Ethyl 3-bromothiophene-2-glyoxylate

Base Information

• Chemical Name: Ethyl 3-bromothiophene-2-glyoxylate
• CAS No.: 70596-02-0
• Molecular Formula: C₈H₇BrO₃S
• Molecular Weight: 263.112
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60560478
• Wikidata: Q82443873
• Mol file: 70596-02-0.mol

Synonyms:ETHYL 3-BROMOTHIOPHENE-2-GLYOXYLATE;70596-02-0;ethyl 2-(3-bromothiophen-2-yl)-2-oxoacetate;MFCD07782948;ETHYL3-BROMOTHIOPHENE-2-GLYOXYLATE;SCHEMBL7041650;DTXSID60560478;AKOS016017572;Ethyl (3-bromothiophen-2-yl)(oxo)acetate;(3-Bromothiophen-2-yl)oxoacetic acid ethyl ester

Chemical Property of Ethyl 3-bromothiophene-2-glyoxylate

Chemical Property:

• Vapor Pressure: 0.000179mmHg at 25°C
• Boiling Point: 329.3°C at 760 mmHg
• Flash Point: 152.9°C
• PSA: 71.61000
• Density: 1.612g/cm³
• LogP: 2.25640
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 261.92993
• Heavy Atom Count: 13
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

Ethyl3-bromothiophene-2-glyoxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=O)C1=C(C=CS1)Br

Technology Process of Ethyl 3-bromothiophene-2-glyoxylate

There total 1 articles about Ethyl 3-bromothiophene-2-glyoxylate 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: 47.0%

3-Bromothiophene (872-31-1) + Ethyl oxalyl chloride (4755-77-5) → (3-Bromo-thiophen-2-yl)-oxo-acetic acid ethyl ester (70596-02-0)

Guidance literature:

With aluminium trichloride; In nitromethane; 1.) 10 deg C, 1 h, 2.) room temp., 1 h;

DOI:10.1002/ardp.19893221115

Reference yield:

(3-Bromo-thiophen-2-yl)-oxo-acetic acid ethyl ester (70596-02-0) → (3-Bromo-thiophen-2-yl)-oxo-acetic acid (1S,5S)-3,3,5-trimethyl-cyclohexyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / 20percent aq. KOH / dioxane / 24 h

2: DCC

With potassium hydroxide; dicyclohexyl-carbodiimide; In 1,4-dioxane;

DOI:10.1002/ardp.19893221115

Reference yield:

(3-Bromo-thiophen-2-yl)-oxo-acetic acid ethyl ester (70596-02-0) → (3-Bromo-thiophen-2-yl)-hydroxy-acetic acid (1S,5S)-3,3,5-trimethyl-cyclohexyl ester

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / 20percent aq. KOH / dioxane / 24 h

2: DCC

3: 79 percent / NaBH₄ / acetonitrile; H₂O / pH 6-8

With potassium hydroxide; sodium tetrahydroborate; dicyclohexyl-carbodiimide; In 1,4-dioxane; water; acetonitrile;

DOI:10.1002/ardp.19893221115

upstream raw materials:

3-Bromothiophene

Ethyl oxalyl chloride

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