Bromoacetate

Base Information

• Chemical Name: Bromoacetate
• CAS No.: 68-10-0
• Molecular Formula: C2H2BrO2-
• Molecular Weight: 0
• DSSTox Substance ID: DTXSID60218189
• Nikkaji Number: J1.313.419G
• Wikidata: Q83094977
• Mol file: 68-10-0.mol

Synonyms:bromoacetate;bromoacetic acid;monobromoacetate

Chemical Property of Bromoacetate

Chemical Property:

• PSA: 40.13000
• LogP: -0.86880
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 136.92382
• Heavy Atom Count: 5
• Complexity: 37.4

Purity/Quality:

98%min ^*data from raw suppliers

BROMOACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(=O)[O-])Br

Technology Process of Bromoacetate

There total 4 articles about Bromoacetate 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:

4-methoxybenzhydryl bromoacetate (1580541-43-0) → monobromoacetate anion (68-10-0) + (p-anisyl)phenylmethyl cation (429677-33-8)

Guidance literature:

With 2,6-dimethylpyridine; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In ethanol; dichloromethane; water; at 25 ℃; Kinetics; Thermodynamic data;

DOI:10.1002/ejoc.201301574

Reference yield:

4-methoxy-4'-methylbenzhydryl bromoacetate (1580541-44-1) → monobromoacetate anion (68-10-0) + (p-methoxyphenyl)(p-tolyl)methylium cation (429677-37-2)

Guidance literature:

With 2,6-dimethylpyridine; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In ethanol; dichloromethane; water; at 25 ℃; Kinetics; Thermodynamic data;

DOI:10.1002/ejoc.201301574

Reference yield:

4-methoxy-4'-phenoxybenzhydryl bromoacetate (1580541-45-2) → monobromoacetate anion (68-10-0) + 4-methoxy-4'-phenoxybenzhydrylium (714223-38-8)

Guidance literature:

With 2,6-dimethylpyridine; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In ethanol; dichloromethane; water; at 25 ℃; Kinetics; Thermodynamic data;

DOI:10.1002/ejoc.201301574

upstream raw materials:

4-methoxybenzhydryl bromoacetate

4-methoxy-4'-methylbenzhydryl bromoacetate

4-methoxy-4'-phenoxybenzhydryl bromoacetate

4,4'-dimethoxybenzhydryl bromoacetate

Downstream raw materials:

bromide

Refernces

A Stereoselective entry into functionalized 1,2-diamines by zinc-mediated homologation of α-aminoacids

10.1021/ol0708020

The research presents a stereoselective method for synthesizing 4,5-disubstituted imidazolidinones-2-ones from R-amino acids, utilizing a zinc-mediated homologation process involving the Blaise reaction and subsequent reduction. The key reactants include R-amino acids, bromoacetate, and various reducing agents such as sodium cyanoborohydride and sodium in liquid ammonia. The experiments involved the preparation of N-protected R-aminonitriles, their reaction with tert-butyl bromoacetate in the presence of zinc to form enaminoesters, and then reduction to obtain imidazolidinones. The analyses used to determine the success and stereochemistry of the reactions included HPLC, X-ray crystallography, and NMR spectroscopy. The study achieved complete stereoselectivity in the reduction step and provided a route to valuable 1,2-diamine building blocks, which are significant in organic synthesis and biological applications.

Diastereoselective synthesis of 3,4-dimethoxy-7-morphinanone: A potential route to morphine

10.1021/ol006172i

This research focuses on the diastereoselective synthesis of 3,4-dimethoxy-7-morphinanone, a compound that could potentially serve as an intermediate in the synthesis of morphine. The study aims to develop an efficient method for introducing the C14 stereogenic center and constructing the C9-C10 bridge of the morphinan system, which are crucial for the enantiocontrolled synthesis of morphine. The researchers successfully resolved racemic 2-(2,3-dimethoxyphenyl)cyclohexen-1-ol into its enantiomers and transformed it into the desired 3,4-dimethoxy-7-morphinanone through a series of reactions involving vinyl acetate, ethyl vinyl ether, N-bromosuccinimide (NBS), peracids, Lewis acids, and other reagents.

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