130161-46-5

Basic information

• Product Name: 2-Phenylpyrimidine-5-carboxaldehyde
• Synonyms: ASISCHEM A03458;CHEMBRDG-BB 4010266;2-PHENYL-PYRIMIDINE-5-CARBALDEHYDE;2-PHENYLPYRIMIDINE-5-CARBOXALDEHYDE;2-Phenylpyrimidine-5-carboxaldehyde 97%;2-Phenyl-5-pyrimidinecarboxaldehye;2-Phenyl-5-pyrimidinecarbaldehyde;2-phenylpyrimidine-5-carbaldehyde(SALTDATA: FREE)
• CAS NO: 130161-46-5
• Molecular Formula: C₁₁H₈N₂O
• Molecular Weight: 184.19
• Mol File: 130161-46-5.mol
• Article Data: 9

Chemical Properties

• Melting Point: 132.5-134°C
• Boiling Point: 244 °C at 760 mmHg
• Flash Point: 104.7 °C
• Appearance: /
• Density: 1.205g/cm³
• Vapor Pressure: 0.0311mmHg at 25°C
• Refractive Index: 1.621
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-Phenylpyrimidine-5-carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenylpyrimidine-5-carboxaldehyde(130161-46-5)
• EPA Substance Registry System: 2-Phenylpyrimidine-5-carboxaldehyde(130161-46-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• HazardClass: IRRITANT
• Hazardous Substances Data: 130161-46-5(Hazardous Substances Data)

Usage

General Description

2-Phenylpyrimidine-5-carboxaldehyde is a chemical compound with the molecular formula C12H8N2O. It is a heterocyclic compound containing a pyrimidine ring, a phenyl group, and an aldehyde functional group. 2-Phenylpyrimidine-5-carboxaldehyde is used as a building block in the synthesis of various pharmaceuticals and agrochemicals. It has also been investigated for its potential antitumor and antiviral properties. Its unique structure and reactivity make it a valuable intermediate in organic chemistry and a target for research in drug discovery and development.

InChI:InChI=1/C11H8N2O/c14-8-9-6-12-11(13-7-9)10-4-2-1-3-5-10/h1-8H

Upstream product

• 18655-47-5 triformylmethane 
• 1670-14-0 benzamidine monohydrochloride 
• 2009-81-6 2-dimethylaminomethylene-1,3-bis(dimethylimonio)propane diperchlorate 
• 618-39-3 benzamidin 
• 90905-31-0 2-(methylsulfanyl)pyrimidine-5-carbaldehyde 
• 98-80-6 phenylboronic acid 
• 886531-62-0 (2-phenylpyrimidin-5-yl)methanol 
• 38696-20-7 2-phenyl-5-bromopyrimidine 
• 107-31-3 Methyl formate 

Downstream Products

• 545421-44-1 (2E)-3-(2-Phenyl-5-pyrimidinyl)-2-propen-1-ol 
• 886531-62-0 (2-phenylpyrimidin-5-yl)methanol 
• 1361000-90-9 (E)-2-(5-fluoro-1-((2-phenylpyrimidin-5-yl)methylene)-1H-inden-3-yl)acetic acid 
• 1192251-78-7 6-(methylsulfonyl)-2-(2-phenylpyrimidin-5-yl)-1H-benzimidazole 

Relevant articles and documents

Synthesis of Soai Type 2-Arylpyrimidine-5-carbaldehydes through Desulfurative Cross-Coupling with Arylboronic Acids

A two-step synthesis of 2-arylpyrimidine-5-carbaldehydes, which are of relevance as substrates for Soai's asymmetric autocatalysis, was realized by exploiting a hidden threefold symmetry in the target core structure. Condensation of Arnold's C 3-symmetric vinamidinium cation with S-methylisothiouronium sulfate provides 2-methylsulfanyl-pyrimidine-5-carbaldehyde; introduction of aryl groups at C-2 of the latter was accomplished by a Liebeskind-Srogl palladium-catalyzed desulfurative (de-methylsulfanylative) coupling with aryl boronic acids to obtain the target compounds 1 (14 examples, 60-95 % yield). 2-Arylpyrimidine-5-carbaldehydes, which are of relevance as substrates in Soai's asymmetric autocatalysis, are prepared through Liebeskind-Srogl coupling of aryl boronic acids with 2-methylthiopyrimidine-5-carbaldehyde; the latter is obtained in a hydrolytic condensation of two symmetric amidinium salts.

6-O-acyl ketolide antibacterials

6-O-Acyl ketolide antibacterials of the formula: wherein R1, R2, R3, R4, W, X, X′, Y, and Y′ are as described herein and in which the substituents have the meaning indicated in the description. These compounds are useful as antibacterial agents.

Shock sensitivity of a vinamidinium bis-perchlorate reagent and demonstration of a lower energy alternative

'Vinamidinium' bis-perchlorate salt 1 (2-dimethylaminomethylene-1,3-bis(dimethylimmonio)-propane bis-perchlorate) was found to possess remarkably high thermal energy as well as significant shock sensitivity. A reported method for preparation of 2,5-disubstituted pyrimidines with 1 was of interest, and we found that the corresponding bis-tetrafluoroborate salt 2 was equally effective in this transformation, while possessing significantly lower thermal energy.