(4-bromophenyl)methanediyl diacetate

Base Information

• Chemical Name: (4-bromophenyl)methanediyl diacetate
• CAS No.: 55605-27-1
• Molecular Formula: C11H11BrO4
• Molecular Weight: 287.11
• Mol file: 55605-27-1.mol

Synonyms:

Chemical Property of (4-bromophenyl)methanediyl diacetate

Chemical Property:

• Vapor Pressure: 8.87E-05mmHg at 25°C

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4-bromophenyl)methanediyl diacetate

There total 5 articles about (4-bromophenyl)methanediyl diacetate 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: 99.0%

acetic anhydride (108-24-7) + 4-bromo-benzaldehyde (1122-91-4) → (4-bromophenyl)methylenediacetate (55605-27-1)

Guidance literature:

With phospho sulphonic acid; In neat (no solvent); at 20 ℃; for 0.0666667h;

DOI:10.1016/j.tetlet.2014.07.115

Reference yield: 86.0%

acetic anhydride (108-24-7) + 4-bromo-benzaldehyde (1122-91-4) + malonic acid dimethyl ester (108-59-8) → (4-bromophenyl)methylenediacetate (55605-27-1) + dimethyl 2-(4-bromobenzylidene)malonate (52927-45-4)

Guidance literature:

With indium(III) chloride; In toluene; at 60 ℃; for 5h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.5b00011

Reference yield:

(4-bromophenyl)magnesium bromide (18620-02-5) → (4-bromophenyl)methylenediacetate (55605-27-1)

Guidance literature:

Multi-step reaction with 2 steps

1: -50 °C

2: concentrated sulfuric acid

With sulfuric acid;

upstream raw materials:

para-bromotoluene

acetic anhydride

4-bromo-benzaldehyde

(4-bromophenyl)magnesium bromide

Downstream raw materials:

4-bromo-benzaldehyde

1-(4-bromophenyl)but-3-en-1-ol

Benzyl acetate

4-bromobenzenemethanol

Refernces

• 1、 Wei, Baosheng,Ren, Qianyi,Bein, Thomas,Knochel, Paul. "Transition-Metal-Free Synthesis of Polyfunctional Triarylmethanes and 1,1-Diarylalkanes by Sequential Cross-Coupling of Benzal Diacetates with Organozinc Reagents". supporting information. p. 10409 - 10414. Retrieved 2021/03/26.
• 2、 Kalla, Reddi Mohan Naidu,Reddy, Sirigireddy Sudharsan,Kim, Il. "Acylation of Phenols, Alcohols, Thiols, Amines and Aldehydes Using Sulfonic Acid Functionalized Hyper-Cross-Linked Poly(2-naphthol) as a Solid Acid Catalyst". . p. 2696 - 2705. Retrieved 2019/05/28.