alpha-Methyl-3-biphenylacetic acid

Base Information

• Chemical Name: alpha-Methyl-3-biphenylacetic acid
• CAS No.: 51498-07-8
• Molecular Formula: C₁₅H₁₄O₂
• Molecular Weight: 226.275
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID00965827
• Nikkaji Number: J79.008G
• ChEMBL ID: CHEMBL142609
• Mol file: 51498-07-8.mol

Synonyms:alpha-Methyl-3-biphenylacetic acid;51498-07-8;BRN 5007839;3-BIPHENYLACETIC ACID, alpha-METHYL-;CHEMBL142609;DTXSID00965827;LS-44116;alpha-Methyl-1,1'-biphenyl-3-acetic acid;2-([1,1'-Biphenyl]-3-yl)propanoic acid

Chemical Property of alpha-Methyl-3-biphenylacetic acid

Chemical Property:

• Vapor Pressure: 5.61E-07mmHg at 25°C
• Boiling Point: 395.9°C at 760 mmHg
• Flash Point: 292.7°C
• PSA: 37.30000
• Density: 1.134g/cm³
• LogP: 3.54170
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 226.099379685
• Heavy Atom Count: 17
• Complexity: 256

Purity/Quality:

99% ^*data from raw suppliers

ALPHA-METHYL-3-BIPHENYLACETIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of alpha-Methyl-3-biphenylacetic acid

There total 18 articles about alpha-Methyl-3-biphenylacetic 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: 71.0%

methyl 2-(3-biphenylyl)propionate (75852-35-6) → 2-(3-biphenylyl)propanoic acid (51498-07-8)

Guidance literature:

With sodium hydroxide; In methanol; for 1h; Heating;

DOI:10.1021/jm00133a010

Reference yield:

(2RS,3SR)-3-(3'-iodophenyl)butane-1,2-diol → 2-(3-biphenylyl)propanoic acid (51498-07-8)

Guidance literature:

Multi-step reaction with 2 steps

1: RuCl₃*H₂O, NaIO₄ / CCl₄; acetonitrile; H₂O / Ambient temperature

2: 1.) ZnCl₂, 2.) dichlorobis(triphenylphosphine)palladium(II), DIBALH / 1.) ether, THF, RT, 10 min, 2.) ether, THF, RT, 1.5 h

With ruthenium trichloride; bis-triphenylphosphine-palladium(II) chloride; sodium periodate; diisobutylaluminium hydride; zinc(II) chloride; In tetrachloromethane; water; acetonitrile;

DOI:10.1016/0040-4020(95)00805-I

Reference yield:

2-(3-bromophenyl)-2-methyl-[1,3]dioxolane (39172-32-2) → 2-(3-biphenylyl)propanoic acid (51498-07-8)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) Mg, I₂ / 1.) anhydrous THF, 4 h, 60 deg C, 2.) THF

2: 97 percent / H₂O, 10percent HCl / methanol / 1 h / Ambient temperature

3: 1.) t-BuOK / 1.) anhydrous THF, 30 min, RT, 2.) THF, RT, 24 h

4: 58 percent / LAH / diethyl ether / 6 h / -78 °C

5: 93 percent / m-CPBA (80 percent) / CH₂Cl₂ / 0.67 h / 0 °C

6: 97 percent / H₂, 1M NaOH / 10percent Pd/C / ethanol / 6 h / -60 °C

7: 98 percent / ICl / CH₂Cl₂ / Ambient temperature

8: RuCl₃*H₂O, NaIO₄ / CCl₄; acetonitrile; H₂O / Ambient temperature

9: 1.) ZnCl₂, 2.) dichlorobis(triphenylphosphine)palladium(II), DIBALH / 1.) ether, THF, RT, 10 min, 2.) ether, THF, RT, 1.5 h

With hydrogenchloride; ruthenium trichloride; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; sodium periodate; lithium aluminium tetrahydride; potassium tert-butylate; water; hydrogen; iodine; Iodine monochloride; diisobutylaluminium hydride; magnesium; 3-chloro-benzenecarboperoxoic acid; zinc(II) chloride; palladium on activated charcoal; In methanol; tetrachloromethane; diethyl ether; ethanol; dichloromethane; water; acetonitrile;

DOI:10.1016/0040-4020(95)00805-I

upstream raw materials:

methyl 2-(3-biphenylyl)propionate

phenylmagnesium bromide

(RS)-2-(3'-iodophenyl)propanoic acid

2-(3-bromophenyl)-2-methyl-[1,3]dioxolane