2,4,6-Trichlorobenzaldehyde

Base Information

• Chemical Name: 2,4,6-Trichlorobenzaldehyde
• CAS No.: 24473-00-5
• Molecular Formula: C7H3Cl3O
• Molecular Weight: 209.459
• Hs Code.: 2913000090
• DSSTox Substance ID: DTXSID20415657
• Nikkaji Number: J1.263.378E
• Wikidata: Q72510208
• Mol file: 24473-00-5.mol

Synonyms:2,4,6-trichlorobenzaldehyde;24473-00-5;Benzaldehyde, 2,4,6-trichloro-;MFCD12024961;ghl.PD_Mitscher_leg0.543;SCHEMBL94930;2,4,6-trichloro benzaldehyde;2,4,6-trichloro-benzaldehyde;DTXSID20415657;TWFSYIOOAAYYAL-UHFFFAOYSA-N;BCP07137;CS1581;AKOS016009553;AB92856;AM83267;CS-W018721;GS-6024;SY113332;EN300-117507;A877905;Z1269229300

Chemical Property of 2,4,6-Trichlorobenzaldehyde

Chemical Property:

• Melting Point: 58.5-59.5℃
• Boiling Point: 180-195℃ (12 Torr)
• PSA: 17.07000
• Density: 1.529±0.06 g/cm3(Predicted)
• LogP: 3.45930
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 207.924948
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

98% ^*data from raw suppliers

2,4,6-Trichlorobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1Cl)C=O)Cl)Cl
• Uses: 2,4,6-Trichlorobenzaldehyde is used in the synthesis of Pydiflumetofen (P999040).

Technology Process of 2,4,6-Trichlorobenzaldehyde

There total 12 articles about 2,4,6-Trichlorobenzaldehyde 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: 96.0%

1,3,5-trichlorobenzene (108-70-3,63697-19-8) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2,4,6-trichlorobenzaldehyde (24473-00-5)

Guidance literature:

1,3,5-trichlorobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h;

DOI:10.1016/j.bmc.2017.03.048

Reference yield: 95.0%

2,4-dichlorobenzaldeyhde (874-42-0) → 2,4,6-trichlorobenzaldehyde (24473-00-5)

Guidance literature:

With N-chloro-succinimide; palladium diacetate; silver trifluoroacetate; anthranilic acid; trifluoroacetic acid; In 1,2-dichloro-ethane; at 60 ℃; for 24h; Sealed tube;

DOI:10.1021/jacs.6b11188

Reference yield: 93.0%

2,4,6-Trichlorobenzonitrile (6575-05-9) → 2,4,6-trichlorobenzaldehyde (24473-00-5)

Guidance literature:

With formic acid; nickel/aluminium alloy; water; at 100 ℃; for 4h;

upstream raw materials:

2,4,6-Trichlorobenzylidene dichloride

(2,4,6-trichlorophenyl)methanol

2,4,6-trichlorotoluene

2,4,6-trichlorobenzyl bromide

Downstream raw materials:

1,3,5-trichlorobenzene

(Dimethyl-phosphinoyl)-(2,4,6-trichloro-phenyl)-methanol

5-methyl-3-(2,4,6-trichloro-phenyl)-isoxazole-4-carboxylic acid methyl ester

formic acid

Refernces

• 1、 Li, Feng,Zhou, Yirong,Yang, Heng,Wang, Ziqi,Yu, Qinqin,Zhang, Fang-Lin. "Monodentate Transient Directing Group Enabled Pd-Catalyzed Ortho-C-H Methoxylation and Chlorination of Benzaldehydes". supporting information. p. 3692 - 3695. Retrieved 2019/05/24.
• 2、 Zhou, Donghui,Springer, Maya Z.,Xu, David,Liu, Degang,Hudmon, Andy,Macleod, Kay F.,Meroueh, Samy O.. "Small molecules inhibit STAT3 activation, autophagy, and cancer cell anchorage-independent growth". . p. 2995 - 3005. Retrieved 2017/05/29.