Ethyl 2-(5-bromothiophen-2-yl)-2-oxoacetate

Base Information

• Chemical Name: Ethyl 2-(5-bromothiophen-2-yl)-2-oxoacetate
• CAS No.: 22098-10-8
• Molecular Formula: C₈H₇BrO₃S
• Molecular Weight: 263.112
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID30371316
• Wikidata: Q82158612
• Mol file: 22098-10-8.mol

Synonyms:22098-10-8;ethyl 2-(5-bromothiophen-2-yl)-2-oxoacetate;Ethyl (5-bromothien-2-yl)glyoxylate;Ethyl 2-(5-bromo-2-thienyl)-2-oxoacetate;Ethyl 5-bromothiophene-2-glyoxylate;5-Bromothiophene 2-Oxoacetic Acid Ethyl Ester;MFCD00085056;2-BROMO-5-[ETHOXY(OXO)ACETYL]THIOPHENE;SCHEMBL1164276;DTXSID30371316;PMBGHMBDWGNJJE-UHFFFAOYSA-N;Ethyl(5-bromothien-2-yl)glyoxylate;XAA09810;ethyl (5-bromo-2-thienyl)glyoxylate;AKOS009158899;PS-5810;ethyl 2-(5-bromothien-2-yl)glyoxalate;Ethyl (5-bromothiophen-2-yl)(oxo)acetate;CS-0061534;FT-0625873;EN300-366099;A815917;(5-Bromothiophen-2-yl)-oxo-acetic acid ethyl ester;W-206731

Chemical Property of Ethyl 2-(5-bromothiophen-2-yl)-2-oxoacetate

Chemical Property:

• Vapor Pressure: 0.000237mmHg at 25°C
• Melting Point: 70-72 °C
• Refractive Index: 1.568
• Boiling Point: 325 °C at 760 mmHg
• Flash Point: 150.3 °C
• PSA: 71.61000
• Density: 1.612 g/cm³
• LogP: 2.25640
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• 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:

97% ^*data from raw suppliers

5-Bromothiophene2-OxoaceticAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=O)C1=CC=C(S1)Br

Technology Process of Ethyl 2-(5-bromothiophen-2-yl)-2-oxoacetate

There total 2 articles about Ethyl 2-(5-bromothiophen-2-yl)-2-oxoacetate 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: 69.0%

2-bromothiophene (1003-09-4) + Ethyl oxalyl chloride (4755-77-5) → ethyl 2-(5-bromothiophen-2-yl)-2-oxoacetate (22098-10-8)

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:

→ ethyl 2-(5-bromothiophen-2-yl)-2-oxoacetate (22098-10-8)

Guidance literature:

Reference yield: 61.0%

phenylmagnesium bromide + ethyl 2-(5-bromothiophen-2-yl)-2-oxoacetate (22098-10-8) → ethyl α-phenyl-α-<2-(5-bromothienyl)>-α-hydroxyacetate (143365-53-1)

Guidance literature:

In diethyl ether; 1.) RT, 1 h, 2.) reflux, 1 h;

DOI:10.1002/jps.2600810405

upstream raw materials:

2-bromothiophene

Ethyl oxalyl chloride

Downstream raw materials:

ethyl α-phenyl-α-<2-(5-bromothienyl)>-α-hydroxyacetate