35696-87-8

Basic information

• Product Name: 2,4,5-trichlorobenzaldehyde
• Synonyms: 2,4,5-trichlorobenzaldehyde
• CAS NO: 35696-87-8
• Molecular Formula: C₇H₃Cl₃O
• Molecular Weight: 209.46
• Mol File: 35696-87-8.mol
• Article Data: 7

Chemical Properties

• Melting Point: 111-113 °C
• Boiling Point: 274.3°C at 760 mmHg
• Flash Point: 113.9°C
• Appearance: /
• Density: 1.529g/cm³
• Vapor Pressure: 0.00545mmHg at 25°C
• Refractive Index: 1.613
• CAS DataBase Reference: 2,4,5-trichlorobenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,5-trichlorobenzaldehyde(35696-87-8)
• EPA Substance Registry System: 2,4,5-trichlorobenzaldehyde(35696-87-8)

Safety Data

• Hazardous Substances Data: 35696-87-8(Hazardous Substances Data)

Usage

Physical State

White crystalline solid

Main Uses

Intermediate in the production of agricultural and pharmaceutical chemicals
Precursor for the synthesis of dyes
Important component in the manufacture of various polymers

Toxicity

Toxic if ingested, inhaled, or absorbed through the skin
Can cause irritation to the eyes, skin, and respiratory system

Safety Measures

Handle and store with care
Adhere to appropriate safety protocols

InChI:InChI=1/C7H3Cl3O/c8-5-2-7(10)6(9)1-4(5)3-11/h1-3H

Upstream product

• 3955-26-8 1,2,4-trichloro-5-chloromethyl-benzene 
• 7664-93-9 sulfuric acid 
• 33429-70-8 1,2,4-trichloro-5-dichloromethyl-benzene 
• 7732-18-5 water 
• 208512-51-0 3-(2,4,5-trichloro-phenyl)-acrylic acid tert-butyl ester 
• 7145-82-6 2,4,5-trichloroiodobenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 6287-38-3 3,4-dichlorobenzaldehyde 
• 6639-30-1 2,4,5-trichlorotoluene 
• 53581-87-6 5-nitro-2,4-dichlorobenzaldehyde 

Downstream Products

• 53581-89-8 2,4,5-Trichlor-β-methyl-β-nitrostyrol 
• 1835-89-8 2,4,5-trichloro-styrene 
• 19010-52-7 (2,4,5-trichlorophenyl)methanol 

Relevant articles and documents

Monodentate Transient Directing Group Enabled Pd-Catalyzed Ortho-C-H Methoxylation and Chlorination of Benzaldehydes

We report Pd-catalyzed ortho-C-H methoxylation and chlorination of benzaldehydes by employing monodentate transient directing groups (TDGs) as an alternative strategy to bidentate TDGs. More importantly, a single crystal of benzaldehyde imine ortho-cyclopalladium intermediate was successfully obtained, and its structure was unambiguously determined by X-ray diffraction, which clearly showed that it was a binuclear palladium species bridged by a pyridone ligand. The utility of this approach was further demonstrated through the synthesis of key intermediates of natural products and drugs.

X-ray Characterization and Structure-Based Optimization of Striatal-Enriched Protein Tyrosine Phosphatase Inhibitors

Excessive activity of striatal-enriched protein tyrosine phosphatase (STEP) in the brain has been detected in numerous neuropsychiatric disorders including Alzheimer's disease. Notably, knockdown of STEP in an Alzheimer mouse model effected an increase in the phosphorylation levels of downstream STEP substrates and a significant reversal in the observed cognitive and memory deficits. These data point to the promising potential of STEP as a target for drug discovery in Alzheimer's treatment. We previously reported a substrate-based approach to the development of low molecular weight STEP inhibitors with Ki values as low as 7.8 μM. Herein, we disclose the first X-ray crystal structures of inhibitors bound to STEP and the surprising finding that they occupy noncoincident binding sites. Moreover, we utilize this structural information to optimize the inhibitor structure to achieve a Ki of 110 nM, with 15-60-fold selectivity across a series of phosphatases.

Pd-Catalyzed Ortho C-H Hydroxylation of Benzaldehydes Using a Transient Directing Group

The direct Pd-catalyzed ortho C-H hydroxylation of benzaldehydes was achieved using 4-chloroanthranilic acid as the transient directing group, 1-fluoro-2,4,6-trimethylpyridnium triflate as the bystanding oxidant, and p-toluenesulfonic acid as the putative oxygen nucleophile. The unusual C-H chlorination and polyfluoroalkoxylation reactions signaled the importance of external nucleophiles to the outcome of Pd(IV) reductive eliminations.