Ethyl 2-(4-bromophenyl)-2-diazoacetate

Base Information

• Chemical Name: Ethyl 2-(4-bromophenyl)-2-diazoacetate
• CAS No.: 758692-47-6
• Molecular Formula: C10H9BrN2O2
• Molecular Weight: 269.098
• Hs Code.: 2927000090
• DSSTox Substance ID: DTXSID50694872
• Wikidata: Q72473332
• Mol file: 758692-47-6.mol

Synonyms:ETHYL 2-(4-BROMOPHENYL)-2-DIAZOACETATE;758692-47-6;SCHEMBL17338792;DTXSID50694872;AKOS015900091;Ethyl2-(4-bromophenyl)-2-diazoacetate;BS-24355;2-(4-bromophenyl)-2-diazonio-1-ethoxy-ethenolate;A838536;2-(4-Bromophenyl)-2-diazonio-1-ethoxyethen-1-olate

Chemical Property of Ethyl 2-(4-bromophenyl)-2-diazoacetate

Chemical Property:

• Melting Point: 54 °C
• PSA: 63.69000
• LogP: 2.11216
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 267.98474
• Heavy Atom Count: 15
• Complexity: 279

Purity/Quality:

97% ^*data from raw suppliers

ETHYL-2-(4-BROMOPHENYL)-2-DIAZOACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=[N+]=[N-])C1=CC=C(C=C1)Br

Technology Process of Ethyl 2-(4-bromophenyl)-2-diazoacetate

There total 10 articles about Ethyl 2-(4-bromophenyl)-2-diazoacetate 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: 95.0%

ethyl 4-bromophenylglyoxylate (20201-26-7) → ethyl α-diazo-α-(4-bromophenyl)acetate (758692-47-6)

Guidance literature:

ethyl 4-bromophenylglyoxylate; With benzoic acid; hydrazine; In tetrahydrofuran; at 20 ℃; for 16h;

With N-iodo-N-potassio-p-toluenesulphonamide; potassium hydroxide; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1002/chem.201304656

Reference yield: 93.0%

C10H11BrN2O2 → ethyl α-diazo-α-(4-bromophenyl)acetate (758692-47-6)

Guidance literature:

With pyridine; copper(II) acetate monohydrate; silica gel; In dichloromethane; at 23 ℃; for 1h;

DOI:10.1021/acscatal.1c00264

Reference yield: 92.0%

Ethyl 4-bromophenylacetate (14062-25-0) → ethyl α-diazo-α-(4-bromophenyl)acetate (758692-47-6)

Guidance literature:

With 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1002/anie.202013516

upstream raw materials:

Ethyl 4-bromophenylacetate

diazoacetic acid ethyl ester

1,4-bromoiodobenzene

4-acetamidobenzenesulfonyl azide

Downstream raw materials:

ethyl 2-(4-bromophenyl)-3,3,3-trifluoropropanoate

ethyl 2-(4-bromophenyl)-3-(4-methoxyphenyl)-3-methylbutanoate

ethyl 2-(4-bromophenyl)-3-methyl-3-phenylbutanoate

ethyl 2-(4-bromophenyl)-3-methyl-3-(4-methylphenyl)butanoate