Methyl 6-phenoxyhexanoate

Base Information

• Chemical Name: Methyl 6-phenoxyhexanoate
• CAS No.: 92156-72-4
• Molecular Formula: C13H18 O3
• Molecular Weight: 222.28022
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID30478854
• Nikkaji Number: J2.282.678F
• Wikidata: Q82312506
• Mol file: 92156-72-4.mol

Synonyms:Methyl 6-phenoxyhexanoate;92156-72-4;6-PHENOXY-HEXANOIC ACID METHYL ESTER;SCHEMBL839640;DTXSID30478854;(4-CBZ-AMINOPHENYL)BORONICACID;AKOS015965800

Chemical Property of Methyl 6-phenoxyhexanoate

Chemical Property:

• PSA: 35.53000
• LogP: 2.79880
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 222.125594432
• Heavy Atom Count: 16
• Complexity: 186

Purity/Quality:

≥99% ^*data from raw suppliers

Methyl6-phenoxyhexanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCCCOC1=CC=CC=C1

Technology Process of Methyl 6-phenoxyhexanoate

There total 4 articles about Methyl 6-phenoxyhexanoate 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: 63.0%

3-phenoxypropyl bromide (588-63-6) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 6-Phenoxy-capronsaeure-methylester (92156-72-4)

Guidance literature:

With Karstedt’s catalyst; water; zinc; In acetonitrile; at 80 ℃; for 12h;

DOI:10.1021/jo052065w

Reference yield:

methyl 6-bromohexanoate (14273-90-6) + phenol (108-95-2,27073-41-2) → 6-Phenoxy-capronsaeure-methylester (92156-72-4)

Guidance literature:

With potassium carbonate; In cyclohexanone; for 6h; Heating;

DOI:10.1021/j150655a041

Reference yield:

N-methoxycarbonyl-6-aminohexanoic acid (66800-56-4) → 6-Phenoxy-capronsaeure-methylester (92156-72-4)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl

2: (i) NO, NO₂, Ac₂O, (ii) /BRN= 969616/, K₂CO₃

With hydrogenchloride;

upstream raw materials:

6-methoxycarbonylaminohexanoic acid methyl ester

phenol

methyl 6-bromohexanoate

3-phenoxypropyl bromide

Downstream raw materials:

6-Phenoxy-hexanoic acid (3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Refernces

• 1、 Koden, Mitsuhiro,Miyake, Shiro,Takenaka, Shunsuke,Kusabayashi, Shigekazu. "Liquid Crystalline Properties of Cholesteryl ω-Arylalkanoates". . p. 2387 - 2390. Retrieved 2007/10/02.