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Merck

T89206

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:
Molecular Weight:
166.17
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
209-020-6
Beilstein/REAXYS Number:
2209199
MDL number:
Assay:
98%
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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

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.


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Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Tropane alkaloids in pharmaceutical and phytochemical analysis.
Gadzikowska, MARIA and Grynkiewicz, GRZEGORZ
Acta Poloniae Pharmaceutica, 59(2), 149-160 (2002)
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)
Synthesis of conformationally restricted cyclic pentadepsipeptides via direct amide cyclization
Koch KN, et al.
Tetrahedron, 57(12), 2311-2326 (2001)