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ChemicalBook > CAS DataBase List > 6-Aminoindanone

6-Aminoindanone

Uses
Product Name
6-Aminoindanone
CAS No.
69975-65-1
Chemical Name
6-Aminoindanone
Synonyms
6-AMINOINDANONE;6-amino-1-indone;6-Aminoindan-1-on;6-AMINO-1-INDANONE;6-Amino-1-indenone;6-AMino-1-oxoindane;6-AMINO-INDAN-1-ONE;Disulfiram Impurity 13(Ethiolate);6-Amino-2,3-dihydro-1H-inden-1-one;1H-Inden-1-one, 6-amino-2,3-dihydro-
CBNumber
CB2309226
Molecular Formula
C9H9NO
Formula Weight
147.17
MOL File
69975-65-1.mol
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6-Aminoindanone Property

Melting point:
167-171 °C(Solv: methanol (67-56-1))
Boiling point:
330.3±31.0 °C(Predicted)
Density 
1.254±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
form 
Solution
pka
3.85±0.20(Predicted)
color 
Light brown to black
InChI
InChI=1S/C9H9NO/c10-7-3-1-6-2-4-9(11)8(6)5-7/h1,3,5H,2,4,10H2
InChIKey
UOJCPAAEKXNPQT-UHFFFAOYSA-N
SMILES
C1(=O)C2=C(C=CC(N)=C2)CC1
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Safety

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
45
RIDADR 
2811
HazardClass 
IRRITANT
PackingGroup 
HS Code 
29223900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H227Combustible liquid

H301Toxic if swalloed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P262Do not get in eyes, on skin, or on clothing.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P284Wear respiratory protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P403+P235Store in a well-ventilated place. Keep cool.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
A630195
Product name
6-Amino-1-indanone
Packaging
50mg
Price
$60
Updated
2021/12/16
Apolloscientific
Product number
OR60076
Product name
6-Aminoindan-1-one
Packaging
250mg
Price
$15
Updated
2021/12/16
SynQuest Laboratories
Product number
4756-1-V2
Product name
6-Aminoindan-1-one
Packaging
250mg
Price
$16
Updated
2021/12/16
Apolloscientific
Product number
OR60076
Product name
6-Aminoindan-1-one
Packaging
1g
Price
$29
Updated
2021/12/16
SynQuest Laboratories
Product number
4756-1-V2
Product name
6-Aminoindan-1-one
Packaging
1g
Price
$36
Updated
2021/12/16
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6-Aminoindanone Chemical Properties,Usage,Production

Uses

6-Amino-1-indanone is a synthetic compound belonging to the indanone class. It is an ethylene oxide synthesized via a multi-step process involving the dehydration and reductive amination of an amine. In organic chemistry, it is used as an intermediate in the synthesis of various other compounds, such as serotonin. This compound exhibits an affinity for palladium catalysts during reductive amination, which can be used for sequence optimization experiments.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 46, p. 399, 2003 DOI: 10.1021/jm020067s

Synthesis

24623-24-3

69975-65-1

The general procedure for the synthesis of 6-amino-1-indanone from 6-nitro-1-indanone was as follows: a mixed suspension of 6-nitroindan-1-one (10 g, 56 mmol) with 10% Pd/C catalyst (2.0 g) in methanol (200 mL) was subjected to stirring in a hydrogenation reactor for 3 hr at room temperature under a hydrogen pressure of 30 psi. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to afford 6-aminoindan-1-one (7.2 g, 87% yield).

References

[1] Chemistry - A European Journal, 2015, vol. 21, # 37, p. 13052 - 13057
[2] Patent: WO2006/71940, 2006, A2. Location in patent: Page/Page column 396
[3] Patent: WO2007/148808, 2007, A1. Location in patent: Page/Page column 126-127
[4] Journal of Medicinal Chemistry, 2003, vol. 46, # 3, p. 399 - 408
[5] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 20, p. 5665 - 5670

6-Aminoindanone Preparation Products And Raw materials

Raw materials

Preparation Products

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69975-65-1, 6-AminoindanoneRelated Search:


  • 6-AMINO-1-INDANONE
  • 6-AMINO-INDAN-1-ONE
  • 6-AMINOINDANONE
  • 6-Amino-2,3-dihydro-1H-inden-1-one
  • 1H-Inden-1-one, 6-amino-2,3-dihydro-
  • 6-AMino-1-oxoindane
  • 6-Amino-2,3-dihydro-1H-inden-1-one, 6-Amino-2,3-dihydro-1-oxo-1H-indene
  • 6-Amino-1-indenone
  • Benzeneaceticacid,a-(1-methylethyl)-,sodiumsalt(1:1)
  • 6-Aminoindan-1-on
  • 6-amino-1-indone
  • Disulfiram Impurity 13(Ethiolate)
  • 69975-65-1
  • 91843-49-6
  • Indanone & Indene