2-(Chloromethyl)pyridin-1-ium chloride

Base Information

• Chemical Name: 2-(Chloromethyl)pyridin-1-ium chloride
• CAS No.: 6959-47-3
• Molecular Formula: C6H7Cl2N
• Molecular Weight: 164.034
• Hs Code.: 29333990
• Mol file: 6959-47-3.mol

Synonyms:2-(chloromethyl)pyridin-1-ium chloride;NS00043720

Chemical Property of 2-(Chloromethyl)pyridin-1-ium chloride

Chemical Property:

• Appearance/Colour: White to pale brown solid
• Melting Point: 120-124 °C(lit.)
• Refractive Index: 1,499-1,501
• Boiling Point: 187.3 °C at 760 mmHg
• Flash Point: 83.7 °C
• PSA: 12.89000
• Density: 0.944 g/cm³
• LogP: 2.62240
• Storage Temp.: Store at RT.
• Sensitive.: Hygroscopic
• Water Solubility.: >=10 g/100 mL at 22 ºC
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 162.9955546
• Heavy Atom Count: 9
• Complexity: 65.5

Purity/Quality:

98%, ^*data from raw suppliers

2-(Chloromethyl)pyridine hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, C
• Hazard Codes: C,Xn
• Statements: 22-34-4-36/37/38-20/21/22
• Safety Statements: 26-36/37/39-45-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=[NH+]C(=C1)CCl.[Cl-]
• Uses: 2-(Chloromethyl)pyridine hydrochloride was used as reagent in base catalyzed alkylation of p-tert-butylcalix[6]arene and p-tert-butylcalix[5]arene in DMF. It was used in the synthesis of Gd3+ diethylenetriaminepentaacetic acid bisamide complex, a Zn2+-sensitive magnetic resonance imaging contrast agent.

Technology Process of 2-(Chloromethyl)pyridin-1-ium chloride

There total 7 articles about 2-(Chloromethyl)pyridin-1-ium chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-Hydroxymethylpyridine (586-98-1) → 2-chloromethylpyridine hydrochloride (6959-47-3)

Guidance literature:

With thionyl chloride;

Reference yield: 51.0%

2-Hydroxymethylpyridine (586-98-1) → 2-(3-indenylmethyl)pyridine (378797-57-0) + 2-chloromethylpyridine hydrochloride (6959-47-3)

Guidance literature:

Reference yield:

α-picoline (109-06-8) + trichloroisocyanuric acid (87-90-1) → 2-chloromethylpyridine hydrochloride (6959-47-3)

Guidance literature:

With hydrogenchloride; sodium hydroxide; chlorine; In N-methyl-acetamide; chloroform; acetone;

upstream raw materials:

α-picoline

trichloroisocyanuric acid

1-(pyridine-2-yl)ethanol

2-Hydroxymethylpyridine

Downstream raw materials:

pyridine-2-acetonitrile

(Z)-N-(4-(dimethylamino)phenyl)picolinimidoyl cyanide

N-methyl-2-pyridinemethanamine

ethyl 2-ethoxycarbonyl-3-(pyrid-2-yl)propionate

Refernces

Synthesis, optical properties and protonation of chlorophyll derivatives appending a pyridyl group in the C3-substituent

10.1016/j.dyepig.2015.03.006

The research focuses on the synthesis, optical properties, and protonation of chlorophyll-a (Chl-a) derivatives that have a 2-(2/3/4-pyridyl)ethenyl group at the C3 position. The derivatives were synthesized using the Wittig reaction on methyl pyropheophorbide-d, which involved reactants such as 2/3/4-(chloromethyl)pyridine hydrochloride and triphenylphosphine. The resulting olefins were then subjected to catalytic hydrogenation using PtO2 in a mixed solvent of acetone and ethanol to yield the corresponding regioisomers. The optical properties of these derivatives were analyzed using visible absorption and fluorescence emission spectra, with the longest wavelength (Qy) maxima shifting bathochromically based on the linker between the chlorin and pyridyl moieties. Protonations were conducted by titrating the synthetic chlorophyll-pyridine conjugates with trifluoroacetic acid in chloroform, and the resulting visible spectral changes indicated the order of protonation. The analyses included the determination of association constants, high-resolution mass spectrometry (HRMS), and nuclear magnetic resonance (NMR) spectroscopy.