Methyl 4-(bromomethyl)benzoate

Base Information

• Chemical Name: Methyl 4-(bromomethyl)benzoate
• CAS No.: 2417-72-3
• Molecular Formula: C9H9BrO2
• Molecular Weight: 229.073
• Hs Code.: 29163990
• European Community (EC) Number: 607-335-7
• NSC Number: 83959
• UNII: C9GY6V54X6
• DSSTox Substance ID: DTXSID4049406
• Nikkaji Number: J33.623H
• Wikidata: Q72488641
• ChEMBL ID: CHEMBL3183843
• Mol file: 2417-72-3.mol

Synonyms:Methyl 4-(bromomethyl)benzoate;2417-72-3;Methyl 4-bromomethylbenzoate;4-bromomethylbenzoic acid methyl ester;4-(Bromomethyl)benzoic Acid Methyl Ester;Benzoic acid, 4-(bromomethyl)-, methyl ester;methyl4-(bromomethyl)benzoate;MFCD00032453;methyl p-(bromomethyl)benzoate;methyl-4-(bromomethyl)benzoate;p-(Methoxycarbonyl)benzyl bromide;4-Bromomethyl benzoic acid methyl ester;methyl 4-bromomethyl benzoate;C9GY6V54X6;DTXSID4049406;NSC-83959;4-(Methoxycarbonyl)benzyl bromide;4-carbomethoxybenzyl bromide;Methyl alpha-Bromo-p-toluate;4-bromomethyl-benzoic acid methyl ester;methyl-4-bromomethylbenzoate;(4-carbmethoxy)benzylbromide;NCIOpen2_004628;UNII-C9GY6V54X6;SCHEMBL33494;methyl-4(bromomethyl)benzoate;(4-carbmethoxy) benzylbromide;p-methoxycarbonylbenzyl bromide;4-methoxycarbonylbenzyl bromide;4-(Carbomethoxy)benzyl bromide;Methy 4-(Bromomethyl)Benzoate;methyl (4-bromomethyl)benzoate;methy 4-(bromomethyl) benzoate;methyl 4-(bromomethy) benzoate;Methyl 4-(bromomethy)-benzoate;4-methoxycarbonyl-benzyl bromide;CHEMBL3183843;DTXCID3029366;methyl 4- (bromomethyl)benzoate;methyl 4-(bromomethyl) benzoate;methyl 4-(bromomethyl)-benzoate;methyl-4-(bromomethyl)-benzoate;Methyl 4-(bromo-methyl)benzoate;4-methoxy carbonyl benzyl bromide;4-(bromomethyl)benzoic acid methyl;BCP30275;NSC83959;STR03614;Tox21_202815;AB7470;NSC 83959;STK397278;[4-(methoxycarbonyl)-benzyl]-bromide;p-bromomethylbenzoic acid methyl ester;4bromomethyl-benzoic acid methyl ester;AKOS000119636;Methyl 4-(bromomethyl)benzoate, 98%;AC-4378;alpha-Bromo-p-toluic Acid Methyl Ester;CS-W008845;NCGC00260361-01;NCGC00320831-01;4-(bromo-methyl)benzoic acid methyl ester;4-(bromomethyl)benzoic acid, methyl ester;CAS-2417-72-3;p-Toluic acid, alpha-bromo-, methyl ester;4-(bromo-methyl)-benzoic acid methyl ester;A4993;AM20030428;B2053;BB 0258786;FT-0616713;EN300-18210;AB01315911-02;Q-102004;Z57358719;F1019-0028;methyl 4-(bromomethyl)benzoate

Chemical Property of Methyl 4-(bromomethyl)benzoate

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 0.00063mmHg at 25°C
• Melting Point: 57-58 °C(lit.)
• Refractive Index: 1.559
• Boiling Point: 309.7 °C at 760 mmHg
• Flash Point: 127.8 °C
• PSA: 26.30000
• Density: 1.46 g/cm³
• LogP: 2.36810
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Lachrymatory
• Water Solubility.: Lowly soluble in water, highly soluble in ethanol and ether, not soluble in halogenated organic solvents
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 227.97859
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

4-(Bromomethyl)benzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 22-34-43
• Safety Statements: 26-36/37/39-45-25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)CBr
• Uses: Methyl 4-(bromomethyl)benzoate is an ester derivative of a bromoalkylated benzoic acid. Methyl 4-(bromomethyl)benzoate is used in the preparation of potential anti-HIV agents. It i s also used as a catalyst for rearrangement of benzylthiothiazoline derivatives in the preparation aldose reductase inhibitors. Methyl 4-(bromomethyl)benzoate is used in the preparation of potential anti-HIV agents. It i s also used as a catalyst for rearrangement of benzylthiothiazoline derivatives in the preparation aldose reductase inhibitors.

Technology Process of Methyl 4-(bromomethyl)benzoate

There total 27 articles about Methyl 4-(bromomethyl)benzoate 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%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 4-bromomethylbenzoic Acid (6232-88-8) → Methyl 4-(bromomethyl)benzoate (2417-72-3)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 0 ℃;

DOI:10.1016/j.bmc.2011.03.044

Reference yield: 96.0%

methanol (67-56-1) + 4-bromomethylbenzoic Acid (6232-88-8) → Methyl 4-(bromomethyl)benzoate (2417-72-3)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1002/chem.201701204

Reference yield: 91.0%

methanol (67-56-1) + 4-bromomethylbenzoyl chloride (52780-16-2) → Methyl 4-(bromomethyl)benzoate (2417-72-3)

Guidance literature:

With sodium hydrogencarbonate; at 20 ℃; for 4h;

DOI:10.1021/ja993570b

upstream raw materials:

methanol

4-bromomethylbenzoyl chloride

4-bromomethylbenzoic Acid

para-chlorotoluene

Downstream raw materials:

methyl 4-formylbenzoate

E-4-[2-(4-bromo-phenyl)-vinyl]-benzoic acid methyl ester

methyl 4-(((N,4-dimethylphenyl)sulfonamido)methyl)benzoate

4-Methoxythiocarbonylsulfanylmethyl-benzoic acid methyl ester

Refernces

• 1、 Gu, Yipei,Leng, Ying,Ning, Mengmeng,Shen, Jianhua,Tang, Xuehang,Yan, Hongyi,Ye, Yangliang. "Discovery of novel ketoxime ether derivatives with potent FXR agonistic activity, oral effectiveness and high liver/blood ratio". . . Retrieved 2021/07/16.
• 2、 -. "1-benzylisatin derivative as well as synthesis method and application thereof". . . Retrieved 2020/10/20.