3438-48-0

Basic information

• Product Name: 4-Phenylpyrimidine
• Synonyms: 5-CHLORO-2-ANISIC ACID;4-PHENYLPYRIMIDINE;2-METHOXY-5-CHLOROBENZOIC ACID;RARECHEM AL BO 0576;4-Phenylpyrimidine,96%;NSC 84249;4-phenyl-pyrimidin;6-phenylpyrimidine
• CAS NO: 3438-48-0
• Molecular Formula: C₁₀H₈N₂
• Molecular Weight: 156.19
• EINECS: 222-345-8
• Product Categories: Pyridines, Pyrimidines, Purines and Pteredines;Heterocyclic Compounds;Building Blocks;Heterocyclic Building Blocks;Pyrimidines
• Mol File: 3438-48-0.mol
• Article Data: 46

Chemical Properties

• Melting Point: 98-100 °C(lit.)
• Boiling Point: 270.42°C (rough estimate)
• Flash Point: >230 °F
• Appearance: light yellow crystalline powder
• Density: 1.1566 (rough estimate)
• Vapor Pressure: 0.00256mmHg at 25°C
• Refractive Index: 1.6057 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 1.57±0.10(Predicted)
• CAS DataBase Reference: 4-Phenylpyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Phenylpyrimidine(3438-48-0)
• EPA Substance Registry System: 4-Phenylpyrimidine(3438-48-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-36-22
• Safety Statements: 26-37/39-24/25
• WGK Germany: 3
• RTECS: UV9640000
• Hazardous Substances Data: 3438-48-0(Hazardous Substances Data)

Usage

Chemical Properties

light yellow crystalline powder

Definition

ChEBI: A biaryl that is pyrimidine substituted at position 4 by a phenyl group.

Synthesis Reference(s)

The Journal of Organic Chemistry, 47, p. 2673, 1982 DOI: 10.1021/jo00134a034

InChI:InChI=1/C10H8N2/c1-2-4-9(5-3-1)10-6-7-11-8-12-10/h1-8H

Upstream product

• 289-95-2 PYRIMIDINE 
• 60-29-7 diethyl ether 
• 591-51-5 phenyllithium 
• 26032-72-4 2,4-dichloro-6-phenyl-pyrimidine 
• 1201-93-0 1-phenyl-3-dimethylaminoprop-2-enone 
• 540-69-2 ammonium formate 
• 77287-34-4 formamide 
• 33603-87-1 β-chlorocinnamaldehyde 
• 41125-10-4 benzoylacetaldehyde sodium salt 
• 4774-33-8 tris(formylamino)methane 
• 98-86-2 acetophenone 
• 3306-07-8 1-benzoyl-2-chloroethene 
• 290-87-9 1,3,5-Triazine 
• 3433-56-5 1-(1-phenylvinyl)pyrrolidine 

Downstream Products

• 10198-90-0 6-phenyl-4-(2-pyridyl)pyrimidine 
• 866722-56-7 6,6'-diphenyl-4,4′-bipyrimidine 
• 4891-69-4 4-phenyl-6(1H)-pyrimidinone 
• 108208-58-8 [PdCl₂(C₄N₂H₃(C₆H₅))2] 
• 1315336-03-8 C₁₄H₁₀N₂S 
• 1315336-15-2 4-[2,6-bis(thiophen-2-yl)phenyl]pyrimidine 
• 1315336-05-0 4-[2-(pyridine-3-yl)phenyl]pyrimidine 
• 1315336-17-4 4-[2,6-bis(pyridine-3-yl)phenyl]pyrimidine 
• 1315336-04-9 4-[2-(pyrimidin-5-yl)phenyl]pyrimidine 
• 1315336-16-3 5,5'-[-2-(pyrimidin-4-yl)-1,3-phenylene]dipyrimidine 
• 1315336-01-6 4-(4'-methoxybiphenyl-2-yl)pyrimidine 
• 1315336-12-9 4-(4,4''-dimethoxy-1,1':3',1''-terphenyl-2'-yl)pyrimidine 

Relevant articles and documents

INVESTIGATION OF SOME ELECTROPHILIC REACTIONS OF 4-PHENYL-5-HYDROXYPYRIMIDINE AND ITS 1-OXIDE

A difference in the reactivities of the 2 and 6 positions of the 5-hydroxypyrimidine ring and an effect of the N-oxide group on the direction of electrophilic substitution reactions were demonstrated in the case of synthesized 4-phenyl-5-hydroxypyrimidine and its 1-oxide.

Thermal Cycloaddition of 1,3,5-Triazine with Enamines: Regiospecific Pyrimidine Annulation

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Transition-Metal-Free Decarboxylative Arylation of 2-Picolinic Acids with Arenes under Air Conditions

A facile, transition-metal-free, and direct decarboxylative arylation of 2-picolinic acids with simple arenes is described. The oxidative decarboxylative arylation of 2-picolinic acids with arenes proceeds readily via N-chloro carbene intermediates to afford 2-arylpyridines in satisfactory to good yields under transition-metal-free conditions. This new type of decarboxylative arylation is operationally simple and scalable and exhibits high functional-group tolerance. Various synthetically useful functional groups, such as halogen atoms, methoxycarbonyl, and nitro, remain intact during the decarboxylative arylation of 2-picolinic acids.

Selective aryl radical transfers into N-heteroaromatics from diaryliodonoium salts with trimethoxybenzene auxiliary

We have found that a series of trimethoxybenzene-based diaryliodonium(III) salts I (ArI+Ar’X-, where Ar = various aryl groups, Ar’ = 2,4,6-trimethoxyphenyl, X- = counterion) can exclusively cause Ar-transfers during the base-induced radical couplings with N-heteroaromatic compounds 1 by working the trimethoxybenzene ring (Ar’) as an inert coupling auxiliary. By the treatment with N-heteroaromatics 1 as the solvent, the metal-free arylations utilizing the specific salts I initiated by solid NaOH upon heating selectively produced the corresponding biaryls 2 in good yields without the formation of the trimethoxybenzene (Ar’) coupling product.