2-(5-Bromo-6-methoxynaphthalen-2-yl)propanoic acid

Base Information

• Chemical Name: 2-(5-Bromo-6-methoxynaphthalen-2-yl)propanoic acid
• CAS No.: 27655-95-4
• Molecular Formula: C14H13BrO3
• Molecular Weight: 309.159
• European Community (EC) Number: 248-594-2
• DSSTox Substance ID: DTXSID30950307
• Nikkaji Number: J257.421G,J257.422E
• Mol file: 27655-95-4.mol

Synonyms:27655-95-4;2-(5-bromo-6-methoxynaphthalen-2-yl)propanoic acid;(R)-5-Bromo-6-methoxy-alpha-methyl-2-naphthaleneacetic acid;(+/-)-5-bromo-6-methoxy-alpha-methylnaphthalene-2-acetic acid;C14-H13-Br-O3;SCHEMBL4380164;DTXSID30950307;FT-0663804;FT-0663805;2-(5-bromo-6-methoxy-2-naphthyl)propionic acid;(+)-2-(5-bromo-6-methoxy-2-naphthyl)propionic acid;(S)-5-Bromo-6-methoxy-alpha-methyl-2-naphthaleneacetic acid

Chemical Property of 2-(5-Bromo-6-methoxynaphthalen-2-yl)propanoic acid

Chemical Property:

• Melting Point: 177-179 °C
• Boiling Point: 446.216 °C at 760 mmHg
• PKA: 4.72±0.30(Predicted)
• Flash Point: 223.664 °C
• PSA: 46.53000
• Density: 1.483 g/cm³
• LogP: 3.79900
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 308.00481
• Heavy Atom Count: 18
• Complexity: 307

Purity/Quality:

99% ^*data from raw suppliers

rac-5-BromoNaproxen ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC2=C(C=C1)C(=C(C=C2)OC)Br)C(=O)O
• Uses: rac-5-Bromo Naproxen is an impurity of Naproxen (N377526). Naproxen impurity C.

Technology Process of 2-(5-Bromo-6-methoxynaphthalen-2-yl)propanoic acid

There total 15 articles about 2-(5-Bromo-6-methoxynaphthalen-2-yl)propanoic 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: 94.7%

N-[ d,l-2-(5-bromo-6-methoxy-2-naphthyl)-propionyl]-l-aspartic acid → (d,l)-2-(5-bromo-6-methoxy-2-naphthyl)propionic acid (27655-95-4)

Guidance literature:

With concentrated aqueous hydrochloric acid; In chloroform; water; acetic acid;

Reference yield: 91.0%

→ (d,l)-2-(5-bromo-6-methoxy-2-naphthyl)propionic acid (27655-95-4)

Guidance literature:

Reference yield: 84.0%

N-[ d,l-2-(5-bromo-6-methoxy-2-naphthyl)-propionyl]-d-glutamic acid → (d,l)-2-(5-bromo-6-methoxy-2-naphthyl)propionic acid (27655-95-4)

Guidance literature:

In chloroform;

upstream raw materials:

2-(5-Bromo-6-methoxy-naphthalen-2-yl)-propionic acid 2-hydroxy-ethyl ester

6-methoxy-2-propionylnaphthalene

2-bromo-1-(5'-bromo-6'-methoxy-2'-naphthyl)-propan-1-one

2-(1'-bromo-ethyl)-2-(5'-bromo-6'-methoxy-2'-naphthyl)-1,3-dioxolane

Downstream raw materials:

naproxen

(2S)-2-(6-methoxy(2-naphthyl))propanoic acid

5-bromo-6-methoxy-2-acetylnaphthalene

S-(+)-2-(5-Bromo-6-Methoxy-2-Naphthyl)-Propionic Acid

Refernces

• 1、 -. "Intermediates for preparing optically active carboxylic acids". . . Retrieved 2008/06/13.
• 2、 -. "Process for the preparation of optically active alpha-arylalkanoic acids and novel intermediates thereof". . . Retrieved 2008/06/13.