2-Cyclopropene-1-carboxylic acid, 1-phenyl-

Base Information

• Chemical Name: 2-Cyclopropene-1-carboxylic acid, 1-phenyl-
• CAS No.: 824425-20-9
• Molecular Formula: C10H8O2
• Molecular Weight: 160.172
• DSSTox Substance ID: DTXSID90462572
• Nikkaji Number: J2.141.932J
• Mol file: 824425-20-9.mol

Synonyms:2-Cyclopropene-1-carboxylic acid, 1-phenyl-;824425-20-9;DTXSID90462572

Chemical Property of 2-Cyclopropene-1-carboxylic acid, 1-phenyl-

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 160.052429494
• Heavy Atom Count: 12
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2(C=C2)C(=O)O

Technology Process of 2-Cyclopropene-1-carboxylic acid, 1-phenyl-

There total 3 articles about 2-Cyclopropene-1-carboxylic acid, 1-phenyl- 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: 88.0%

1-phenyl-2-trimethylsilylcycloprop-2-ene carboxylic acid methyl ester (699005-11-3) → 1-phenylcycloprop-2-ene-1-carboxylic acid (824425-20-9)

Guidance literature:

With potassium hydroxide; In methanol; at 20 ℃;

DOI:10.1021/ol047837+

Reference yield:

benzeneacetic acid methyl ester (101-41-7) → 1-phenylcycloprop-2-ene-1-carboxylic acid (824425-20-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene; 4-acetamidobenzenesulfonyl azide / acetonitrile / 20 °C / Cooling with ice

2: dirhodium tetraacetate / 10 h / 20 °C / Inert atmosphere

3: potassium hydroxide / methanol; water / 20 °C / Cooling with ice

With dirhodium tetraacetate; 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium hydroxide; In methanol; water; acetonitrile;

DOI:10.1002/adsc.202000701

Reference yield:

Methyl phenyldiazoacetate (22979-35-7) → 1-phenylcycloprop-2-ene-1-carboxylic acid (824425-20-9)

Guidance literature:

Multi-step reaction with 2 steps

1: dirhodium tetraacetate / 10 h / 20 °C / Inert atmosphere

2: potassium hydroxide / methanol; water / 20 °C / Cooling with ice

With dirhodium tetraacetate; potassium hydroxide; In methanol; water;

DOI:10.1002/adsc.202000701

upstream raw materials:

1-phenyl-2-trimethylsilylcycloprop-2-ene carboxylic acid methyl ester

benzeneacetic acid methyl ester

Methyl phenyldiazoacetate

Downstream raw materials:

1-phenyl-2-(1-hydroxycyclooctyl)cycloprop-2-ene-1-carboxylic acid

(+/-)-1,2-diphenylcycloprop-2-ene-1-carboxylic acid

1-phenyl-2-(α-hydroxyoctyl)cycloprop-2-ene-1-carboxylic acid

Refernces

• 1、 Edwards, Andrew,Rubina, Marina,Rubin, Michael. "Directed RhI-Catalyzed Asymmetric Hydroboration of Prochiral 1-Arylcycloprop-2-Ene-1-Carboxylic Acid Derivatives". supporting information. p. 1394 - 1403. Retrieved 2017/12/26.