60122-80-7

Basic information

• Product Name: 4-CHLORO-5-PHENYL-PYRIMIDINE
• Synonyms: 4-CHLORO-5-PHENYL-PYRIMIDINE
• CAS NO: 60122-80-7
• Molecular Formula: C₁₀H₇ClN₂
• Molecular Weight: 190.63
• Mol File: 60122-80-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-CHLORO-5-PHENYL-PYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-5-PHENYL-PYRIMIDINE(60122-80-7)
• EPA Substance Registry System: 4-CHLORO-5-PHENYL-PYRIMIDINE(60122-80-7)

Safety Data

• Hazardous Substances Data: 60122-80-7(Hazardous Substances Data)

Upstream product

• 22433-69-8 5-phenylpyrimidin-4(3H)-one 
• 21419-05-6 4-amino-5-phenylpyrimidine 
• 33201-99-9 3-amino-2-phenyl-acrylonitrile 
• 140-29-4 phenylacetonitrile 

Downstream Products

• 27956-27-0 4-methoxy-5-phenyl-pyrimidine 
• 34771-45-4 5-phenylpyrimidine 
• 114703-57-0 5-phenyl-1,4,5,6-tetrahydropyrimidine 

Relevant articles and documents

Stereoelectronic control in addition of nucleophiles to an amidinium ion

Nucleophilic addition to 1,3-dimethyl-5-phenyl-1,4,5,6-tetrahydropyrimidinium ion provides a quantitative measure of stereoelectronic control. This amidinium ion presents the nucleophile with two distinct paths for attack. Axial attack is favored by interaction between the orbital of the developing bond and antiperiplanar lone pairs on the nitrogens. Reaction of the amidinium salt with diverse nucleophiles (D-, H3C-, n-Bu-, PhCH2-, allyl-, Ph-, C5F6-, CH2=CH-, HC≡C-, PhC≡C-,CN-) produces mixtures of cis and trans stereoisomers. Both kinetic and thermodynamic product distributions were measured by 1H NMR, before and after acid-catalyzed equilibration. The values provide insight into the roles of steric and stereoelectronic forces at the transition state and in products. Stereoelectronic effects on reactivity are found to be weak (ca. 1 kcal/mol).