64543-53-9

Basic information

• Product Name: 4-benzyl-1,2-dichlorobenzene
• CAS NO: 64543-53-9
• Molecular Formula: C₁₃H₁₀Cl₂
• Molecular Weight: 237.1245
• Mol File: 64543-53-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 320.7°C at 760 mmHg
• Flash Point: 140.7°C
• Density: 1.23g/cm³
• Vapor Pressure: 0.000586mmHg at 25°C
• Refractive Index: 1.593
• CAS DataBase Reference: 4-benzyl-1,2-dichlorobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-benzyl-1,2-dichlorobenzene(64543-53-9)
• EPA Substance Registry System: 4-benzyl-1,2-dichlorobenzene(64543-53-9)

Safety Data

• Hazardous Substances Data: 64543-53-9(Hazardous Substances Data)

Upstream product

• 640-60-8 toluene-4-sulfonic acid phenyl ester 
• 61428-00-0 (3,4-Dichlor-benzyliden)-hydrazin 
• 5281-18-5 benzaldehyde, hydrazone 
• 100-52-7 benzaldehyde 
• 591-50-4 iodobenzene 
• 6287-38-3 3,4-dichlorobenzaldehyde 
• 1805-32-9 3,4-dichlorobenzyl alcohol 
• 71-43-2 benzene 
• 102-47-6 3,4-Dichlorophenylmethyl chloride 
• 6284-79-3 3,4-dichlorobenzophenone 

Downstream Products

• 6284-79-3 3,4-dichlorobenzophenone 
• 82760-80-3 methyl 4-[4-(3,4-dichlorophenylmethyl)phenyl]-2,4-dioxo-1-butanoate 
• 82760-81-4 4-[4-(3,4-dichlorophenylmethyl)phenyl]-2,4-dioxo-1-butanoic acid 
• 77529-43-2 4-[4-(3,4-dichlorobenzyl)phenyl]-3-hydroxy-3-pyrroline-2,5-dione 
• 77529-37-4 [4-(3,4-Dichloro-benzyl)-phenyl]-acetic acid methyl ester 
• 77529-39-6 2-[4-(3,4-Dichloro-benzyl)-phenyl]-acetamide 
• 868607-64-1 4-bromo-1-(3,4-dichlorophenyl)-1-phenylbutane 
• 77529-35-2 1-acetyl-4-(3,4-dichlorobenzyl)benzene 

Relevant articles and documents

Cross-Coupling of Phenol Derivatives with Umpolung Aldehydes Catalyzed by Nickel

A nickel-catalyzed cross-coupling to construct the C(sp2)-C(sp3) bond was developed from two sustainable biomass-based feedstocks: phenol derivatives with umpolung aldehydes. This strategy features the in situ generation of moisture/air-stable hydrazones from naturally abundant aldehydes, which act as alkyl nucleophiles under catalysis to couple with readily available phenol derivatives. The avoidance of using both halides as the electrophiles and organometallic or organoboron reagents (also derived from halides) as the nucleophiles makes this method more sustainable. Water tolerance, great functional group (ketone, ester, free amine, amide, etc.) compatibility, and late-stage elaboration of complex biological molecules exemplified its practicability and unique chemoselectivity over organometallic reagents.

Synthesis of structurally diverse diarylketones through the diarylmethyl sp3 C-H oxidation

Under open-flask conditions, an efficient method to assemble a series of diversely functionalized diarylketones in the presence of commercially available NBS has been developed. Yields of up to 99% have been achieved employing diarylmethanes as starting material. Based on 18O-labeled experiment, the addition of stoichiometric water eventually leads to excellent yields in all carbonylation cases.

Synthesis and structure-activity relationship of the first nonpeptidergic inverse agonists for the human cytomegalovirus encoded chemokine receptor US28

US28 is a human cytomegalovirus (HCMV) encoded G-protein-coupled receptor that signals in a constitutively active manner. Recently, we identified 1 {5-(4-(4-chlorophenyl)-4-hydroxy-piperidin-1-yl)-2,2-diphenylpentanenitrile} as the first reported nonpeptidergic inverse agonist for a viral-encoded chemokine receptor. Interestingly, this compound is able to partially inhibit the viral entry of HIV-1. In this study we describe the synthesis of 1 and several of its analogues and unique structure-activity relationships for this first class of small-molecule ligands for the chemokine receptor US28. Moreover, the compounds have been pharmacologically characterized as inverse agonists on US28. By modification of lead structure 1, it is shown that a 4-phenylpiperidine moiety is essential for affinity and activity. Other structural features of 1 are shown to be of less importance. These compounds define the first SAR of ligands on a viral GPCR (US28) and may therefore serve as important tools to investigate the significance of US28-mediated constitutive activity during viral infection.