137778-09-7

Basic information

• Product Name: (5-chloro-6-methylpyridin-2-yl)methanol
• Synonyms: (5-chloro-6-methylpyridin-2-yl)methanol;2-PyridineMethanol, 5-chloro-6-Methyl-
• CAS NO: 137778-09-7
• Molecular Formula: C7H8ClNO
• Molecular Weight: 158
• Mol File: 137778-09-7.mol

Chemical Properties

• Boiling Point: 238.8±35.0 °C(Predicted)
• Appearance: /
• Density: 1.263±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 12.96±0.10(Predicted)
• CAS DataBase Reference: (5-chloro-6-methylpyridin-2-yl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (5-chloro-6-methylpyridin-2-yl)methanol(137778-09-7)
• EPA Substance Registry System: (5-chloro-6-methylpyridin-2-yl)methanol(137778-09-7)

Safety Data

• Hazardous Substances Data: 137778-09-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
(5-chloro-6-methylpyridin-2-yl)methanol is utilized as a key intermediate in the synthesis of a range of pharmaceuticals. Its distinctive structure allows for the development of new compounds with possible therapeutic applications, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Production:
In the agrochemical industry, (5-chloro-6-methylpyridin-2-yl)methanol serves as a valuable building block for the creation of various agrochemicals. Its incorporation into these products can lead to enhanced efficacy and novel modes of action, benefiting agricultural practices and crop protection.
Used in Organic Chemistry:
The presence of the hydroxyl group in (5-chloro-6-methylpyridin-2-yl)methanol's structure renders it a potentially useful intermediate for the synthesis of other organic compounds. Its versatility in organic chemistry makes it an important compound for researchers and chemists working on the development of new molecules with specific properties and applications.

Upstream product

• 3512-76-3 3-chloro-2,6-dimethylpyridine N-oxide 
• 108-24-7 acetic anhydride 
• 137778-13-3 Acetic acid 5-chloro-2,6-dimethyl-pyridin-3-yl ester 
• 2405-06-3 3-chloro-2,6-dimethylpyridine 

Downstream Products

• 137778-17-7 3-chloro-6-formyl-2-methylpyridine 
• 72093-03-9 3-chloro-2-methylpyridine 

Relevant articles and documents

Structural and spectroscopic evidence of hydrogen bonding in 3-bromo-5-hydroxy-2,6-dimethylpyridine and 3-chloro-5-hydroxy-2,6-dimethylpyridine

The crystal structures of 3-chloro-5-hydroxy-2,6-dimethylpyridine (CIHDMP) and 3-bromo-5 hydroxy-2,6-dimethyl-pyridine (BrHDMP) were determined at room temperature. Although CIHDMP is monoclinic, space group P21/c, and BrHDMP is orthorhombic, space group Pna21, the molecular conformation is essentially the same in both compounds. The structure consists of two parallel infinite chains of formula units linked through hydrogen bonds of the type O-H···N. There is no interconnection between the chains. Fourier transform IR and Raman spectra of CIHDMP and BrHDMP were measured in the 50-3500 cm-1 frequency range at room temperature. The vibrational assignment of the observed bands is proposed. The appearance of the characteristic vibrational features in the spectra of these compounds is discussed in terms of strong asymmetric hydrogen bonding. The bands observed at approximately 2800-2850, 2500-255 and 1800-1850 cm-1 are assigned to the O-H stretching modes and those at 1400-1410 and 900-950 cm-1 to δ(O-H) and γ(O-H) modes, respectively. The v(O-H) vibrations of the hydrogen bonds appear at 130-140 cm-1. The calculation γ(O-H) frequencies and other parameters describing the strong hydrogen bonding, such as the Fermi coupling constant |W|, the separation of the unperturbed vibrational levels (Δ(o)), etc., has been performed. The positions of γ(O-H) bands have been found to agree with those predicted from the perturbed v(O-H) patterns. Comparison of the structural and vibrational characteristics of hydrogen bonds in CIHDMP and BrHDMP has indicated that a stronger hydrogen bonding exists in the bromo-derivative.

THE REARRANGEMENT OF 3-CHLORO- AND 3-BROMO-2,6-DIMETHYLPYRIDINE N-OXIDE UNDER THE ACTION OF ACETIC ANHYDRIDE

The rearrangement of 3-chloro and 3-bromo-2,6-dimethylpyridine N oxides under the influence of acetic anhydride was investigated.The rearrangement products: 3-halo-2-methyyl-6-pyridylmethanol and 3-halo-2,6-dimethyl-5-hydroxypyridine acetates were separated and hydrolyzed to corresponding alcohols. 3-Halo-2-methyl-6-pyridylmethanols were oxidized to aldehydes and carboxylic acids.Structures of pyridylmethanols and hydroxy derivatives have been determined by IR spectra analysis or by chemical methods.