4-Chloro-beta-(hydroxymethyl)benzenepropanoic acid

Base Information

• Chemical Name: 4-Chloro-beta-(hydroxymethyl)benzenepropanoic acid
• CAS No.: 52977-95-4
• Molecular Formula: C₁₀H₁₁ClO₃
• Molecular Weight: 214.649
• DSSTox Substance ID: DTXSID80967445
• Mol file: 52977-95-4.mol

Synonyms:3-(4-chlorophenyl)-4-hydroxybutyric acid;CPHBA

Chemical Property of 4-Chloro-beta-(hydroxymethyl)benzenepropanoic acid

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 1.02E-06mmHg at 25°C
• Melting Point: 168-170 °C
• Refractive Index: 1.577
• Boiling Point: 388.1 °C at 760 mmHg
• Flash Point: 188.5 °C
• PSA: 57.53000
• Density: 1.34 g/cm³
• LogP: 1.89060
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 214.0396719
• Heavy Atom Count: 14
• Complexity: 188

Purity/Quality:

98%Min ^*data from raw suppliers

3-(4-CHLOROPHENYL)-4-HYDROXYBUTYRIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(CC(=O)O)CO)Cl
• Uses: A metabolite of Baclofen β-(p-Chlorophenyl)-γ-hydroxybutyric acid CAS#: 52977-95-4 is a useful research compound.

Technology Process of 4-Chloro-beta-(hydroxymethyl)benzenepropanoic acid

There total 2 articles about 4-Chloro-beta-(hydroxymethyl)benzenepropanoic 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:

4-(benzyloxy)-3-(4-chlorophenyl)butanoic acid → 3-(p-chlorophenyl)-4-hydroxybutyric acid (52977-95-4)

Guidance literature:

With boron trichloride; In n-heptane; dichloromethane;

DOI:10.1016/j.tetasy.2017.08.017

Reference yield:

4-Chlorophenylboronic acid (1679-18-1) → 3-(p-chlorophenyl)-4-hydroxybutyric acid (52977-95-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; potassium hydroxide / 1,4-dioxane; water / 1.08 h / 95 °C / Inert atmosphere

1.2: 2 h / 20 °C

2.1: boron trichloride / dichloromethane; n-heptane

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; boron trichloride; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; potassium hydroxide; In 1,4-dioxane; n-heptane; dichloromethane; water;

DOI:10.1016/j.tetasy.2017.08.017

upstream raw materials:

4-Chlorophenylboronic acid

Refernces