75650-38-3

Basic information

• Product Name: Benzoyl chloride, 3-formyl- (9CI)
• Synonyms: Benzoyl chloride, 3-formyl- (9CI);3-formylbenzoyl chloride
• CAS NO: 75650-38-3
• Molecular Formula: C₈H₅ClO₂
• Molecular Weight: 168.5771
• Product Categories: ACIDHALIDE
• Mol File: 75650-38-3.mol
• Article Data: 17

Chemical Properties

• Melting Point: 119 °C
• Boiling Point: 269.6±23.0 °C(Predicted)
• Appearance: /
• Density: 1.322±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Benzoyl chloride, 3-formyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoyl chloride, 3-formyl- (9CI)(75650-38-3)
• EPA Substance Registry System: Benzoyl chloride, 3-formyl- (9CI)(75650-38-3)

Safety Data

• Hazardous Substances Data: 75650-38-3(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 619-21-6 m-formylphenyl benzoic acid 

Downstream Products

• 126534-87-0 3-carboxamidobenzaldehyde 
• 1395434-68-0 C₁₈H₁₇NO₄S 
• 1395435-52-5 2-(3-N,N-diethylaminocarbonylphenyl)-3-(2-methoxyphenyl)-4-thiazolidinone 
• 1395435-19-4 2-(3-N,N-diallylaminocarbonylphenyl)-3-(2-methoxyphenyl)-4-thiazolidinone 
• 1612872-60-2 2-(3-(1-piperidinyl)carbonylphenyl)-3-(2-methoxyphenyl)-4-thiazolidinone 
• 1395435-25-2 2-(3-(phenylaminocarbonyl)phenyl)-3-(2-methoxyphenyl)-4-thiazolidinone 
• 1395435-23-0 2-(3-(benzylaminocarbonyl)phenyl)-3-(2-methoxyphenyl)-4-thiazolidinone 
• 1395435-27-4 2-(3-(phenylethylaminocarbonyl)phenyl)-3-(2-methoxyphenyl)-4-thiazolidinone 
• 1415251-35-2 2-(3-(phenylpropylaminocarbonyl)phenyl)-3-(2-methoxyphenyl)-4-thiazolidinone 
• 1415251-37-4 2-(3-(4-bromophenylethylaminocarbonyl)phenyl)-3-(2-methoxyphenyl)-4-thiazolidinone 
• 1415251-43-2 2-(3-(2-bromophenylethylaminocarbonyl)phenyl)-3-(2-methoxyphenyl)-4-thiazolidinone 
• 1415251-42-1 2-(3-(4-fluorophenylethylaminocarbonyl)phenyl)-3-(2-methoxyphenyl)-4-thiazolidinone 
• 1415251-39-6 2-(3-(4-chlorophenylethylaminocarbonyl)phenyl)-3-(2-methoxyphenyl)-4-thiazolidinone 
• 1415251-40-9 2-(3-(4-methoxyphenylethylaminocarbonyl)phenyl)-3-(2-methoxyphenyl)-4-thiazolidinone 

Relevant articles and documents

Design and optimisation of a small-molecule TLR2/4 antagonist for anti-tumour therapy

In anti-tumour therapy, the toll-like receptor 2/4 (TLR2/4) signalling pathway has been a double-edged sword. TLR2/4 agonists are commonly considered adjuvants for immune stimulation, whereas TLR2/4 antagonists demonstrate more feasibility for anti-tumour therapy under specific chronic inflammatory situations. In individuals with cancer retaliatory proliferation and metastasis after surgery, blocking the TLR2/4 signalling pathway may produce favourable prognosis for patients. Therefore, here, we developed a small-molecule co-inhibitor that targets the TLR2/4 signalling pathway. After high-throughput screening of a compound library containing 14 400 small molecules, followed by hit-to-lead structural optimisation, we finally obtained the compound TX-33, which has effective inhibitory properties against the TLR2/4 signalling pathways. This compound was found to significantly inhibit multiple pro-inflammatory cytokines released by RAW264.7 cells. This was followed by TX-33 demonstrating promising efficacy in subsequent anti-tumour experiments. The current results provide a novel understanding of the role of TLR2/4 in cancer and a novel strategy for anti-tumour therapy.

Light-Mediated Difluoromethylthiolation of Aldehydes with a Hydrogen Atom Transfer Photocatalyst

A mild general method for difluoromethylthiolation of aldehydes with PhSO2SCF2H and a decatungstate photocatalyst under redox-neutral conditions has been developed. This reaction is highly efficient, scalable, and oxidant-free. The broad substrate scope and excellent functional group tolerance of the reaction make it suitable for generating libraries of difluoromethyl thioesters. We demonstrated the utility and sustainability of the method by synthesizing several structurally complex difluoromethyl thioesters.

Formamide catalyzed activation of carboxylic acids-versatile and cost-efficient amidation and esterification

A novel, broadly applicable method for amide C-N and ester C-O bond formation is presented based on formylpyrrolidine (FPyr) as a Lewis base catalyst. Herein, trichlorotriazine (TCT), which is the most cost-efficient reagent for OH-group activation, was employed in amounts of ≤40 mol% with respect to the starting material (100 mol%). The new approach is distinguished by excellent cost-efficiency, waste-balance (E-factor down to 3) and scalability (up to >80 g). Moreover, high levels of functional group compatibility, which includes acid-labile acetals and silyl ethers, are demonstrated and even peptide C-N bonds can be formed. In comparison to reported amidation procedures using TCT, yields are considerably improved (for instance from 26 to 91%) and esterification is facilitated for the first time in synthetically useful yields. These significant enhancements are rationalized by activation by means of acid chlorides instead of less electrophilic acid anhydride intermediates.