1817-77-2

Basic information

• Product Name: 4-NITRODIPHENYLMETHANE
• Synonyms: 4-NITRODIPHENYLMETHANE;(p-Nitrophenyl)phenylmethane;1-Benzyl-4-nitrobenzene;Methane, (p-nitrophenyl)phenyl-;p-Nitrodiphenylmethane;Nitrodiphenylmethane;4-NITRODIPHENYLMETHANE 98+%;(4-Nitrophenyl)(phenyl)methane
• CAS NO: 1817-77-2
• Molecular Formula: C₁₃H₁₁NO₂
• Molecular Weight: 213.23
• Product Categories: Nitro Compounds;Nitrogen Compounds;Organic Building Blocks
• Mol File: 1817-77-2.mol
• Article Data: 60

Chemical Properties

• Melting Point: 31 °C
• Boiling Point: 114-115 °C0.05 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.145 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.6040(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 4-NITRODIPHENYLMETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITRODIPHENYLMETHANE(1817-77-2)
• EPA Substance Registry System: 4-NITRODIPHENYLMETHANE(1817-77-2)

Safety Data

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37
• WGK Germany: 3
• Hazardous Substances Data: 1817-77-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 38, p. 2675, 1973 DOI: 10.1021/jo00955a022Synthetic Communications, 24, p. 1999, 1994 DOI: 10.1080/00397919408010207Synthesis, p. 770, 1986 DOI: 10.1055/s-1986-31773

Upstream product

• 619-73-8 4-nitrobenzyl chloride 
• 71-43-2 benzene 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 108-86-1 bromobenzene 
• 99-99-0 1-methyl-4-nitrobenzene 
• 98-80-6 phenylboronic acid 
• 7664-93-9 sulfuric acid 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 100-44-7 benzyl chloride 
• 17763-80-3 para-nitrophenyl triflate 
• 70207-45-3 (4-nitrobenzyl)phosphoric acid diethyl ester 
• 163193-79-1 4-nitrobenzyl 2,2,2-trichloroethanimidoate 
• 960-16-7 tributylphenylstannane 
• 100-14-1 4-nitrobenzyl chloride 

Downstream Products

• 13304-22-8 4-(4-nitro-benzyl)-benzoic acid 
• 856933-36-3 4-(4-Amino-benzyl)-benzoic acid methyl ester 
• 126831-10-5 2-(4-(4-nitrobenzyl)phenyl)acetonitrile 
• 181935-85-3 4-(4-Nitro-benzyl)-benzoic acid methyl ester 
• 181935-94-4 [4-(4-Nitro-benzyl)-phenyl]-acetic acid methyl ester 
• 181935-88-6 C₃₃H₃₀N₂O₄ 
• 181935-97-7 {4-[8-(4-Methoxycarbonylmethyl-benzyl)-6H,12H-5,11-methano-dibenzo[b,f][1,5]diazocin-2-ylmethyl]-phenyl}-acetic acid methyl ester 
• 1313757-12-8 C₁₉H₁₅N₃O₆S 
• 122337-23-9 4-benzoylamino-4'-(4-benzoylamino-benzyl)-benzophenone 
• 102184-57-6 1,4-bis-(4-nitro-benzoyl)-benzene 
• 101-53-1 p-benzylphenol 
• 1137-41-3 (4-aminophenyl)(phenyl)methanone 
• 63068-97-3 dichloro-(4-nitro-phenyl)-phenyl-methane 
• 1817-74-9 bis(4-nitrophenyl)methane 

Relevant articles and documents

Formation of Acyclic cis-Azobenzene without Light

Reduction mixture of bis(4-nitrobenzyl) ether contained a considerable amount of cis-4,4'-dimethylazobenzene.

Nickel-catalyzed reductive deoxygenation of diverse C-O bond-bearing functional groups

We report a catalytic method for the direct deoxygenation of various C-O bond-containing functional groups. Using a Ni(II) pre-catalyst and silane reducing agent, alcohols, epoxides, and ethers are reduced to the corresponding alkane. Unsaturated species including aldehydes and ketones are also deoxygenated via initial formation of an intermediate silylated alcohol. The reaction is chemoselective for C(sp3)-O bonds, leaving amines, anilines, aryl ethers, alkenes, and nitrogen-containing heterocycles untouched. Applications toward catalytic deuteration, benzyl ether deprotection, and the valorization of biomass-derived feedstocks demonstrate some of the practical aspects of this methodology.

Dual copper- and photoredox-catalysed C(sp2)-C(sp3) coupling

The use of copper catalysis with visible light photoredox catalysis in a cooperative fashion has recently emerged as a versatile means of developing new C-C bond forming reactions. In this work, dual copper and photoredox catalysis is exploited to effect C(sp2)-C(sp3) cross-couplings between aryl boronic acids and benzyl bromides.

Decarboxylative Benzylation of Aryl and Alkenyl Boronic Esters

The copper-catalyzed decarboxylative benzylation of aryl and alkenyl boronic esters with electron-deficient aryl acetates is reported. The oxidative coupling proceeds under mild, aerobic conditions and tolerates a host of potentially reactive electrophilic functional groups that would be problematic with traditional benzylation methods (aryl iodides and bromides, protic heteroatoms, aldehydes, Michael acceptors). A reaction pathway in which a benzylic nucleophile is generated by aryl acetate decarboxylation and in turn is intercepted by the catalyst to form diarylmethane products is supported by mechanistic studies.