2-(4-Bromobenzyl)malonic acid

Base Information

• Chemical Name: 2-(4-Bromobenzyl)malonic acid
• CAS No.: 92013-18-8
• Molecular Formula: C10H9 Br O4
• Molecular Weight: 273.083
• DSSTox Substance ID: DTXSID30537051
• Wikidata: Q82411899
• Mol file: 92013-18-8.mol

Synonyms:2-(4-BROMOBENZYL)MALONIC ACID;92013-18-8;2-(4-BROMO-BENZYL)-MALONIC ACID;2-[(4-BROMOPHENYL)METHYL]PROPANEDIOIC ACID;SCHEMBL27205;DTXSID30537051;DIBILFWSEHZMDI-UHFFFAOYSA-N;AB3198;MFCD03003357;2-(4-BROMOBENZYL)MALONICACID;AKOS022356870;[(4-Bromophenyl)methyl]propanedioic acid;AS-44694;CS-0194487

Chemical Property of 2-(4-Bromobenzyl)malonic acid

Chemical Property:

• Melting Point: 148-150 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 436.0±35.0 °C(Predicted)
• PKA: 3.13±0.10(Predicted)
• PSA: 74.60000
• Density: 1.695±0.06 g/cm3(Predicted)
• LogP: 1.77700
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 271.96842
• Heavy Atom Count: 15
• Complexity: 232

Purity/Quality:

99% ^*data from raw suppliers

2-(4-Bromobenzyl)malonicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(C(=O)O)C(=O)O)Br

Technology Process of 2-(4-Bromobenzyl)malonic acid

There total 4 articles about 2-(4-Bromobenzyl)malonic 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: 100.0%

diethyl 2-(4-bromobenzyl)malonate (70146-78-0) → 2-[(4-bromophenyl)methyl]propanedioic acid (92013-18-8)

Guidance literature:

With water; potassium hydroxide; In ethanol; at 20 ℃; for 14h;

Reference yield: 91.0%

dimethyl 2-(4-bromobenzyl)malonate (157134-36-6) → 2-[(4-bromophenyl)methyl]propanedioic acid (92013-18-8)

Guidance literature:

With water; potassium hydroxide; In ethanol; at 60 ℃;

Reference yield:

1-bromomethyl-4-bromobenzene (589-15-1) → 2-[(4-bromophenyl)methyl]propanedioic acid (92013-18-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / 1,2-dimethoxy-ethane / 2 h / 20 °C

1.2: 57 percent / 1,2-dimethoxy-ethane / 18 h / Heating

2.1: aq. KOH / 4.5 h / Heating

With potassium hydroxide; sodium hydride; In 1,2-dimethoxyethane;

DOI:10.1021/jm020067s

upstream raw materials:

diethyl 2-(4-bromobenzyl)malonate

1-bromomethyl-4-bromobenzene

p-bromobenzyl chloride

dimethyl 2-(4-bromobenzyl)malonate

Downstream raw materials:

3-(4-bromophenyl)-1-morpholinopropan-1-one

4-(3-(4-bromophenyl)propyl)morpholine

4-bromocinnamoyl chloride

Refernces

• 1、 -. "APELIN RECEPTOR AGONISTS AND METHODS OF USE". Page/Page column 116; 119. . Retrieved 2017/12/28.
• 2、 -. "SUBSTITUTED BENZAMIDES AND THEIR USES". . . Retrieved 2013/11/05.