52692-17-8

Basic information

• Product Name: Benzene, 1,3-dimethoxy-5-(phenylmethyl)-
• CAS NO: 52692-17-8
• Molecular Formula: C15H16O2
• Molecular Weight: 228.291
• Mol File: 52692-17-8.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzene, 1,3-dimethoxy-5-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,3-dimethoxy-5-(phenylmethyl)-(52692-17-8)
• EPA Substance Registry System: Benzene, 1,3-dimethoxy-5-(phenylmethyl)-(52692-17-8)

Safety Data

• Hazardous Substances Data: 52692-17-8(Hazardous Substances Data)

Upstream product

• 7311-34-4 3,5-dimethoxybenzaldehdye 
• 628263-27-4 2-(3,5-dimethoxyphenyl)-2-phenyl-1,3-dithiolane 
• 5350-41-4 trimethylbenzylammonium bromide 
• 192182-54-0 3,5-dimethoxyphenylboronic acid 
• 5281-18-5 benzaldehyde, hydrazone 
• 135678-66-9 3,5-dimethoxyphenyl 4-methylbenzene-1-sulfonate 
• 100-52-7 benzaldehyde 
• 877-88-3 3,5-dimethoxybenzyl bromide 
• 16635-23-7 phenyltriisopropoxytitanium(IV) 
• 451-40-1 phenyl benzyl ketone 
• 20469-65-2 1-bromo-3,5-dimethoxybenzene 
• 565443-11-0 (3,5-dimethoxyphenyl)(phenyl)methanol 
• 628263-26-3 (3,5-dimethoxyphenyl)(phenyl)methanone 

Downstream Products

• 28707-48-4 5-Benzylresorcin 

Relevant articles and documents

Cross coupling of benzylammonium salts with boronic acids using a well-defined N-heterocyclic carbene-palladium(ii) precatalyst

N-heterocyclic carbene-palladium(ii)-catalyzed cross-coupling of benzylammonium salts with arylboronic acids for the synthesis of diarylmethane derivatives via C-N bond activation has been developed. Notably, in the presence of the easily prepared and bench-stable Pd-PEPPSI precatalyst, the Csp3-N bond activation of the benzylammonium salt even proceeded smoothly in isopropanol at room temperature.

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.

Extremely efficient cross-coupling of benzylic halides with aryltitanium tris(isopropoxide) catalyzed by low loadings of a simple palladium(II) acctate/Tris(p-tolyl)phosphine system

Highly efficient coupling reactions of benzylic bromides or chlorides with aryltitanium tris(isopropoxide) [ArTi(O-i-Pr)3] catalyzed by a simple palladium(II) Acctate/tris(p-tolyl)phosphine [Pd(OAc)2/ P(p-tolyl)3] system are reported. The coupling reactions proceed in general at room temperature employing low catalyst loadings of 0.02 to 0.2 mol%, affording coupling products in excellent yields of up to 99%. For benzylic bromides bearing strong electronwithdrawing cyano (CN) or trifluoromethyl (CF 3) substituents, the reactions require a higher catalyst loading of 1 mol%, or the reactions are carried out at 60°C. The catalytic system also tolerates (1-bromoethyl)benzene bearing β-hydrogen atoms while using a catalyst loading of 1 mol% to afford the coupling product in a 70% yield.