CAS 1532-97-4 4-Bromoisoquinoline (HCID 73743)

Names & identifiers

Preferred name: 4-Bromoisoquinoline
IUPAC: 4-bromoisoquinoline
English name: 4-Bromoisoquinoline
Molecular formula: C9H6BrN
Molecular weight: 208.05

Names & synonyms

4-Bromoisoquinoline1532-97-4Isoquinoline, 4-bromo-4-bromo-isoquinolineNSC 56333EINECS 216-244-8AI3-61891DTXSID00165284RefChem:98199DTXCID6087775216-244-8InChI=1/C9H6BrN/c10-9-6-11-5-7-3-1-2-4-8(7)9/h1-6

Show more names

4-BromoisoquinoL4-Bromoisoquinoli4-Bromoisquinoline4-bromoisoqunolineLABOTEST-BB LT011433534-Bromoisoquinoline >4-Isoquinolinyl Bromide

SCRBSGZBTHKAHU-UHFFFAOYSA-NMFCD000069044bromoisoquinolineCS-D1707AB00815BP-10040SY003110B0930

Database identifiers

CAS: 1532-97-4
PubChem CID: 73743
DTXSID: DTXSID00165284
EC Number: 216-244-8
Nikkaji: J148.033B

Properties

Computed structural properties

XLogP: 2.8
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

Physicochemical properties

Melting point: 40 · 40-43 °C (lit.)
Boiling point: 280 · 280-285 °C (lit.)
Density: 1.5617 · 1.5617 (rough estimate)
refractive index: 1.6641 · 1.6641 (estimate)
Flash point: 230 °F · >230 °F
storage temp.: 2 · 2-8°C
solubility: Chloroform, Methanol
pka: 3.3 · 3.30±0.10(Predicted)
form: Crystalline Solid
color: White to light beige
BRN: 114431 · 114431
InChI: InChI=1S/C9H6BrN/c10-9-6-11-5-7-3-1-2-4-8(7)9/h1-6H
InChIKey: SCRBSGZBTHKAHU-UHFFFAOYSA-N
SMILES: C1C2=C(C=CC=C2)C(Br)=CN=1
CAS DataBase Reference: 1532 · 1532-97-4(CAS DataBase Reference)
NIST Chemistry Reference: 4 · Isoquinoline, 4-bromo-(1532-97-4)
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,Xn
Risk Statements: 36 · 36/37/38-21/22-20/21/22
Safety Statements: 26 · 26-37/39-36/37/39-22-36
WGK Germany: 3 · 3
HS Code: 29339900 · 29339900
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 47 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: 29339900
risk_code: 36/37/38-21/22-20/21/22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi,Xn
safety_code: 26-37/39-36/37/39-22-36
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

UsesShows selective inhibition of cAMP-dependent protein kinase

Preparation methods · 1 item

Preparation2-Alkynyl benzyl azides could smoothly undergo an electrocyclic reaction catalyzed by palladium to afford either 4-bromoisoquinoline or 4-bromoisquinolones selectively under different conditions. 4-Bromoisoquinoline was synthesised in the presence of PdBr2/CuBr2/LiBr in MeCN, and 4-bromoisoquinolone was selectively produced with PdBr2/CuBr2/HOAc in CH2ClCH2Cl[1].