2-(Benzyloxy)-5-bromobenzoic acid

Base Information

• Chemical Name: 2-(Benzyloxy)-5-bromobenzoic acid
• CAS No.: 62176-31-2
• Molecular Formula: C14H11 Br O3
• Molecular Weight: 307.144
• Hs Code.: 2918990090
• European Community (EC) Number: 851-253-6
• DSSTox Substance ID: DTXSID50368748
• Wikidata: Q82155536
• Mol file: 62176-31-2.mol

Synonyms:2-(benzyloxy)-5-bromobenzoic acid;62176-31-2;2-Benzyloxy-5-bromobenzoic acid;5-bromo-2-phenylmethoxybenzoic acid;2-Benzyloxy-5-bromo-benzoic acid;2-BENZYLOXY-5-BROMO-BENZOICACID;SCHEMBL384896;5-Bromo-2-benzyloxybenzoic acid;DTXSID50368748;2-(benzyloxy)-5-bromobenzoicacid;VIQAXGLEBKDMGC-UHFFFAOYSA-N;BBL036967;MFCD04612889;STK500999;AKOS001073032;DS-18645;5-bromo-2-[(phenylmethyl)oxy]benzoic acid;CS-0156204;FT-0679461;EN300-06646;C75921;SR-01000045329;SR-01000045329-1;Z56931703

Chemical Property of 2-(Benzyloxy)-5-bromobenzoic acid

Chemical Property:

• Vapor Pressure: 1.34E-08mmHg at 25°C
• Melting Point: 106.1-107.4 °C
• Boiling Point: 442.2°C at 760 mmHg
• PKA: 3.09±0.36(Predicted)
• Flash Point: 221.3°C
• PSA: 46.53000
• Density: 1.514±0.06 g/cm3(Predicted)
• LogP: 3.72630
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 305.98916
• Heavy Atom Count: 18
• Complexity: 276

Purity/Quality:

98%Min ^*data from raw suppliers

2-Benzyloxy-5-bromobenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=C(C=C(C=C2)Br)C(=O)O

Technology Process of 2-(Benzyloxy)-5-bromobenzoic acid

There total 6 articles about 2-(Benzyloxy)-5-bromobenzoic 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: 97.0%

phenylmethyl 5-bromo-2-[(phenylmethyl)oxy]benzoate (850350-09-3) → 5-bromo-2-[(phenylmethyl)oxy]benzoic acid (62176-31-2)

Guidance literature:

With sodium hydroxide; In methanol; water; at 60 ℃; for 2h;

DOI:10.1016/j.bmcl.2018.11.054

Reference yield:

5-bromosalicyclic acid (89-55-4) → 5-bromo-2-[(phenylmethyl)oxy]benzoic acid (62176-31-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / acetone / 70 °C

2.1: water; lithium hydroxide / tetrahydrofuran / 71 °C

2.2: pH 2

With water; potassium carbonate; lithium hydroxide; In tetrahydrofuran; acetone;

Reference yield:

5-bromo-2-hydroxy-benzoic acid methyl ester (4068-76-2) → 5-bromo-2-[(phenylmethyl)oxy]benzoic acid (62176-31-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium iodide; potassium carbonate / acetone / Reflux

2: sodium hydroxide / ethanol; water / Reflux

With potassium carbonate; potassium iodide; sodium hydroxide; In ethanol; water; acetone;

DOI:10.1002/adsc.201900652

upstream raw materials:

5-bromosalicyclic acid

phenylmethyl 5-bromo-2-[(phenylmethyl)oxy]benzoate

benzyl bromide

5-bromo-2-hydroxy-benzoic acid methyl ester

Downstream raw materials:

2-(benzyloxy)-5-bromo-N-m-tolylbenzamide

2-(benzyloxy)-5-bromo-N-(3-chlorophenyl)benzamide

2-(benzyloxy)-5-bromo-N-(3-methoxyphenyl)benzamide

5-bromo-N-(3-ethylphenyl)-2-[(phenylmethyl)oxy]benzamide

Refernces

• 1、 Xing, Qingyu,Liang, Huiyuan,Bao, Mingmai,Li, Xuemin,Zhang, Jingran,Bi, Tianhao,Zhang, Yilin,Xu, Jun,Du, Yunfei,Zhao, Kang. "Metal-free Synthesis of Spiro-2,2′-benzo[b]furan-3,3′-ones via PhI(OAc)2-Mediated Cascade Spirocyclization". . p. 4669 - 4673. Retrieved 2019/09/17.
• 2、 -. "NOVEL COMPOUNDS". . . Retrieved 2011/04/25.