5021-47-6

Basic information

• Product Name: 2-PHENYL-1,2,3,4-TETRAHYDRO-QUINOXALINE
• Synonyms: 2-PHENYL-1,2,3,4-TETRAHYDRO-QUINOXALINE
• CAS NO: 5021-47-6
• Molecular Formula: C₁₄H₁₄N₂
• Molecular Weight: 210.27436
• Mol File: 5021-47-6.mol
• Article Data: 25

Chemical Properties

• Melting Point: 94-99°C
• Boiling Point: 395.5°Cat760mmHg
• Flash Point: 258.2°C
• Appearance: /
• Density: 1.092g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.59
• PKA: 3.84±0.70(Predicted)
• CAS DataBase Reference: 2-PHENYL-1,2,3,4-TETRAHYDRO-QUINOXALINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PHENYL-1,2,3,4-TETRAHYDRO-QUINOXALINE(5021-47-6)
• EPA Substance Registry System: 2-PHENYL-1,2,3,4-TETRAHYDRO-QUINOXALINE(5021-47-6)

Safety Data

• Hazard Codes: T,N
• Statements: 25-51/53
• Safety Statements: 45-61
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 5021-47-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H14N2/c1-2-6-11(7-3-1)14-10-15-12-8-4-5-9-13(12)16-14/h1-9,14-16H,10H2

Upstream product

• 582-24-1 1-phenyl-2-hydroxyethanone 
• 95-54-5 1,2-diamino-benzene 
• 28203-05-6 dimethoxy-2,2 phenyl-2 ethanol-1 
• 98-86-2 acetophenone 
• 1074-12-0 phenylglyoxal hydrate 
• 96-09-3 styrene oxide 
• 1504-78-5 3-phenylquinoxaline-2(1H)-one 
• 1603-79-8 phenylglyoxylic acid ethyl ester 
• 93-56-1 phenylethane 1,2-diol 
• 70-11-1 α-bromoacetophenone 
• 5495-09-0 3-phenyl-1,2-dihydro-2H-quinoxaline 
• 37167-62-7 bromo-phenyl-acetic acid methyl ester 
• 5021-43-2 2-phenylquinoxaline 

Downstream Products

• 1425037-10-0 1-(3-trifluoromethoxy)benzyl-3-phenyl-1,2,3,4-tetrahydroquinoxaline 
• 1222843-82-4 (R)-2-phenyl-1,2,3,4-tetrahydroquinoxaline 
• 1203948-11-1 (S)-2-phenyl-1,2,3,4-tetrahydroquinoxaline 
• 1425037-11-1 (R)-3-((S)-4-(3-trifluoromethoxybenzyl)-2-phenyl-3,4-dihydroquinoxalin-1(2H)-yl)-1,1,1-trifluoropropan-2-ol 
• 1425037-09-7 (R)-3-((R)-4-(3-trifluoromethoxybenzyl)-2-phenyl-3,4-dihydroquinoxalin-1(2H)-yl)-1,1,1-trifluoropropan-2-ol 
• 1425037-13-3 (R)-3-((R)-4-(3-trifluoromethoxybenzyl)-2-phenyl-3,4-dihydroquinoxalin-1(2H)-yl)-1,1,1-trifluoropropan-2-ol 
• 1425037-12-2 (R)-3-((R)-4-(3-trifluoromethoxybenzyl)-2-phenyl-3,4-dihydroquinoxalin-1(2H)-yl)-1,1,1-trifluoropropan-2-ol 
• 5021-43-2 2-phenylquinoxaline 

Relevant articles and documents

Kinetic Resolution by Lithiation: Highly Enantioselective Synthesis of Substituted Dihydrobenzoxazines and Tetrahydroquinoxalines

Kinetic resolution provided a highly enantioselective method to access a range of 3-aryl-3,4-dihydro-2H-1,4-benzoxazines using n-butyllithium and the chiral ligand sparteine. The enantioenrichment remained high on removing the tert-butoxycarbonyl (Boc) protecting group. The intermediate organolithium undergoes ring opening to an enamine. The kinetic resolution was extended to give enantiomerically enriched substituted 1,2,3,4-tetrahydroquinoxalines and was applied to the synthesis of an analogue of the antibiotic levofloxacin that was screened for its activity against the human pathogen Streptococcus pneumoniae.

Tetrabutylammonium Bromide-Catalyzed Transfer Hydrogenation of Quinoxaline with HBpin as a Hydrogen Source

A metal-free environmentally benign, simple, and efficient transfer hydrogenation process of quinoxaline has been developed using the HBpin reagent as a hydrogen source. This reaction is compatible with a variety of quinoxalines offering the desired tetrahydroquinoxalines in moderate-to-excellent yields with Bu4NBr as a noncorrosive and low-cost catalyst.

Hydrogenation or Dehydrogenation of N-Containing Heterocycles Catalyzed by a Single Manganese Complex

A highly chemoselective base-metal catalyzed hydrogenation and acceptorless dehydrogenation of N-heterocycles is presented. A well-defined Mn complex operates at low catalyst loading (as low as 2 mol %) and under mild reaction conditions. The described catalytic system tolerates various functional groups, and the corresponding reduced heterocycles can be obtained in high yields. Experimental studies indicate a metal-ligand cooperative catalysis mechanism.