4-Chloro-3-fluoro-2-methoxy-3-methylhex-4-enoic acid

Base Information

• Chemical Name: 4-Chloro-3-fluoro-2-methoxy-3-methylhex-4-enoic acid
• CAS No.: 7235-16-7
• Molecular Formula: C8H12ClFO3
• Molecular Weight: 184.238
• DSSTox Substance ID: DTXSID00413292
• Mol file: 7235-16-7.mol

Synonyms:7235-16-7;4-chloro-3-fluoro-2-methoxy-3-methylhex-4-enoic acid;DTXSID00413292

Chemical Property of 4-Chloro-3-fluoro-2-methoxy-3-methylhex-4-enoic acid

Chemical Property:

• Vapor Pressure: 4.41E-05mmHg at 25°C
• Boiling Point: 326.2°Cat760mmHg
• Flash Point: 151.1°C
• Density: 1.222g/cm³
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 210.0459001
• Heavy Atom Count: 13
• Complexity: 229

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C(C(C)(C(C(=O)O)OC)F)Cl

Technology Process of 4-Chloro-3-fluoro-2-methoxy-3-methylhex-4-enoic acid

There total 26 articles about 4-Chloro-3-fluoro-2-methoxy-3-methylhex-4-enoic 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: 87.0%

C13H12O (1271193-48-6) → 2,3,4,9-tetrahydro-1H-fluoren-1-one (7235-16-7)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/jo300188y

Reference yield: 74.0%

4-(1H-inden-3-yl)butanenitrile (7235-18-9) → 2,3,4,9-tetrahydro-1H-fluoren-1-one (7235-16-7)

Guidance literature:

With PPA; at 120 ℃; for 0.5h;

DOI:10.1055/s-2008-1032205

Reference yield:

inden-1-one (83-33-0) → 2,3,4,9-tetrahydro-1H-fluoren-1-one (7235-16-7)

Guidance literature:

Multi-step reaction with 8 steps

1: Zn, HgCl₂, I₂ / benzene; diethyl ether / Heating

2: HCO₂H

3: H₂ / PtO₂

4: LiAlH₄

5: HBr

6: (i) NaOEt, (ii) /BRN= 2440395/

7: (i) aq. KOH, (ii) aq. HCl

8: polyphosphoric acid

With lithium aluminium tetrahydride; formic acid; PPA; hydrogen bromide; hydrogen; iodine; mercury dichloride; zinc; platinum(IV) oxide; In diethyl ether; benzene;

DOI:10.1021/jo00948a001

upstream raw materials:

4-(1H-inden-3-yl)butanenitrile

4-(1H-inden-3-yl)butanoic acid

4-Chlorobutyronitrile

1-indene

Downstream raw materials:

1,2,3,4-tetrahydro-9H-1-[1-(phenylthio)cyclopropyl]fluoren-1-ol

1-Oximino-1,2,3,4-tetrahydro-fluoren

1-methylfluorene

Refernces

• 1、 Tummatorn, Jumreang,Batsomboon, Paratchata,Clark, Ronald J.,Alabugin, Igor V.,Dudley, Gregory B.. "Strain-promoted azide-alkyne cycloadditions of benzocyclononynes". . p. 2093 - 2097. Retrieved 2012/05/19.