2184-85-2

Basic information

• Product Name: 2-(2-CHLORO-PHENYL)-PROPIONIC ACID
• Synonyms: 2-(2-CHLORO-PHENYL)-PROPIONIC ACID;2-(2-chlorophenyl)propanoic acid;Benzeneacetic acid, 2-chloro-.alpha.-methyl-
• CAS NO: 2184-85-2
• Molecular Formula: C₉H₉ClO₂
• Molecular Weight: 184.62
• Mol File: 2184-85-2.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 288.3 °C at 760 mmHg
• Flash Point: 128.1 °C
• Appearance: /
• Density: 1.263 g/cm³
• Vapor Pressure: 0.00109mmHg at 25°C
• Refractive Index: 1.555
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-(2-CHLORO-PHENYL)-PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-CHLORO-PHENYL)-PROPIONIC ACID(2184-85-2)
• EPA Substance Registry System: 2-(2-CHLORO-PHENYL)-PROPIONIC ACID(2184-85-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 2184-85-2(Hazardous Substances Data)

Usage

General Description

2-(2-Chloro-phenyl)-propionic acid, also known as α-(2-chlorophenyl)propionic acid or CPP, is an organic compound that falls under the category of phenylpropanoic acids. It is a white or almost white, crystalline powder that does not have an odor. Its chemical formula is C9H9ClO2 and the molecular weight is 184.620 g/mol. This chemical is soluble in water and is often used in the synthesis of pharmaceuticals or as an intermediate in chemical reactions. Due to the presence of chlorine, it should be handled with care as it may cause skin irritation or harm to the eyes.

InChI:InChI=1/C9H9ClO2/c1-6(9(11)12)7-4-2-3-5-8(7)10/h2-6H,1H3,(H,11,12)

Upstream product

• 75920-46-6 rac-2-(2-chlorophenyl)propanenitrile 
• 57486-68-7 methyl (2-chlorophenyl)acetate 
• 2444-36-2 2'-chloro-benzeneacetic acid 
• 51512-09-5 2-(2-chlorophenyl)acetyl chloride 
• 124-38-9 carbon dioxide 
• 2039-87-4 2-chlorostyrene 
• 74-88-4 methyl iodide 
• 201230-82-2 carbon monoxide 
• 40061-54-9 2-chlorophenylacetic acid ethyl ester 
• 1379313-44-6 C₁₁H₁₃ClO₂ 

Downstream Products

• 905443-15-4 α-methyl 2-chlorophenylacetyl chloride 
• 687994-48-5 2-(2-chloro-5-nitro-phenyl)-propanoic acid 
• 758670-25-6 2-(5-chloro-2-piperidino-phenyl)-propanoic acid 
• 778560-27-3 2-(5-amino-2-piperidino-phenyl)-propanoic acid 
• 737742-76-6 2-(5-nitro-2-piperidino-phenyl)-propanoic acid 
• 219922-50-6 4-<2-<<2-<5-chloro-2-(1-piperidinyl)phenyl>propanoyl>amino>methyl>benzoic acid 
• 219922-49-3 ethyl 4-<2-<<2-<5-chloro-2-(1-piperidinyl)phenyl>propanoyl>amino>methyl>benzoate 
• 442513-24-8 (S)-2-(2-chlorophenyl)propanoic acid 
• 1239016-36-4 (R)-2-(2-chlorophenyl)propanoic acid 
• 1239016-23-9 di(1-naphthyl)methyl (S)-2-(2-chlorophenyl)propanoate 
• 26059-47-2 2-(2-chlorophenyl)propan-1-ol 
• 1379313-44-6 C₁₁H₁₃ClO₂ 
• 1394168-73-0 2-(2-chlorophenyl)-2-fluoropropanoic acid 
• 1394168-92-3 2-(2-chlorophenyl)-2-fluoropropanoic acid 

Relevant articles and documents

2-(Halogenated Phenyl) acetamides and propanamides as potent TRPV1 antagonists

A series consisting of 117 2-(halogenated phenyl) acetamide and propanamide analogs were investigated as TRPV1 antagonists. The structure–activity analysis targeting their three pharmacophoric regions indicated that halogenated phenyl A-region analogs exhibited a broad functional profile ranging from agonism to antagonism. Among the compounds, antagonists 28 and 92 exhibited potent antagonism toward capsaicin for hTRPV1 with Ki[CAP] = 2.6 and 6.9 nM, respectively. Further, antagonist 92 displayed promising analgesic activity in vivo in both phases of the formalin mouse pain model. A molecular modeling study of 92 indicated that the two fluoro groups in the A-region made hydrophobic interactions with the receptor.

Harnessing Applied Potential: Selective β-Hydrocarboxylation of Substituted Olefins

The construction of carboxylic acid compounds in a selective fashion from low value materials such as alkenes remains a long-standing challenge to synthetic chemists. In particular, β-addition to styrenes is underdeveloped. Herein we report a new electrosynthetic approach to the selective hydrocarboxylation of alkenes that overcomes the limitations of current transition metal and photochemical approaches. The reported method allows unprecedented direct access to carboxylic acids derived from β,β-trisubstituted alkenes, in a highly regioselective manner.

Regioselectivity inversion tuned by iron(iii) salts in palladium-catalyzed carbonylations

Impactful regioselectivity control is crucial for cost-effective chemical synthesis. By using cheap and abundant iron(iii) salts, the hydroxycarbonylations of both aromatic and aliphatic alkenes were significantly enhanced in both reactivity and selectivity (iso/n or n/iso up to >99:1). Moreover, Pd-catalyzed carbonylation selectivity can be switched from branched to linear by using different Fe(iii) salts. In addition, similar results were obtained for the carbonylation of secondary alcohols.