Tropic acid

Base Information

• Chemical Name: Tropic acid
• CAS No.: 552-63-6
• Deprecated CAS: 28845-94-5,529-64-6
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.177
• Hs Code.: 2918195000
• European Community (EC) Number: 209-020-6,208-465-3
• NSC Number: 20990
• UNII: 9RM4U80765
• DSSTox Substance ID: DTXSID90862179
• Nikkaji Number: J6.688E
• Wikipedia: Tropic_acid
• Wikidata: Q2823318
• Metabolomics Workbench ID: 165730
• Mol file: 552-63-6.mol

Synonyms:alpha-phenyl-beta-hydroxypropionic acid;alpha-phenylhydracrylic acid;tropic acid;tropic acid, (+-)-isomer;tropic acid, (R)-isomer;tropic acid, (S)-isomer;tropic acid, monosodium salt

Chemical Property of Tropic acid

Chemical Property:

• Appearance/Colour: white crystalline solid
• Melting Point: 116-118 °C(lit.)
• Boiling Point: 322.5 °C at 760 mmHg
• PKA: pKa 3.38(H2O t = 25 c = 0.03–0.001) (Uncertain)
• Flash Point: 163.1 °C
• PSA: 57.53000
• Density: 1.262 g/cm³
• LogP: 0.84710
• Storage Temp.: 2-8°C
• Solubility.: methanol: 0.1 g/mL, clear
• Water Solubility.: Soluble in water (20 g/L) at 20°C, ethanol, ether, alcohol, and methanol (0.1 g/ml).
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 150

Purity/Quality:

99%, ^*data from raw suppliers

Tropic acid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(CO)C(=O)O
• Uses: Tropic Acid (Ipratropium EP Impurity C) is a benzoic acid derivative and thus carries anti-fungal properties.

Refernces

Markedly enhancing enzymatic enantioselectivity in organic solvents by forming substrate salts

10.1021/ja984283v

The research aims to enhance enzymatic enantioselectivity in organic solvents without covalent alterations to the enzyme or substrate. The innovative approach proposed involves forming substrate salts with bulky counterions to increase steric hindrances for the less reactive substrate enantiomer, thereby improving enantioselectivity. The study was conducted using various structurally diverse chiral compounds, which were converted to salts using numerous Br?nsted-Lowry acids or bases, and then subjected to enzymatic transesterifications or hydrolyses. The results demonstrated that enzymatic reactions of these salts were significantly more enantioselective than those of the free substrates. Key chemicals used in the process included phenylalanine methyl ester, tropic acid, 2-benzylsuccinic acid 1-monomethyl ester, and various amines and acids for salt formation, such as benzoic acid, chloroacetic acid, 3,4,5-trimethoxycinnamic acid, and quinuclidine. The study concluded that the strategy was effective in organic solvents but not in water, where salts dissociate, and pointed to novel synthetic opportunities in nonaqueous enzymatic catalysis.

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