2,3,6-Trichloroanisole

Base Information

• Chemical Name: 2,3,6-Trichloroanisole
• CAS No.: 50375-10-5
• Molecular Formula: C7H5Cl3O
• Molecular Weight: 211.475
• European Community (EC) Number: 256-561-9
• UNII: 4KA09EQ48N
• DSSTox Substance ID: DTXSID60198432
• Nikkaji Number: J209.017A
• Wikidata: Q83071213
• Mol file: 50375-10-5.mol

Synonyms:2,3,6-TRICHLOROANISOLE;50375-10-5;1,2,4-Trichloro-3-methoxybenzene;Benzene, 1,2,4-trichloro-3-methoxy-;4KA09EQ48N;EINECS 256-561-9;UNII-4KA09EQ48N;SCHEMBL2355429;DTXSID60198432;1,2,4-Trichloro-3-methoxy-benzene;1,2,4-Trichloro-3-methoxybenzene #;FT-0639895;2,3,6-Trichloroanisole 10 microg/mL in Cyclohexane;2,3,6-Trichloroanisole, PESTANAL(R), analytical standard

Chemical Property of 2,3,6-Trichloroanisole

Chemical Property:

• Vapor Pressure: 0.0281mmHg at 25°C
• Melting Point: 45°C
• Refractive Index: 1.55
• Boiling Point: 254.1 °C at 760 mmHg
• Flash Point: 100.4 °C
• PSA: 9.23000
• Density: 1.416 g/cm³
• LogP: 3.65540
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 209.940598
• Heavy Atom Count: 11
• Complexity: 131

Purity/Quality:

98%Min ^*data from raw suppliers

2,3,6-Trichloroanisole ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1Cl)Cl)Cl

Technology Process of 2,3,6-Trichloroanisole

There total 6 articles about 2,3,6-Trichloroanisole 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: 32.0%

1,2,3,4,-tetrachlorobenzene (634-66-2) + sodium methylate (124-41-4) → 1,2,4-trichloro-3-methoxybenzene (50375-10-5) + 1,2,3-trichloro-4-methoxybenzene (54135-80-7)

Guidance literature:

In N,N,N,N,N,N-hexamethylphosphoric triamide; at 120 ℃; for 1h;

DOI:10.1016/S0040-4020(01)97647-1

Reference yield: 4.0%

1,2,3,4,-tetrachlorobenzene (634-66-2) + sodium methylate (124-41-4) + methyl iodide (74-88-4) → 1,2,4-trichloro-3-methoxybenzene (50375-10-5) + 1,2,3-trichloro-4-methoxybenzene (54135-80-7) + 2,4-Dichloro-1,3-dimethoxybenzene (86607-59-2) + 3,6-dichlorocatechol dimethyl ether (90283-02-6) + 3,4-dichloro-1,2-dimethoxybenzene (90283-00-4)

Guidance literature:

1,2,3,4,-tetrachlorobenzene; sodium methylate; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 120 ℃; for 3h; Inert atmosphere;

methyl iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.3762/bjoc.9.311

Reference yield:

2,3,6-trichloro p-aminophenol (64981-10-8) → 1,2,4-trichloro-3-methoxybenzene (50375-10-5)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous HCl / Diazotization_.Kochen der Diazoniumsalz-Loesung mit Aethanol

2: aqueous KOH

With hydrogenchloride; potassium hydroxide;

upstream raw materials:

1,2,4-trichloro-3-nitrobenzene

sodium methylate

2,3,6-trichlorophenol

dimethyl sulfate

Downstream raw materials:

2,4-Dichloro-1,3-dimethoxybenzene

2,3,6-trichlorophenol

4'-hydroxy-2,2',3,3',4,5,5'-heptachlorobiphenyl

4-hydroxy-2,2',3,4',5,5'6-heptachlorobiphenyl

Refernces

• 1、 Testaferri, L.,Tiecco, M.,Tingoli, M.,Chianelli, D.,Montanucci, M.. "THE REACTIONS OF UNACTIVATED ARYL HALIDES WITH SODIUM METHOXIDE IN HMPA; SYNTHESIS OF PHENOLS, ANISOLES, AND METHOXYPHENOLS". . p. 193 - 198. Retrieved 2007/10/02.