5-Iodo-1H-indole

HCID 2782313CAS 16066-91-4

Substructure search Find similar structures

Basic information

Standard SMILES: Ic1ccc2[nH]ccc2c1
InChIKey: TVQLYTUWUQMGMP-UHFFFAOYSA-N
Molecular formula: C8H6IN
Average molar mass: 243.04 g/mol
Monoisotopic mass: 242.95449719

Names & identifiers

Preferred name: 5-Iodo-1H-indole
IUPAC: 5-iodo-1H-indole
English name: 5-Iodoindole
Molecular formula: C8H6IN
Molecular weight: 243.04

Names & synonyms

5-iodo-1H-indoleRefChem:536313628-024-25-Iodoindole16066-91-41H-Indole, 5-iodo-MFCD002200655-Iodoindole, 97%Maybridge1_006499SCHEMBL177313SCHEMBL1399575HMS559P09

Show more names

5-Indoindole5-Iodoindole 97%5-Iodo-1H-indole97%5-Iodo-1H-indole 97%5-Iodo-1H-indole, 95+%

DTXSID60382031SBB054565AKOS015853662AB04939CCG-247892CS-W004099FI02236PS-7545

Database identifiers

CAS: 16066-91-4
PubChem CID: 2782313
DTXSID: DTXSID60382031
EC Number: 628-024-2
Nikkaji: J699.142D

Properties

Computed structural properties

XLogP: 3
Topological polar surface area: 15.8 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 0
Rotatable bonds: 0
Heavy atoms: 10
Formal charge: 0
Complexity: 126

Physicochemical properties

Melting point: 101 · 101-104 °C (lit.)
Boiling point: 341.7 · 341.7±15.0 °C(Predicted)
Density: 1.96 · 1.960±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
pka: 16.14 · 16.14±0.30(Predicted)
form: Solid or Crystalline Solid
color: White to pale brown
Sensitive: Light Sensitive
InChI: InChI=1S/C8H6IN/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H
InChIKey: TVQLYTUWUQMGMP-UHFFFAOYSA-N
SMILES: N1C2=C(C=C(I)C=C2)C=C1
CAS DataBase Reference: 16066 · 16066-91-4(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
WGK Germany: 3 · 3
Hazard Note: Irritant
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 46 reports by companies from 6 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
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36-37
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

Uses5-Iodoindole is an important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field. It is used as the starting material in the synthesis of 5-(α-fluorovinyl)-N-tosylindole.

General Description5-Iodoindole can be synthesized via nitration of m-toluidine.