146692
2-Indanone
98%
Synonym(s):
β-Hydrindone
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About This Item
Empirical Formula (Hill Notation):
C9H8O
CAS Number:
Molecular Weight:
132.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-410-3
Beilstein/REAXYS Number:
636550
MDL number:
Assay:
98%
Form:
solid
assay
98%
form
solid
impurities
≤2.0% water
mp
51-54 °C (lit.)
functional group
ketone
storage temp.
2-8°C
SMILES string
O=C1Cc2ccccc2C1
InChI
1S/C9H8O/c10-9-5-7-3-1-2-4-8(7)6-9/h1-4H,5-6H2
InChI key
UMJJFEIKYGFCAT-UHFFFAOYSA-N
Gene Information
human ... CYP1A2(1544)
General description
2-Indanone undergoes TiCl4-Mg mediated coupling with CHBr3 to yield dibromomethyl carbinol. It reacts with 5,5-dimethyl-3-pyrazolidinone to yield 5,5-dimethyl-2-(1H-indenyl-2)-3-pyrazolidinone. 2-Indanone on photolysis by 266-nm one-photon excitation yields o-xylylene.
Application
2-Indanone was used as starting reagent in the synthesis of indene-fused porphyrins.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
212.0 °F - closed cup
flash_point_c
100 °C - closed cup
ppe
Eyeshields, Gloves, type N95 (US)
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Spectroscopic studies on photochemical formation of o-xylylene in solution.
Fujiwara M, et al.
The Journal of Physical Chemistry A, 101(27), 4912-4915 (1997)
Tu-Hsin Yan et al.
Organic letters, 15(22), 5802-5805 (2013-11-07)
TiCl4-Mg can mediate addition of CHBr3 to a variety of aldehydes and ketones to form dibromomethyl carbinols and also be used to effect CBr3 transfer to carbonyl groups to form tribromomethyl carbinols. The successful application of TiCl4-Mg-promoted coupling of CHBr3
Timothy D Lash et al.
The Journal of organic chemistry, 76(13), 5335-5345 (2011-05-24)
Indene-fused porphyrins have been synthesized starting from 2-indanone. Knorr-type reaction of oximes derived from benzyl or tert-butyl acetoacetate with 2-indanone and zinc dust in propionic acid gave good yields of indenopyrroles. Treatment with N-chlorosuccinimide then gave 8-chloro derivatives, and these
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 146692-1G | 04061825590981 |
| 146692-50G | 04061831828443 |
| 146692-10G | 04061838737069 |