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T89206

Sigma-Aldrich

Tropic acid

98%

Synonym(s):

2-Phenylhydracrylic acid, 3-Hydroxy-2-phenylpropionic acid

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About This Item

Linear Formula:
C6H5CH(CH2OH)CO2H
CAS Number:
552-63-6
Molecular Weight:
166.17
Beilstein/REAXYS Number:
2209199
EC Number:
209-020-6
MDL number:
MFCD00004255
UNSPSC Code:
12352100
PubChem Substance ID:
24900574
NACRES:
NA.22

assay

98%

mp

116-118 °C (lit.)

SMILES string

OCC(C(O)=O)c1ccccc1

InChI

1S/C9H10O3/c10-6-8(9(11)12)7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)

InChI key

JACRWUWPXAESPB-UHFFFAOYSA-N

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Application

Tropic acid can be used as a substrate in:
  • Esterification of carboxylic acids and alcohols in the presence of dried Dowex H+/NaI catalyst system.
  • Multistep synthesis of cyclic pentadepsipeptides.
  • Synthesis of an isocoumarin derivative by reacting with tetracyanobenzene (TCNB) via multicomponent photo reaction.

Tropic acid is used in the synthesis of (−)-anisodine, atropine and hyoscyamine.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Photo-multicomponent reactions leading to the construction of isocoumarins and large ring lactone precursors
Lu Z, et al.
Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology, 8(2), 217-223 (2009)
Tropane alkaloids in pharmaceutical and phytochemical analysis.
Gadzikowska, MARIA and Grynkiewicz, GRZEGORZ
Acta Poloniae Pharmaceutica, 59(2), 149-160 (2002)
Green and Efficient Esterification Method Using Dried Dowex H+/NaI Approach
Turhanen PA, et al.
ACS Omega, 4(5), 8974-8984 (2019)
Synthesis of conformationally restricted cyclic pentadepsipeptides via direct amide cyclization
Koch KN, et al.
Tetrahedron, 57(12), 2311-2326 (2001)
M Eeva et al.
Journal of pharmaceutical and biomedical analysis, 16(5), 717-722 (1998-04-16)
A capillary zone electrophoretic method (CZE) was developed using an uncoated fused silica capillary for the separation and determination of the main tropane alkaloids. The applicability of the developed method for analysis of plant samples was examined by analyzing samples
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