Pyrimidine-5-carboxaldehyde Chemical Properties

Melting point:

39-43°C

Boiling point:

80-82°C 4mm

Density 

1.23

storage temp. 

Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

pka

1.15±0.10(Predicted)

form 

solid

color 

Light yellow to yellow

InChI

InChI=1S/C5H4N2O/c8-3-5-1-6-4-7-2-5/h1-4H

InChIKey

FREJAOSUHFGDBW-UHFFFAOYSA-N

SMILES

C1=NC=C(C=O)C=N1

CAS DataBase Reference

10070-92-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-43-22

Safety Statements 

26-36/37/39-36-36/37

HazardClass 

IRRITANT

HS Code 

2933599590

Pyrimidine-5-carboxaldehyde Usage And Synthesis

Uses

Pyrimidine-5-carboxaldehyde is used in the preparation of (S)- and (R)-pyrimidyl alkanol by reacting with diisopropylzinc and (n-butyl)ethyl(n-hexyl)(n-propyl)methane.

Synthesis

Under nitrogen, a solution of 5-bromopyrimidine (1 g, 6.3 mmol) in 60 mL anhydrous THF was added BuLi (2.5 M, 2.6 mL, 6.5 mmol) at -78° C. The resulting yellow solution was stirred for 20 min, after which ethyl formate (0.55 mL, 6.7 mmol) was added dropwise over 5 min. After 20 min, the reaction was quenched with 1.5 M THF/HCl solution (4.5 mL, 6.7 mmol). The cold bath was removed, and the reaction mixture was stirred for 1 h. THF was removed in vacco, 10 mL of water was then added. The mixture was extracted with CHCl3 (2*10 mL), and the combined organics were dried (MgSO4) and concentrated. The crude product was purified via flash column chromatography (5 per cent MeOH/CHCl3) to give 0.35 g (51 per cent) of the titled Pyrimidine-5-carboxaldehyde.

Pyrimidine-5-carboxaldehyde(10070-92-5)Related Product Information

• Formaldehyde
• Sulfadiazine
• Fluorocytosine
• Pyrimidine
• Uracil
• Silver sulfadiazine
• 5-METHYLCYTOSINE
• PYRIMIDINE-4-CARBOXALDEHYDE
• Pyrimidine-5-boronic acid pinacol ester
• 2-Pyrimidinecarboxamide (6CI,7CI,9CI)
• Pyrimidine-2-carboxylic acid
• 5-Pyrimidinecarboxylic acid
• Pyrrole-2-carboxaldehyde
• PYRROLE-2-CARBONITRILE
• Pyrrole-2-carboxylic acid
• 5-PYRIMIDINECARBOXAMIDE
• PYRIMIDINE-4-CARBOXYLIC ACID METHYL ESTER
• 4,6-PYRIMIDINE DICARBOXYLIC ACID