; sodium periodate; thionyl chloride; diethyl (2R,3R)-tartrate; silica gel; sodium hydrogencarbonate; ruthenium trichloride; In diethyl ether;

DOI:10.1016/S0040-4039(01)80643-2

upstream raw materials:

ethyl 2-[6-(p-chlorophenoxy)hexyl]acrylate

Downstream raw materials:

8-(4-Chloro-phenoxy)-2-methylene-octanoyl chloride

7-(4-chlorophenoxy)heptanoic acid

8-(4-Chloro-phenoxy)-2-methylene-octan-1-ol

{(S)-2-[6-(4-Chloro-phenoxy)-hexyl]-oxiranyl}-methanol

Refernces