2-Bromo-4-methoxyphenylacetic acid

Base Information

• Chemical Name: 2-Bromo-4-methoxyphenylacetic acid
• CAS No.: 66916-99-2
• Molecular Formula: C9H9BrO3
• Molecular Weight: 245.073
• Hs Code.: 29189900
• European Community (EC) Number: 627-351-8
• DSSTox Substance ID: DTXSID70398264
• Wikidata: Q72446332
• Mol file: 66916-99-2.mol

Synonyms:2-Bromo-4-methoxyphenylacetic acid;66916-99-2;2-(2-bromo-4-methoxyphenyl)acetic acid;(2-bromo-4-methoxyphenyl)acetic acid;Benzeneacetic acid, 2-bromo-4-methoxy-;2-BROMO-4-METHOXYPHENYLACETCI ACID;MFCD02664700;SCHEMBL983847;DTXSID70398264;XQELSBAAFMYSMG-UHFFFAOYSA-N;AMY14274;2-Bromo-4-methoxyphenylacetic acid?;BBL020898;CL8755;STK893604;AKOS001476547;2-(2-bromo-4-methoxyphenyl)aceticacid;CS-W010257;(2-bromo-4-methoxy-phenyl)-acetic acid;AC-23618;AS-46097;SY014244;2-Bromo-4-methoxyphenylacetic acid, 97%;B4737;FT-0600535;2-(2-bromanyl-4-methoxy-phenyl)ethanoic acid;EN300-121018;A835586;J-508308

Chemical Property of 2-Bromo-4-methoxyphenylacetic acid

Chemical Property:

• Vapor Pressure: 1.31E-05mmHg at 25°C
• Melting Point: 127-131 °C(lit.)
• Refractive Index: 1.572
• Boiling Point: 353.6 °C at 760 mmHg
• PKA: 4.20±0.10(Predicted)
• Flash Point: 167.6 °C
• PSA: 46.53000
• Density: 1.56 g/cm³
• LogP: 2.08480
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 243.97351
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Bromo-4-methoxyphenylacetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; N
• Hazard Codes: Xn,N
• Statements: 22-50
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)CC(=O)O)Br

Technology Process of 2-Bromo-4-methoxyphenylacetic acid

There total 5 articles about 2-Bromo-4-methoxyphenylacetic 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: 96.0%

methyl 2-(2-bromo-4-methoxyphenyl)acetate (198630-93-2) → 2-(2-bromo-4-(methoxy)phenyl)acetic acid (66916-99-2)

Guidance literature:

methyl 2-(2-bromo-4-methoxyphenyl)acetate; With water; sodium hydroxide;

With hydrogenchloride;

DOI:10.1021/acs.joc.1c00452

Reference yield:

2-(2-bromo-4-methoxyphenyl)acetonitrile (66916-98-1) → 2-(2-bromo-4-(methoxy)phenyl)acetic acid (66916-99-2)

Guidance literature:

With potassium hydroxide; In ethanol; Yield given;

Reference yield:

2-bromo-1-(bromomethyl)-4-methoxybenzene (54788-18-0) → 2-(2-bromo-4-(methoxy)phenyl)acetic acid (66916-99-2)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylsulfoxide / 0.75 h / Ambient temperature

2: aq. KOH / ethanol

With potassium hydroxide; In ethanol; dimethyl sulfoxide;

upstream raw materials:

2-(2-bromo-4-methoxyphenyl)acetonitrile

3-bromo-4-methylanisole

2-bromo-1-(bromomethyl)-4-methoxybenzene

methyl 2-(2-bromo-4-methoxyphenyl)acetate

Downstream raw materials:

methyl 2-(2-bromo-4-methoxyphenyl)acetate

2-(4-methoxyphenethyl)-3,3-dimethyl-1-methylenecyclohexane

1-(p-methoxyphenylethyl)-2,6,6-trimethylcyclohex-1-ene

2-<2-(2-Bromo-4-methoxyphenyl)ethyl>-3,3-dimethylcyclohexanone

Refernces

• 1、 Machida, Mizuki,Mori, Keiji. "Highly diastereoselective synthesis of tetralin-fused spirooxindoles via lewis acid-catalyzed C(sp3)H bond functionalization". supporting information. p. 868 - 871. Retrieved 2018/07/03.