2,4,6-Trichlorobenzoyl chloride

Base Information

• Chemical Name: 2,4,6-Trichlorobenzoyl chloride
• CAS No.: 4136-95-2
• Molecular Formula: C7H2Cl4O
• Molecular Weight: 243.904
• Hs Code.: 29163990
• UNII: 1083Y98L1D
• DSSTox Substance ID: DTXSID80369980
• Nikkaji Number: J152.953F
• Wikipedia: 2,4,6-Trichlorobenzoyl_chloride
• Wikidata: Q27251129
• Mol file: 4136-95-2.mol

Synonyms:2,4,6-Trichlorobenzoyl chloride;4136-95-2;2,4,6-Trichlorobenzoylchloride;Benzoyl chloride, 2,4,6-trichloro-;2,4,6-Trichlorobenzoyl chloride [MI];UNII-1083Y98L1D;1083Y98L1D;Yamaguchi reagent;MFCD00075323;SCHEMBL333570;DTXSID80369980;OZGSEIVTQLXWRO-UHFFFAOYSA-N;2,4,6-trichloro benzoyl chloride;2,4,6-trichlorobenzoic acid chloride;AKOS015850010;2,4,6-Trichlorobenzoyl chloride, 97%;AC-10123;AS-15864;FT-0609850;T1413;7-NITRO-9-OXO-4-FLUORENECARBOXYLICACID;D95303;EN300-316966;A825535;Q-200177;Q27251129

Chemical Property of 2,4,6-Trichlorobenzoyl chloride

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.00302mmHg at 25°C
• Melting Point: 165-166 °C
• Refractive Index: n20/D 1.5754(lit.)
• Boiling Point: 284.215 °C at 760 mmHg
• Flash Point: 118.47 °C
• PSA: 17.07000
• Density: 1.608 g/cm³
• LogP: 4.02580
• Storage Temp.: Sealed in dry,Room Temperature
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water.
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 243.883025
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

2,4,6-Trichlorobenzoyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-28-36/37/39-45-25

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1Cl)C(=O)Cl)Cl)Cl
• Uses: 2,4,6-Trichlorobenzoyl chloride may be used in the preparation of:γ-lactone and δ-lactonealiphatic aromatic anhydrides, required for the synthesis of amphiphilic hyaluronanmixed anhydride, required for the synthesis of angelate esterssynthesis of both spongistatin 1 and spongistatin 2large-ring lactones in high yields.

Technology Process of 2,4,6-Trichlorobenzoyl chloride

There total 10 articles about 2,4,6-Trichlorobenzoyl chloride 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:

2,4,6-trichlorobenzoic acid (50-43-1) → 2,4,6-trichlorobenzoyl chloride (4136-95-2)

Guidance literature:

With phosphorus pentachloride;

DOI:10.1021/ja01350a036

Reference yield:

2-bromo-6-chloro-4-methylaniline (135340-78-2) → 2,4,6-trichlorobenzoyl chloride (4136-95-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) concd. H₂SO₄, NaNO₂ / 1.) HOAc, 15 deg C, 3 h, 2.) H₂O, 35-40 deg C, 1 h

2: 40.8 percent / concd. H₂SO₄ / 3 h / Heating

3: 77.4 percent / concd. HCl, NaNO₂, HOAc / H₂O / 1.) 5 deg C, 30 min, 2.) 85 deg C, 1 h

4: SOCl₂, DMF / 3 h / Heating

5: SOCl₂, DMF / 3 h / Heating

With hydrogenchloride; thionyl chloride; sulfuric acid; acetic acid; N,N-dimethyl-formamide; sodium nitrite; In water;

Reference yield:

2-bromo-6-chloro-4-methylbenzonitrile (135340-79-3) → 2,4,6-trichlorobenzoyl chloride (4136-95-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 40.8 percent / concd. H₂SO₄ / 3 h / Heating

2: 77.4 percent / concd. HCl, NaNO₂, HOAc / H₂O / 1.) 5 deg C, 30 min, 2.) 85 deg C, 1 h

3: SOCl₂, DMF / 3 h / Heating

4: SOCl₂, DMF / 3 h / Heating

With hydrogenchloride; thionyl chloride; sulfuric acid; acetic acid; N,N-dimethyl-formamide; sodium nitrite; In water;

upstream raw materials:

2,4,6-trichlorobenzoic acid

2-Bromo-6-chloro-4-methyl-benzoyl chloride

2-bromo-6-chloro-4-methylaniline

2-bromo-6-chloro-4-methylbenzonitrile

Downstream raw materials:

1-(2,4,6-trichloro-phenyl)-ethanone

1,3-bis-(2,4,6-trichloro-phenyl)-propane-1,3-dione

2-benzoyl-1,3,5-trichlorobenzene

(2Z)-2-methyl-2-butenoic 2,4,6-trichlorobenzoic anhydride

Refernces

• 1、 Singh, Rohit,Kumar, Vikas,Bharate, Sonali S.,Vishwakarma, Ram A.. "Synthesis, pH dependent, plasma and enzymatic stability of bergenin prodrugs for potential use against rheumatoid arthritis". . p. 5513 - 5521. Retrieved 2017/10/06.
• 2、 -. "JANUS KINASE INHIBITOR COMPOUNDS AND METHODS". Page/Page column 100. . Retrieved 2010/12/29.