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
Beilstein/REAXYS Number:
2209199
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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)
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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)
Green and Efficient Esterification Method Using Dried Dowex H+/NaI Approach
Turhanen PA, et al.
ACS Omega, 4(5), 8974-8984 (2019)
Junbiao Chang et al.
European journal of medicinal chemistry, 41(3), 397-400 (2006-01-18)
-Anisodine (l-6,7-epoxy-3-tropyl-alpha-hydroxytropate), which was isolated from the medicinal plant Scopolia tanguticus Maxim, was the first efficiently prepared using 6-beta-acetyltropine as the starting material via a key step of the Sharpless asymmetric dihydroxylation (AD). The intermediate compounds 10 and 11 showed
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