4-Methylindole

HCID 85282CAS 16096-32-5

Substructure search Find similar structures

Basic information

Standard SMILES: Cc1cccc2[nH]ccc12
InChIKey: PZOUSPYUWWUPPK-UHFFFAOYSA-N
Molecular formula: C9H9N
Average molar mass: 131.17 g/mol
Monoisotopic mass: 131.07349929

Names & identifiers

Preferred name: 4-Methylindole
IUPAC: 4-methyl-1H-indole
English name: 4-Methylindole
Molecular formula: C9H9N
Molecular weight: 131.17

Names & synonyms

4-Methylindole16096-32-54-Methyl-1H-indoleIndole, 4-methyl-UNII-3338387XEAEINECS 240-262-53338387XEADTXSID20167043RefChem:99897DTXCID3089534240-262-5InChI=1/C9H9N/c1-7-3-2-4-9-8(7)5-6-10-9/h2-6,10H,1H

Show more names

4-METHYINDOLE4-METLYLINDOLEAKOS JY20825554-Methylindole>4-Methylindole,99%4-Methylindole ,98%

PZOUSPYUWWUPPK-UHFFFAOYSA-N1H-Indole, 4-methyl-4-methyl-indoleMFCD00005668SCHEMBL65514AKOS000265516AB00476PS-3408

Database identifiers

CAS: 16096-32-5
PubChem CID: 85282
DTXSID: DTXSID20167043
UNII: 3338387XEA
EC Number: 240-262-5
Nikkaji: J236.662B

Properties

Computed structural properties

XLogP: 2.4
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: 122

Physicochemical properties

Melting point: 5 °C · 5 °C
Boiling point: 267 °C · 267 °C
Density: 1.062 g/mL · 1.062 g/mL at 25 °C(lit.)
refractive index: 1.606 · 1.606-1.608
Flash point: 230 °C · >230°C
storage temp.: 2 · Keep in dark place,Inert atmosphere,2-8°C
form: Liquid After Melting
pka: 17.36 · 17.36±0.30(Predicted)
Specific Gravity: 1.062 · 1.062
color: Clear yellow to brown
Sensitive: Light Sensitive
InChI: InChI=1S/C9H9N/c1-7-3-2-4-9-8(7)5-6-10-9/h2-6,10H,1H3
InChIKey: PZOUSPYUWWUPPK-UHFFFAOYSA-N
SMILES: N1C2=C(C(C)=CC=C2)C=C1
LogP: 2.54 · 2.540
CAS DataBase Reference: 16096 · 16096-32-5(CAS DataBase Reference)
FDA UNII: 3338387 XEA · 3338387XEA
NIST Chemistry Reference: 1 H-Indole, · 1H-Indole, 4-methyl-(16096-32-5)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 24 · 24/25-36-26-37/39
RIDADR: 3334 · 3334
Hazard Note: Light Sensitive/Keep Cold
HazardClass: IRRITANT, LIGHT SENSITIVE
HS Code: 29339900 · 29339900

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 34 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

ridadr: 3334
hs_code: 29339900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Light Sensitive/Keep Cold
safety_code: 24/25-36-26-37/39
hazard_class: IRRITANT, LIGHT SENSITIVE
Hazard statements: H315-H319
Precautionary statements: P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Chemistry & industry

Applications · 1 item

Uses4-methylindole (4-MID), was selected as a potential liquid organic hydrogen carrier (LOHC) because of its theoretical hydrogen storage density of 5.76 wt%, a melting point of 5 °C and a boiling point of 267 °C [1]. 4-Methylindole serves as a lead activator of the aryl hydrocarbon receptor (AhR), facilitating investigations into its effect on AhR nuclear translocation in LS180 cells[2]. Hydrogenation of 4-methylindole yields octahydro-4-methylindole (8H-4-MID) after solvent distillation[1].