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

Description

4-Phenylpyrimidine, also known as ChEBI, is a biaryl compound that features a pyrimidine ring substituted at position 4 by a phenyl group. It is characterized by its light yellow crystalline powder appearance.

Uses

Used in Pharmaceutical Industry:
4-Phenylpyrimidine is used as an intermediate compound for the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be a key component in the development of new drugs targeting specific medical conditions.
Used in Chemical Research:
In the field of chemical research, 4-Phenylpyrimidine serves as a valuable compound for studying the properties and reactions of biaryl systems. Its light yellow crystalline powder form makes it suitable for various experimental setups and analyses.
Used in Material Science:
4-Phenylpyrimidine can be utilized as a building block in the development of novel materials with specific optical, electronic, or structural properties. Its incorporation into these materials can lead to advancements in various applications, such as optoelectronics, sensors, and advanced coatings.
Used in Dye and Pigment Industry:
Due to its light yellow crystalline nature, 4-Phenylpyrimidine can be employed as a dye or pigment in the colorants industry. It can be used to create specific shades and hues in various products, such as inks, paints, and plastics.

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 
• 13036-50-5 2-chloro-4-phenylpyrimidine 
• 3435-26-5 4-chloro-6-phenylpyrimidine 
• 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 
• 55735-49-4 3-acetoxy-1-phenyl-propenone 
• 3506-54-5 3-(diethylamino)-1-phenylprop-2-en-1-one 
• 41125-10-4 benzoylacetaldehyde sodium salt 
• 4774-33-8 tris(formylamino)methane 

Downstream Products

• 16495-81-1 4-(3-nitrophenyl)pyrimidine 
• 10198-90-0 6-phenyl-4-(2-pyridyl)pyrimidine 
• 74647-32-8 ethyl 6-phenylpyrimidine-4-carboxylate 
• 74502-98-0 (6-phenylpyrimidin-4-yl)methanol 
• 16495-79-7 2,4-diacetoxy-1,3,5-trinitro-6-phenyl-1,2,3,4-tetrahydropyrimidine 
• 67074-00-4 4-benzoyl-6-phenylpyrimidine 
• 64571-51-3 4-acetyl-6-phenylpyrimidine 
• 28840-36-0 6-phenylpyrimidine-4-carboxamide 
• 67073-98-7 6-phenyl-4-propionylpyrimidine 
• 67073-99-8 4-isobutyroyl-6-phenylpyrimidine 
• 74647-41-9 N,N-dimethyl-6-phenylpyrimidine-2-carboxamide 
• 74503-00-7 N,N-dimethyl-6-phenylpyrimidine-4-carboxamide 
• 2305-87-5 4-phenylpyrimidin-2-amine 
• 3435-29-8 4-Amino-6-phenylpyrimidine 

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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Catalyst free synthesis of mono- and disubstituted pyrimidines from O-acyl oximes

Transition-metal or iodine catalyzed transformations of O-acyl oximes to various N-heterocycles are well established. Herein, we report a catalyst free, oxime carboxylate based, three-component condensation method to access mono- and disubstituted pyrimidines. A broad range of substituted pyrimidines were prepared in moderate to excellent yields. Control experiments reveal that in situ generated formamidine is the key intermediate.

Preparation method of polysubstituted pyrimidine

The invention belongs to the field of chemical synthesis, and particularly relates to a preparation method of polysubstituted pyrimidine. The method comprises the following step that amidine hydrochloride and a propiophenone compound react in the presence of an iron source compound, 1,10-phenanthroline and tetramethyl piperidine nitric oxide to obtain polysubstituted pyrimidine, wherein propiophenone or a propiophenone derivative is adopted as the propiophenone compound. According to the method, polysubstituted pyrimidine can be generated through a reaction by taking the propiophenone compound and amidine hydrochloride as reacting raw materials under combined promotion of the iron source compound, 1,10-phenanthroline and the tetramethyl piperidine nitric oxide; a strong alkaline or strong acidic environment is not needed, the reaction conditions are simple and mild, and the yield of polysubstituted pyrimidine is high. Experiment results show that the maximum yield of polysubstituted pyrimidine prepared through the method can reach 93% or above.