2113-54-4

Basic information

• Product Name: 3-acetamidobiphenyl
• Synonyms: 3-acetamidobiphenyl;3-(Acetylamino)biphenyl;3'-Phenylacetanilide;N-[1,1'-Biphenyl-3-yl]acetamide
• CAS NO: 2113-54-4
• Molecular Formula: C₁₄H₁₃NO
• Molecular Weight: 211.28
• Mol File: 2113-54-4.mol
• Article Data: 10

Chemical Properties

• Melting Point: 148°C
• Boiling Point: 350.95°C (rough estimate)
• Flash Point: 256.6°C
• Appearance: /
• Density: 1.0694 (rough estimate)
• Vapor Pressure: 1.56E-07mmHg at 25°C
• Refractive Index: 1.5780 (estimate)
• CAS DataBase Reference: 3-acetamidobiphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: 3-acetamidobiphenyl(2113-54-4)
• EPA Substance Registry System: 3-acetamidobiphenyl(2113-54-4)

Safety Data

• Hazardous Substances Data: 2113-54-4(Hazardous Substances Data)

Usage

Safety Profile

orl-rat TDLo:4200 mg/kg/35W-C:ETA CNREA8 16,525,56

InChI:InChI=1/C14H13NO/c1-11(16)15-14-9-5-8-13(10-14)12-6-3-2-4-7-12/h2-10H,1H3,(H,15,16)

Upstream product

• 2243-47-2 3-biphenyl amine 
• 75-36-5 acetyl chloride 
• 10345-87-6 3-phenylcyclohex-2-enone 
• 88141-37-1 3-phenylcyclohex-2-enone oxime 
• 893638-32-9 C₁₅H₁₂N₂O 
• 1432754-82-9 N-(3-((4,6-dimethoxy-1,3,5-triazin-2-yl)oxy)phenyl)acetamide 
• 98-80-6 phenylboronic acid 
• 621-42-1 meta-hydroxyacetanilide 
• 2996-92-1 phenyl trimethylsiloxane 
• 108-24-7 acetic anhydride 
• 108-42-9 3-chloro-aniline 
• 960-16-7 tributylphenylstannane 
• 66003-76-7 Diphenyliodonium triflate 
• 103-84-4 Acetanilid 

Downstream Products

• 53592-10-2 2,4-dibromo-1,1'-biphenyl 
• 745830-15-3 2-chloro-7-phenylquinoline-3-carbaldehyde 
• 29314-09-8 7-phenylquinoline 

Relevant articles and documents

Direct para-Selective C-H Amination of Iodobenzenes: Highly Efficient Approach for the Synthesis of Diarylamines

Iodine(III)-mediated synthesis of 4-iodo-N-phenylaniline from iodobenzene has been achieved, and the reaction can proceed under mild conditions. A variety of functional groups were well tolerated, providing the corresponding products in moderate to good yields. The remaining iodine group provides an effective platform for converting the products into several valuable asymmetric diphenylamines. Most importantly, this reaction can be easily scaled up to the ten-gram scale, highlighting its synthetic utility. The mechanistic study revealed that the in situ generated aryl hypervalent iodine intermediate is the key factor to realize this para-selective C-H amination reaction.

Pd-catalyzed Semmler-Wolff reactions for the conversion of substituted cyclohexenone oximes to primary anilines

Homogeneous Pd catalysts have been identified for the conversion of cyclohexenone and tetralone O-pivaloyl oximes to the corresponding primary anilines and 1-aminonaphthalenes. This method is inspired by the Semmler-Wolff reaction, a classic method that exhibits limited synthetic utility owing to its forcing conditions, narrow scope, and low product yields. The oxime N-O bond undergoes oxidative addition to Pd0(PCy3)2, and the product of this step has been characterized by X-ray crystallography and shown to undergo dehydrogenation to afford the aniline product.

Nickel-catalyzed Suzuki-Miyaura coupling of heteroaryl ethers with arylboronic acids

Nickel-catalyzed Suzuki-Miyaura coupling of heteroaryl ethers with arylboronic acids was described. Selective activation of the phenol C-O bonds was achieved by converting them into the corresponding aryl 2,4-dimethoxy-1,3,5- triazine-6-yl ethers, in which aryl C-O bond could be selectively cleaved with inexpensive, air-stable NiCl2(dppf) as a catalyst. Coupling of these readily accessible heteroaryl ethers proved tolerant of extensive functional groups.