2-Acetyl-5-bromothiophene

Base Information

• Chemical Name: 2-Acetyl-5-bromothiophene
• CAS No.: 5370-25-2
• Molecular Formula: C6H5BrOS
• Molecular Weight: 205.075
• Hs Code.: 29339900
• European Community (EC) Number: 226-363-7
• NSC Number: 80366
• UNII: JU7V7ZQ7VD
• DSSTox Substance ID: DTXSID70201961
• Nikkaji Number: J81.018E
• Wikidata: Q72434919
• Mol file: 5370-25-2.mol

Synonyms:2-Acetyl-5-bromothiophene;5370-25-2;1-(5-bromothiophen-2-yl)ethanone;Ethanone, 1-(5-bromo-2-thienyl)-;1-(5-Bromo-2-thienyl)ethan-1-one;5-Bromo-2-thienyl methyl ketone;C6H5BrOS;1-(5-bromothiophen-2-yl)ethan-1-one;1-(5-Bromo-2-thienyl)ethanone;2-Acetyl-5-bromo thiophene;MFCD00014528;Ketone, 5-bromo-2-thienyl methyl;JU7V7ZQ7VD;2-bromo-5-acetylthiophene;1-(5-bromo-thiophen-2-yl)-ethanone;EINECS 226-363-7;NSC-80366;NSC80366;UNII-JU7V7ZQ7VD;5-Bromo 2-acetylthiophene;5-Bromo-2-acetylthiophene;2-Acetyl-5-Bromothiophenone;C6-H5-Br-O-S;BIDD:GT0135;SCHEMBL345568;IGBZCOWXSCWSHO-UHFFFAOYSA-;DTXSID70201961;2-Acetyl-5-bromothiophene, 99%;1-(5-Bromo-2-thienyl)ethanone #;AMY14215;1-(5-bromo-thiophen-2-yl)ethanone;CCG-42162;NSC 80366;STK034485;AKOS000281970;AC-4919;CS-W015388;FS-1021;PB24550;1-(5-BROMO-2-THIENYL)-ETHANONE;SY017856;A1183;A7813;FT-0610959;EN300-17135;Q-200533;SR-01000632181-1;W-105712;Z56889126;F2182-0141

Chemical Property of 2-Acetyl-5-bromothiophene

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0189mmHg at 25°C
• Melting Point: 94-96 °C(lit.)
• Refractive Index: 1.583
• Boiling Point: 252.8 °C at 760 mmHg
• Flash Point: 123.3 °C
• PSA: 45.31000
• Density: 1.619 g/cm³
• LogP: 2.71320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Light Sensitive
• Solubility.: soluble in Methanol
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 203.92445
• Heavy Atom Count: 9
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

2-Acetyl-5-bromothiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(S1)Br
• Uses: 2-Acetyl-5-bromothiophene was used as a starting reagent in the synthesis of bithiophene bis-imidazo[1,2-a]pyridine derivatives. It was also used in the preparation of phosphorus-containing fused bicyclic 5,6-membered compounds.

Technology Process of 2-Acetyl-5-bromothiophene

There total 20 articles about 2-Acetyl-5-bromothiophene 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: 100.0%

2-bromothiophene (1003-09-4) + acetic acid (64-19-7,77671-22-8) → 2-Acetyl-5-bromothiophene (5370-25-2)

Guidance literature:

2-bromothiophene; acetic acid; With trifluoroacetic anhydride; In dichloromethane; at 20 ℃; for 0.25h;

With trifluorormethanesulfonic acid; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1039/d0ob01228a

Reference yield: 99.0%

2-Acetylthiophene (88-15-3,97511-16-5) → 2-Acetyl-5-bromothiophene (5370-25-2)

Guidance literature:

With N-Bromosuccinimide; In ethyl acetate; at 20 ℃; for 0.166667h; Ultrasonic irradiation;

DOI:10.1016/j.tetlet.2009.10.133

Reference yield: 95.0%

5-bromo-2-(α-methoxyimino)ethylthiophene (114774-05-9) → 2-Acetyl-5-bromothiophene (5370-25-2)

Guidance literature:

With hydrogenchloride; at 70 ℃; for 8h;

DOI:10.1055/s-1992-26245

upstream raw materials:

2-bromothiophene

acetic anhydride

trifluoroborane diethyl ether

acetyl chloride

Downstream raw materials:

1-(5-bromo-[2]thienyl)-2H,2H-heptafluoro-hexane-1,3-dione

1-(5-bromo-[2]thienyl)-ethanone-phenylhydrazone

(2E)-1-(5-bromothiophen-2-yl)-3-(4-fluorophenyl)prop-2-en-1-one

(2E)-1-(5-bromothiophen-2-yl)-3-(4-chlorophenyl) prop-2-en-1-one

Refernces

• 1、 -. "DIPHENYLAMINO-METHYLENE MALONONITRILE BASED COMPOUNDS AS FLUORESCENCE PROBES". Page/Page column 19-20. . Retrieved 2020/03/23.
• 2、 Sun, Xiangyu,Gong, Ming,Huang, Mengmeng,Li, Yabo,Kim, Jung Keun,Kovalev, Vladimir,Shokova, Elvira,Wu, Yangjie. ""one-Pot" Synthesis of γ-Pyrones from Aromatic Ketones/Heteroarenes and Carboxylic Acids". . p. 15051 - 15061. Retrieved 2020/12/02.