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13754-86-4 molecular structure
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4,5,6,7-tetrahydro-1H-indol-4-one

ChemBase ID: 90694
Molecular Formular: C8H9NO
Molecular Mass: 135.16316
Monoisotopic Mass: 135.06841391
SMILES and InChIs

SMILES:
[nH]1c2c(cc1)C(=O)CCC2
Canonical SMILES:
O=C1CCCc2c1cc[nH]2
InChI:
InChI=1S/C8H9NO/c10-8-3-1-2-7-6(8)4-5-9-7/h4-5,9H,1-3H2
InChIKey:
KASJZXHXXNEULX-UHFFFAOYSA-N

Cite this record

CBID:90694 http://www.chembase.cn/molecule-90694.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
4,5,6,7-tetrahydro-1H-indol-4-one
IUPAC Traditional name
1,5,6,7-tetrahydroindol-4-one
Synonyms
4-Oxo-4,5,6,7-tetrahydro-1H-indole
1,5,6,7-Tetrahydro-4H-indol-4-one
4,5,6,7-Tetrahydro-4-oxoindole
NSC 131681
1,5,6,7-Tetrahydro-4H-indol-4-one
6,7-dihydro-1H-indol-4(5H)-one
1,5,6,7-四氢-4H-吲哚-4-酮
CAS Number
13754-86-4
MDL Number
MFCD00075438
PubChem SID
24861947
162077448
PubChem CID
280229

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 14.340641  H Acceptors
H Donor LogD (pH = 5.5) 1.1251024 
LogD (pH = 7.4) 1.1251024  Log P 1.1251024 
Molar Refractivity 39.117 cm3 Polarizability 14.725782 Å3
Polar Surface Area 32.86 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
188-190 °C(lit.) expand Show data source
190°C expand Show data source
Storage Warning
Irritant/Light Sensitive/Store under Argon/Keep Cold expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-37/39 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Purity
98% expand Show data source
Empirical Formula (Hill Notation)
C8H9NO expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 357839 external link
Packaging
5 g in glass bottle
Application

• Reactant in synthesis of psammopemmin A as antitumor agent1
• Reactant in synthesis of a 1,3,4,5-tetrahydrobenzindole β-ketoesters and tricyclic tetrahydrobenzindoles via C-H insertion reactions2
• Reactant in preparation of tricyclic indole and dihydroindole derivatives as inhibitors of guanylate cyclase3
• Reactant in preparation of condensed pyrroloindoles via Pd-catalyzed intramolecular C-H bond functionalization of (halobenzyl)pyrroles4
• Reactant in enantioselective preparation of arylalkenyl indoles via asymmetric C-H insertion of rhodium carbenoids followed by Cope rearrangement-elimination5

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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