Isoquinoline, 1-chloro- (HCID 140539)

Names & identifiers

Preferred name: Isoquinoline, 1-chloro-
IUPAC: 1-chloroisoquinoline
English name: 1-Chloroisoquinoline
Molecular formula: C9H6ClN
Molecular weight: 163.6

Names & synonyms

1-chloroisoquinolineIsoquinoline, 1-chloro-DTXSID60173143NSC 170839RefChem:792292DTXCID9095634628-561-2InChI=1/C9H6ClN/c10-9-8-4-2-1-3-7(8)5-6-11-9/h1-619493-44-81-Chloro-isoquinolineMFCD000241341-Chloroisoquinone

Show more names

1-Chloroisoquinoline,95%1-Chloroisoquinoline 95%1-Chloroisoquinoline >1-Chloroisoquinoline, 97+%1-Chloroisoquinoline, 97+% 5GR1-CHLOROISOQUINOLINE, 98.0+%(GC)

chloroisoquinolineNSC170839CS-W002145NSC-170839AB01423BP-10100SY0080711-chloro isoquinoline

Database identifiers

CAS: 19493-44-8
PubChem CID: 140539
DTXSID: DTXSID60173143
EC Number: 628-561-2
Nikkaji: J258.423I

Properties

Computed structural properties

XLogP: 3.2
Topological polar surface area: 12.9 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 0
Heavy atoms: 11
Formal charge: 0
Complexity: 138

Experimental & physicochemical properties

SpringerMaterials PropertiesDensity

Physicochemical properties

Melting point: 31 · 31-36 °C (lit.)
Boiling point: 274 · 274-275 °C/768 mmHg (lit.)
Density: 1.2108 · 1.2108 (rough estimate)
refractive index: 1.6342 · 1.6342 (estimate)
Flash point: 230 °F · >230 °F
storage temp.: 2 · Inert atmosphere,2-8°C
form: Low Melting Solid, Crystals and/or Chunks
pka: 2.03 · 2.03±0.30(Predicted)
color: White to yellow
Water Solubility: Insoluble in water.
BRN: 2996 · 2996
InChI: 1S/C9H6ClN/c10-9-8-4-2-1-3-7(8)5-6-11-9/h1-6H
InChIKey: MSQCQINLJMEVNJ-UHFFFAOYSA-N
SMILES: Clc1nccc2ccccc12
CAS DataBase Reference: 19493 · 19493-44-8(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
HS Code: 29334900 · 29334900
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 48 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29334900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 3 items

UsesUsed in a Mn-catalyzed cross-coupling with aryl- and alkylmagnesium halides.1 Also used in a Pd-catalyzed cross-coupling with heteroaryl boronic acids and esters.2

Uses1-Chloroisoquinone is used in the preparation of new aminoisoquinolinylurea derivatives which show antiproliferative activity against melanoma cell lines. It can also be applied to the control of stor age and stability of unstable boronic acids.

UsesThe product has been used in a Mn-catalyzed cross-coupling with aryl- and alkylmagnesium halides. It has also been used in a Pd-catalyzed cross-coupling with heteroaryl boronic acids and esters. Furthermore, it has been used in a homocoupling reaction to yield bis-isoquinoline, each enantiomer of which might be very useful as a chiral ligand for asymmetric synthesis. 1-Chloroisoquinone is used in the preparation of new aminoisoquinolinylurea derivatives which show antiproliferative activity against melanoma cell lines. It can also be applied to the control of storage age and stability of unstable boronic acids.