alpha-Cyclopropylmandelic acid

Base Information

• Chemical Name: alpha-Cyclopropylmandelic acid
• CAS No.: 1460-46-4
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.214
• DSSTox Substance ID: DTXSID10932747
• Nikkaji Number: J13.033H
• Mol file: 1460-46-4.mol

Synonyms:alpha-Cyclopropylmandelic acid;1460-46-4;2-cyclopropyl-2-hydroxy-2-phenylacetic acid;Cyclopropylphenyl glycollic acid;MANDELIC ACID, alpha-CYCLOPROPYL-;BRN 2099019;alpha-Cyclopropyl-alpha-hydroxybenzeneacetic acid;SCHEMBL2764040;DTXSID10932747;cyclopropyl(hydroxy)phenylacetic acid;LS-89104;Benzeneacetic acid, .alpha.-cyclopropyl-.alpha.-hydroxy-

Chemical Property of alpha-Cyclopropylmandelic acid

Chemical Property:

• Vapor Pressure: 3.68E-06mmHg at 25°C
• Boiling Point: 371°C at 760 mmHg
• Flash Point: 192.4°C
• PSA: 57.53000
• Density: 1.362g/cm³
• LogP: 1.36880
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 192.078644241
• Heavy Atom Count: 14
• Complexity: 229

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC1C(C2=CC=CC=C2)(C(=O)O)O

Technology Process of alpha-Cyclopropylmandelic acid

There total 2 articles about alpha-Cyclopropylmandelic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 9.0%

cyclopropylmagnesium chloride + Benzoylformic acid (611-73-4) → 2-cyclopropyl-2-hydroxy-2-phenylacetic acid (1460-46-4,64471-52-9)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 24.5h;

DOI:10.1002/cmdc.202000865

Reference yield:

→ 2-cyclopropyl-2-hydroxy-2-phenylacetic acid (1460-46-4,64471-52-9)

Guidance literature:

6, KMnO4 (Oxid.);

DOI:10.1021/jo00973a037

Reference yield: 60.0%

2-cyclopropyl-2-hydroxy-2-phenylacetic acid (1460-46-4,64471-52-9) + 1-(4-methyl-3-pentenyl)-4-aminopiperidine (185030-43-7) → N-[1-(4-methyl-3-pentenyl)piperidin-4-yl]-2-cyclopropyl-2-hydroxy-2-phenylacetamide

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In chloroform; at 20 ℃;

DOI:10.1016/S0968-0896(99)00177-7

upstream raw materials:

Benzoylformic acid

Refernces