82632-38-0

Basic information

• Product Name: N-tert-butyl-1-(2-methoxyphenyl)methanimine
• Synonyms: N-tert-butyl-1-(2-methoxyphenyl)methanimine
• CAS NO: 82632-38-0
• Molecular Weight: 191.273
• Mol File: 82632-38-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: N-tert-butyl-1-(2-methoxyphenyl)methanimine(CAS DataBase Reference)
• NIST Chemistry Reference: N-tert-butyl-1-(2-methoxyphenyl)methanimine(82632-38-0)
• EPA Substance Registry System: N-tert-butyl-1-(2-methoxyphenyl)methanimine(82632-38-0)

Safety Data

• Hazardous Substances Data: 82632-38-0(Hazardous Substances Data)

Upstream product

• 75-64-9 tert-butylamine 
• 135-02-4 ortho-anisaldehyde 
• 869942-68-7 N-(2-methoxybenzyl)-2-methylpropan-2-amine 

Downstream Products

• 130995-65-2 N-tert-butyl-α-(2-methoxy)phenylnitrone 
• 128072-71-9 2-tert-Butyl-3-(2-methoxy-phenyl)-oxaziridine 
• 135-02-4 ortho-anisaldehyde 
• 6852-58-0 N-benzylidene tert-butylamine 
• 223575-47-1 2-(naphthalen-2’-yl)benzaldehyde 
• 1203-68-5 2-Phenylbenzaldehyde 
• 728919-13-9 4'-(trifluoromethoxy)-[1,1'-biphenyl]-2-carbaldehyde 
• 142598-69-4 2-(naphthalene-1-yl)benzaldehyde 
• 898821-54-0 2-(9-phenanthryl)benzenecarboxaldehyde 

Relevant articles and documents

Chemoselective Cross-Coupling between Two Different and Unactivated C(aryl)-O Bonds Enabled by Chromium Catalysis

We report here the first example of cross-coupling between two different and unactivated C(aryl)-O bonds with chromium catalysis. The combination of a low-cost Cr(II) salt, 4,4′-di-tert-butyl-2,2′-dipyridyl (dtbpy) as the ligand, and magnesium as the reductant shows high reactivity in promoting the reductive cross-coupling of aryl methyl ether derivatives with aryl esters by cleavage and coupling of two different C(aryl)-O bonds under mild conditions. The formation of active low-valent Cr species by reduction of CrCl2 with Mg can be considered, which prefers to initially activate the C(aryl)-O bond of phenyl methyl ether with the chelation help of dtbpy and an o-imine auxiliary. The subsequent consecutive reduction, second C(aryl)-O activation, and reductive elimination allow for the achievement of selective cross-coupling of C(aryl)-O/C(aryl)-O bonds.

Chromium-Catalyzed, Regioselective Cross-Coupling of C-O Bonds by Using Organic Bromides as Reactants

We report a chromium-catalyzed cross-coupling of C-O bonds with widely accessible organic bromides as reactants for the preparation of ortho -arylated or -alkylated aromatic aldehydes at room temperature. The use of metallic magnesium is essential for the reaction to occur, giving it an advantage over previous reactions involving Grignard reagents that have to be prepared separately from organic halides before the coupling.

Regio- and Chemoselective Kumada-Tamao-Corriu Reaction of Aryl Alkyl Ethers Catalyzed by Chromium under Mild Conditions

Acting as an environmentally benign synthetic tool, the cross-coupling reactions with aryl ethers via C-O bond activation have attracted broad interest. However, the functionalizations of C-O bonds are mainly limited to nickel catalysis, and selectivity has long been a prominent challenge when several C-O bonds are present in the one molecule. We report here the first chromium-catalyzed selective cross-coupling reactions of aryl ethers with Grignard reagents by the cleavage of C-O(alkyl) bonds. Diverse transformations were achieved using simple, inexpensive chromium(II) precatalyst combining imino auxiliary at room temperature. It offers a new avenue for buildup functionalized aromatic aldehydes with high efficiency and selectivity.