CAS 128143-89-5 4'-Chloro-2,2':6',2''-terpyridine (HCID 667748)

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Basic information

CAS: 128143-89-5
Standard SMILES: Clc1cc(-c2ccccn2)nc(-c2ccccn2)c1
InChIKey: AHEMFMCEBIJRMU-UHFFFAOYSA-N
Molecular formula: C15H10ClN3
Average molar mass: 267.71 g/mol
Monoisotopic mass: 267.056325

Names & identifiers

Preferred name: 4'-Chloro-2,2':6',2''-terpyridine
IUPAC: 4-chloro-2,6-dipyridin-2-ylpyridine
English name: 4'-Chloro-2,2':6',2''-terpyridine
Molecular formula: C15H10ClN3
Molecular weight: 267.71

Names & synonyms

4'-Chloro-2,2':6',2''-terpyridine128143-89-5DTXSID00349885RefChem:95944DTXCID40300955626-940-74-chloro-2,6-dipyridin-2-ylpyridineMFCD001919302,2':6',2''-Terpyridine, 4'-chloro-4'-chloro-2,2';6',2''-terpyridineCHEMBL22058054/'-Chloro-2,2/':6/',2/'/'-terpyridine

Show more names

DK73654-Chloro-tetrapyridine4'-Chloro-α,α',α''-tripyridy4'-Chloro-α,α',α''-tripyridyl4'-CHLORO-2,2'6'2''-TERPYRIDINE2,2':6',2''-Terpyridine,4'-chloro-4'-Chloro-2,2,2':6',2''-terpyridine4'-Chloro-2,2':6',2"-terpyridine-98%4-Chloro-2,6-di(pyridin-2-yl)pyridine

4-chloro-2,6-di(2-pyridyl)pyridineAMS_CNC_ID-1109810574'-chloro-2,2':6',2''-terpy-ridine4'-Chloro-2,2':6',2"-terpyridineYSWG8114-Chloro-2,2:6,2-Terpyridine4-CHLORO-6-(PYRIDIN-2-YL)-2,2'-BIPYRIDINESCHEMBL517337

Database identifiers

CAS: 128143-89-5

Properties

Computed structural properties

XLogP: 3
Topological polar surface area: 38.7 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 19
Formal charge: 0
Complexity: 261

Physicochemical properties

Melting point: 148 · 148-150 °C(lit.)
Boiling point: 416.73 °C · 416.73°C (rough estimate)
Density: 1.2245 · 1.2245 (rough estimate)
refractive index: 1.601 · 1.6010 (estimate)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
form: Crystalline Powder
pka: 4.22 · 4.22±0.22(Predicted)
color: Brown
Water Solubility: Slightly soluble in water.
λmax: 278 nm · 278nm(CH3CN)(lit.)
BRN: 3613386 · 3613386
InChI: InChI=1S/C15H10ClN3/c16-11-9-14(12-5-1-3-7-17-12)19-15(10-11)13-6-2-4-8-18-13/h1-10H
InChIKey: AHEMFMCEBIJRMU-UHFFFAOYSA-N
SMILES: C1(C2=NC(C3=NC=CC=C3)=CC(Cl)=C2)=NC=CC=C1
UNSPSC Code: 12352100 · 12352100

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H301 (85.1%): Toxic if swallowed [Danger Acute toxicity, oral]；H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H318 (85.1%): Causes serious eye damage [Danger Serious eye damage/eye irritation]；H319 (14.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (97.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesAcute Tox. 3 (85.1%)；Skin Irrit. 2 (100%)；Eye Dam. 1 (85.1%)；Eye Irrit. 2 (14.9%)；STOT SE 3 (97.9%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk: 3
ridadr: UN 2811 6.1 / PGIII
hs_code: 29333990
risk_code: 22-37/38-41
Signal word: Danger
Symbol(GHS): GHS05,GHS06
hazard_code: Xn
safety_code

Chemistry & industry

Applications · 2 items

Uses4'-Chloro-2,2':6',2''-terpyridine is widely utilized in the field of supramolecular chemistry, which is used to manufacture double helicates, dendrimers, micelles and metallo-supramolecular polymers. It is used to synthesize the mono- and bis-terpyridines. It is actively involved in Williamson type ether reactions alpha,μ-bishydroxy-functionalized poly(propylene oxide).

General Description4′-Chloro-2,2′:6′,2′′-terpyridine (4′-Cltpy, Cltpy, Cl-terpy) is a tridentate ligand that contains a terpyridine (tpy) site with a Cl site at the 4 -position. It coordinates with various metal ions through these two sites to form different coordination polymers. Crystal structure study shows terpyridine unit of Cltpy adopts a trans, trans conformation. Mol-ecules assemble themselves into stacked columns along the b axis, with an inter-planar distance of 3.51. It undergoes Williamson type ether reactions with α,ω-bishydroxy-functionalized poly(propylene oxide). It undergoes Williamson type reaction with α-hydroxy-ω-carboxy-functionalized poly(ethylen-oxide) to afford monoterpyridine terminated telechelics.