5-Bromoindoline

HCID 3411566CAS 22190-33-6

Substructure search Find similar structures

Basic information

Standard SMILES: Brc1ccc2c(c1)CCN2
InChIKey: QEDCHCLHHGGYBT-UHFFFAOYSA-N
Molecular formula: C8H8BrN
Average molar mass: 198.06 g/mol
Monoisotopic mass: 196.98401136

Names & identifiers

Preferred name: 5-Bromoindoline
IUPAC: 5-bromo-2,3-dihydro-1H-indole
English name: 5-Bromoindoline
Molecular formula: C8H8BrN
Molecular weight: 198.06

Names & synonyms

5-Bromoindoline22190-33-6DTXSID60392231RefChem:302047DTXCID70343092629-063-85-bromo-2,3-dihydro-1H-indole1H-Indole, 5-bromo-2,3-dihydro-MFCD000274105-bromo-2,3-dihydro-indoleBDBM261508STK149491

Show more names

AKOS BC-08915-Bromoindoline >5-Bromoindoline 97%5-Bromoindoline,97%5-Bromoindoline,98+%Zopiclone Impurity 345-BroMo-2,3-dihydroindole

AKOS003273737FS-3347SB35536AC-27800US9708268, 115-bromodihydroindole5-Bromo-2,3-dihydro-1H-indole; 5-Bromo-2,3-dihydroindole;5-bromo-indoline

Database identifiers

CAS: 22190-33-6
PubChem CID: 3411566
DTXSID: DTXSID60392231
ChEMBL: CHEMBL1770732
EC Number: 629-063-8
Nikkaji: J2.056.495D

Properties

Computed structural properties

XLogP: 2.9
Topological polar surface area: 12 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 0
Heavy atoms: 10
Formal charge: 0
Complexity: 126

Physicochemical properties

Melting point: 36 · 36-40 °C (lit.)
Boiling point: 114 · 114-115°C 5mm
Density: 1.524 g/cm3 · 1.5240 g/cm3
refractive index: 1.63 · 1.63
Flash point: 230 °F · >230 °F
storage temp.: -20 °C · -20°C
solubility: DMSO, Methanol
form: Solid
pka: 4.35 · 4.35±0.20(Predicted)
color: Off-White
BRN: 121590 · 121590
InChI: InChI=1S/C8H8BrN/c9-7-1-2-8-6(5-7)3-4-10-8/h1-2,5,10H,3-4H2
InChIKey: QEDCHCLHHGGYBT-UHFFFAOYSA-N
SMILES: N1C2=C(C=C(Br)C=C2)CC1
CAS DataBase Reference: 22190 · 22190-33-6(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 · 26-36-37/39
WGK Germany: 3 · 3
PackingGroup: III
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

H302 (12.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+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.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (12.8%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29339900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36-37/39
Storage Class: 11 - Combustible Solids
packing_group: III
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 · 1 item

Uses5-Bromoindoline is a brominated indoline derivative and a product of biocatalyzed halogenation of nucleobase analogs. 5-Bromoindoline is used in the synthetic preparation of biologically active compou nds such as selective human β3 adrenergic receptor agonists.