Methyl indole-3-acetate

HCID 74706CAS 1912-33-0

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Basic information

Standard SMILES: COC(=O)Cc1c[nH]c2ccccc12
InChIKey: KTHADMDGDNYQRX-UHFFFAOYSA-N
Molecular formula: C11H11NO2
Average molar mass: 189.21 g/mol
Monoisotopic mass: 189.07897859

Overview

Methyl (indol-3-yl)acetate is the methyl ester of indole-3-acetic acid. It has a role as a metabolite and an antineoplastic agent. It is a member of indoles and a methyl ester. It is functionally related to an indole-3-acetic acid.

Names & identifiers

Preferred name: Methyl indole-3-acetate
IUPAC: methyl 2-(1H-indol-3-yl)acetate
English name: Methyl 3-indolylacetate
Molecular formula: C11H11NO2
Molecular weight: 189.21

Names & synonyms

1912-33-0methyl 2-(1H-indol-3-yl)acetateMethyl indole-3-acetateMethyl 3-indolylacetateIAA methyl esterMethyl indol-3-ylacetateMethyl 1H-indol-3-ylacetate1H-INDOLE-3-ACETIC ACID, METHYL ESTERIndole-3-acetic acid, methyl estermethyl (indol-3-yl)acetatemethyl IAAMeIAA

Show more names

INDOLE-3-METHYL ACETATE104880NSC 63806Methyl3-indolyacetateMETHYL 3-INDOLEACETATEMethyl β-Indoleacetate

Methyl .beta.-indoleacetateMethyl 1H-indole-3-acetate30TIF5OY0K.beta.-Indolylacetic acid methyl esterMethyl beta-indoleacetateEINECS 217-622-5Methyl beta-indolylacetateNSC-63806

Database identifiers

CAS: 1912-33-0
PubChem CID: 74706
DTXSID: DTXSID40172639
ChEMBL: CHEMBL4529044
ChEBI: CHEBI:72782
UNII: 30TIF5OY0K
EC Number: 217-622-5
Nikkaji: J103.822B

Properties

Computed structural properties

XLogP: 1.7
Topological polar surface area: 42.1 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 3
Heavy atoms: 14
Formal charge: 0
Complexity: 217

Experimental & physicochemical properties

Melting Point125 °C

Physical DescriptionSolid

Collision Cross Section · 2 items

141.1 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

138.7 Å² [M+H]+

Physicochemical properties

Melting point: 50 · 50-52 °C
Boiling point: 160 · 160-163 °C0.5 mm Hg
Density: 1.223 · 1.223
refractive index: 1.59 · 1.59
storage temp.: 2 · Sealed in dry,2-8°C
solubility: 0.1 g/mL, · methanol: 0.1 g/mL, clear
form: Solid
pka: 16.66 · 16.66±0.30(Predicted)
color: Beige to Brown
λmax: 280 nm · 280nm(MeOH)(lit.)
BRN: 158031 · 158031
CAS DataBase Reference: 1912 · 1912-33-0(CAS DataBase Reference)
FDA UNII: 30 TIF5OY0K · 30TIF5OY0K
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302
Precautionary statements: 280 · P280-P305+P351+P338
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
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)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.