6554-69-4

Basic information

• Product Name: 2,4,5-Trichloro-6-methylpyrimidine
• Synonyms: 2,4,5-Trichloro-6-methylpyrimidine
• CAS NO: 6554-69-4
• Molecular Formula: C₅H₃Cl₃N₂
• Molecular Weight: 197.4497
• Product Categories: pharmacetical
• Mol File: 6554-69-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 259.8°Cat760mmHg
• Flash Point: 136°C
• Appearance: /
• Density: 1.542g/cm³
• Vapor Pressure: 0.0206mmHg at 25°C
• Refractive Index: 1.569
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: -3.53±0.39(Predicted)
• CAS DataBase Reference: 2,4,5-Trichloro-6-methylpyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,5-Trichloro-6-methylpyrimidine(6554-69-4)
• EPA Substance Registry System: 2,4,5-Trichloro-6-methylpyrimidine(6554-69-4)

Safety Data

• Hazardous Substances Data: 6554-69-4(Hazardous Substances Data)

Usage

General Description

2,4,5-Trichloro-6-methylpyrimidine is a chemical compound with the formula C6H3Cl3N2. It is a highly toxic and potentially carcinogenic compound that is widely used as an intermediate in the synthesis of pharmaceuticals, pesticides, and other organic chemicals. 2,4,5-Trichloro-6-methylpyrimidine is known to be a strong irritant to the eyes, skin, and respiratory system, and exposure to it should be avoided. It is also considered to be a potential environmental hazard due to its persistence in the environment and its ability to bioaccumulate in living organisms. Therefore, proper handling and disposal procedures should be followed when working with this compound to minimize potential risks to human health and the environment.

InChI:InChI=1/C5H3Cl3N2/c1-2-3(6)4(7)10-5(8)9-2/h1H3

Upstream product

• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 626-48-2 6-Methyluracil 
• 10026-13-8 phosphorus pentachloride 
• 10025-87-3 trichlorophosphate 
• 16018-87-4 5-Chloro-6-methyluracil 
• 121-69-7 N,N-dimethyl-aniline 

Downstream Products

• 93669-50-2 2,5-Dichloro-6-methyl-4-N-methylanilinopyrimidine 
• 93669-69-3 5-Chloro-6-methyl-2,4-bis(N-methylanilino)pyrimidine 
• 72630-78-5 2,4-difluoro-5-chloro-6-methyl pyrimidine 

Relevant articles and documents

Pyrimidines. 7. A Study of the Chlorination of Pyrimidines with Phosphorus Oxychloride in the Presence of N,N-Dimethylaniline

The chlorination of 6-trifluoromethyluracils by phosphorus oxychloride in the presence of N,N-dimethylaniline was studied and compared with results obtained with 6-methyluracils. 6-Trifluoromethyluracils and its 5-chloro analog afforded moderate yields of the di- and trichloropyrimidines, accompanied by good yields of the 2-N-methylanilino by-products, after a 3-hour reaction time.After 24 hours, the 2-N-methylanilinopyrimidines were the primary or sole products.A small yield of 2,4-bis(N-methylanilino)-6-trifluoromethylpyrimidine was also obtained.The 6-methyluracils afforded high yields of the di- and trichloropyrimidines, after 3 and 24 hours, along with minor amounts of the 2-N-methylanilino by-products.After 48 hours, the proportion of 2,4-dichloro-6-methylpyrimidine decreased, and the 2-N-methylanilino product increased. 2-Chloro-4-methylanilino-6-methylpyrimidine and bis(2-N-methylanilino)-6-methylpyrimidine were also formed in small amounts.The chlorination products from 5-chloro-6-methyluracil remained constant over 188 hours of reaction time. It appears that the Π electron distribution around the ring, as influenced by the substituents, controls the course of the chlorination and by-product formation.Since the amination by a tertiary amine is a type of Hoffmann reaction, the presence of the chlorine in 5 position of the ring adds steric hindrance and thus enhances the regiospecificity of the formation of by-products.