188425
3-Methylindene-2-carboxylic acid
98%
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About This Item
Empirical Formula (Hill Notation):
C11H10O2
CAS Number:
Molecular Weight:
174.20
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
251-888-3
MDL number:
Assay:
98%
Form:
powder
InChI key
RONBYWGSEXDEKC-UHFFFAOYSA-N
InChI
1S/C11H10O2/c1-7-9-5-3-2-4-8(9)6-10(7)11(12)13/h2-5H,6H2,1H3,(H,12,13)
SMILES string
CC1=C(Cc2ccccc12)C(O)=O
assay
98%
form
powder
mp
201-203 °C (lit.)
General description
3-Methylindene-2-carboxylic acid undergoes asymmetric hydrogenation over Pd/Al2O3 in the presence of cinchonidine as a chiral modifier.
Application
3-Methylindene-2-carboxylic acid was used in the synthesis of:
- LKS01-B650, an imaging probe that selectively binds the catalytically active LMP7 subunit of immunoproteasome in living cells
- 1-methylindane-2-carboxylic acid via reduction with sodium amalgam
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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cis-and trans-2-Substituted 1-methylindanes.
Shadbolt, RS.
J. Chem. Soc. Sect. C, 7, 920-922 (1970)
Asymmetric hydrogenation of indene carboxylic acids: stereochemistry of hydrogen addition.
Borszeky K, et al.
Tetrahedron Asymmetry, 10(24), 4781-4789 (1999)
Lalit Kumar Sharma et al.
Chembiochem : a European journal of chemical biology, 13(13), 1899-1903 (2012-07-19)
Probing the unknown: The immunoproteasome, an alternative form of the constitutive proteasome, has been implicated in a number of pathological states such as cancer and autoimmune diseases. In an effort to understand the role of the immunoproteasome in cells, the
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