4-Bromophenylacetic acid

Base Information

• Chemical Name: 4-Bromophenylacetic acid
• CAS No.: 1878-68-8
• Molecular Formula: C8H7BrO2
• Molecular Weight: 215.046
• Hs Code.: 29163900
• European Community (EC) Number: 217-523-7
• NSC Number: 14358
• UNII: WA6UT8W6AJ
• DSSTox Substance ID: DTXSID2062032
• Nikkaji Number: J79.192J
• Wikipedia: 4-Bromophenylacetic_acid
• Wikidata: Q27105508
• Metabolomics Workbench ID: 67932
• Mol file: 1878-68-8.mol

Synonyms:4-Bromophenylacetic acid;1878-68-8;2-(4-Bromophenyl)acetic acid;(4-Bromophenyl)acetic acid;P-BROMOPHENYLACETIC ACID;4-Bromobenzeneacetic acid;4-Bromophenyl acetic acid;Benzeneacetic acid, 4-bromo-;(p-Bromophenyl)acetic acid;4-bromophenylaceticacid;Acetic acid, (p-bromophenyl)-;MFCD00004342;p-Bromphenylessigsaure;p-Bromphenylessigsaure [German];Acide p-bromophenylacetique [French];EINECS 217-523-7;NSC 14358;Acide p-bromophenylacetique;BRN 0972146;NSC-14358;3-09-00-02275 (Beilstein Handbook Reference);4bromophenylacetic acid;4-bromo-phenylacetic acid;4-bromophenyl-acetic acid;WA6UT8W6AJ;4-bromo-benzeneacetic acid;4-bromo phenyl acetic acid;4-bromo-phenyl acetic acid;4-bromo-phenyl-acetic acid;(4-bromophenyl)-acetic acid;SCHEMBL29257;4-Bromophenylacetic acid acid;(4-bromo-phenyl)-acetic acid;CHEBI:1790;4-Bromophenylacetic acid, 98%;DTXSID2062032;HMS1788P11;CS-D0933;NSC14358;STR02794;STL061090;AKOS000150899;AB00367;AC-4183;AM86716;CCG-255918;PS-4698;SY001685;B1296;FT-0617912;EN300-18733;A21790;C03076;P16509;W-107764;Q27105508;Z90121253;F2191-0031;(p-bromophenyl)-aceticaci;Aceticacid,(p-bromophenyl)-

Chemical Property of 4-Bromophenylacetic acid

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 9.03E-05mmHg at 25°C
• Melting Point: 114-117 °C(lit.)
• Refractive Index: 1.4620 (estimate)
• Boiling Point: 326 °C at 760 mmHg
• PKA: pK1: 4.188 (25°C)
• Flash Point: 151 °C
• PSA: 37.30000
• Density: 1.616 g/cm³
• LogP: 2.07620
• Storage Temp.: Store below +30°C.
• Solubility.: ethanol: soluble5%, clear, colorless to light yellow
• Water Solubility.: SLIGHTLY SOLUBLE
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 213.96294
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

4-Bromophenylacetic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 37/39-26-26/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(=O)O)Br
• Uses: 4-Bromophenylacetic acid was used as standard in the extraction of nonylphenol polyethoxy carboxylates with 1-4 ethoxy groups from sludge samples.

Technology Process of 4-Bromophenylacetic acid

There total 37 articles about 4-Bromophenylacetic 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: 98.7%

4-bromo-DL-mandelic acid (6940-50-7) → 2-(4-bromophenyl)-acetic acid (1878-68-8)

Guidance literature:

With phosphonic Acid; methanesulfonic acid; sodium iodide; In water; at 95 ℃; for 72h; Inert atmosphere;

DOI:10.1021/jo2018087

Reference yield: 93.0%

carbon monoxide (201230-82-2) + 1-bromomethyl-4-bromobenzene (589-15-1) → 2-(4-bromophenyl)-acetic acid (1878-68-8)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; potassium iodide; In formic acid; at 60 ℃; for 18h; under 760 Torr;

DOI:10.1016/S0040-4039(00)01327-7

Reference yield: 93.0%

Ethyl 4-bromophenylacetate (14062-25-0) → 2-(4-bromophenyl)-acetic acid (1878-68-8)

Guidance literature:

With water; sodium hydroxide; In 1,4-dioxane; at 60 ℃; for 2h; pH=10 - 14;

upstream raw materials:

phenylacetic acid

4-Bromophenylacetonitrile

4-aminophenylacetic acid

para-bromoacetophenone

Downstream raw materials:

2-(4-bromophenyl)-1-(4-methoxyphenyl)-1-ethanone

2-(4-bromophenyl)-N,N-dimethyl acetamide

(4-bromo-phenyl)-acetic acid methyl ester

(S)-2-(4-Bromphenylacetoxy)-propionsaeureethylester

Refernces

• 1、 Cagnon, Brian R.,Mohammadlou, Aliakbar,Wulff, William D.,Yin, Xiaopeng,Zheng, Li. "Resolution of Vaulted Biaryl Ligands via Borate Esters of Quinine and Quinidine". . p. 10432 - 10450. Retrieved 2020/09/23.
• 2、 Wakuluk-Machado, Anne-Marie,Dewez, Damien F.,Baguia, Hajar,Imbratta, Miguel,Echeverria, Pierre-Georges,Evano, Gwilherm. "Pd(OH)2/C, a Practical and Efficient Catalyst for the Carboxylation of Benzylic Bromides with Carbon Monoxide". . p. 713 - 723. Retrieved 2020/02/04.