2-Phenylcyclopropanecarboxylic acid

Base Information

• Chemical Name: 2-Phenylcyclopropanecarboxylic acid
• CAS No.: 5685-38-1
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• Hs Code.: 2916399090
• European Community (EC) Number: 675-510-5
• NSC Number: 245855
• DSSTox Substance ID: DTXSID80901142
• Nikkaji Number: J81.078I
• Mol file: 5685-38-1.mol

Synonyms:(1R)-menthyl (1S,2S)-(+)-2-phenylcyclopropanecarboxylate;2-PhCPCOOH;2-phenylcyclopropanecarboxylic acid;2-phenylcyclopropanecarboxylic acid, (1R-trans)-isomer;2-phenylcyclopropanecarboxylic acid, (cis)-isomer

Chemical Property of 2-Phenylcyclopropanecarboxylic acid

Chemical Property:

• Melting Point: 89-90 °C(Solv: water (7732-18-5))
• Boiling Point: 317.1±31.0 °C(Predicted)
• PKA: 4.57±0.10(Predicted)
• PSA: 37.30000
• Density: 1.250±0.06 g/cm3(Predicted)
• LogP: 1.87470
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 182

Purity/Quality:

99% ^*data from raw suppliers

2-PhenylcyclopropanecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C1C(=O)O)C2=CC=CC=C2

Technology Process of 2-Phenylcyclopropanecarboxylic acid

There total 42 articles about 2-Phenylcyclopropanecarboxylic 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: 98.0%

ethyl 2-phenylcyclopropylcarboxylate (946-38-3,946-39-4,34702-96-0,34702-97-1,34703-00-9,34716-60-4,63038-62-0,63038-63-1,97-71-2) → 2-phenyl-cyclopropanecarboxylic acid (5685-38-1)

Guidance literature:

With methanol; potassium hydroxide; at 20 ℃; for 5h;

Reference yield: 91.0%

cis-1-ethoxycarbonyl-2-phenylcyclopropane (946-38-3) → (1S*,2R*)-2-phenylcyclopropane-1-carboxylic acid (939-89-9,939-90-2,3471-10-1,5685-38-1,23020-15-7,23020-18-0,42916-14-3,48126-51-8,67528-68-1,111956-00-4,111956-01-5)

Guidance literature:

With ethanol; potassium hydroxide; at 20 ℃;

DOI:10.1021/ja101557k

Reference yield: 91.0%

trans-2-phenyl-1-cyclopropanecarbaldehyde (67074-44-6) → 2-phenyl-cyclopropanecarboxylic acid (5685-38-1)

Guidance literature:

With C₂₀H₂₅N₂⁽¹⁺⁾*Cl^(1-); water; oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 16h; Schlenk technique;

DOI:10.3762/bjoc.9.65

upstream raw materials:

carbon monoxide

1,1-dibromo-2-phenylcyclopropane

ethyl 2-phenylcyclopropylcarboxylate

l-menthyl 2-phenylcyclopropanecarboxylate

Downstream raw materials:

2-hhenylcyclopropane-1-carboxamide

methyl 2-phenylcyclopropane-1-carboxylate

2-Phenyl-cyclopropanecarboxylic acid (3-imidazol-1-yl-propyl)-amide

(2-phenylcyclopropyl)methanol

Refernces

• 1、 -. "Synthesis method of 2-phenylcyclopropane-1-carboxylic acid". Paragraph 0023-0025; 0027; 0031; 0032; 0035; 0037; 0041. . Retrieved 2018/11/04.
• 2、 -. "KDM1A INHIBITORS FOR THE TREATMENT OF DISEASE". Paragraph 0254. . Retrieved 2014/10/18.