1-(1-Benzofuran-2-Yl)-2-Bromoethan-1-One

Base Information

• Chemical Name: 1-(1-Benzofuran-2-Yl)-2-Bromoethan-1-One
• CAS No.: 23489-36-3
• Molecular Formula: C10H7BrO2
• Molecular Weight: 239.068
• Hs Code.: 29329990
• European Community (EC) Number: 686-923-5
• DSSTox Substance ID: DTXSID90370729
• Nikkaji Number: J1.645.869D
• Wikidata: Q82157872
• Mol file: 23489-36-3.mol

Synonyms:23489-36-3;1-(1-Benzofuran-2-Yl)-2-Bromoethan-1-One;1-(benzofuran-2-yl)-2-bromoethanone;1-(1-benzofuran-2-yl)-2-bromoethanone;2-(2-bromoacetyl)benzofuran;2-(Bromoacetyl)benzofuran;1-Benzofuran-2-yl-2-bromo-ethanone;Ethanone, 1-(2-benzofuranyl)-2-bromo-;2-bromoacetylbenzofuran;2-(BROMOACETYL)BENZO[B]FURAN;2-bromoacetylbenzo[b]furan;SCHEMBL243970;2-(2-bromoacetyl)benzo[b]furan;DTXSID90370729;2-(Bromoacetyl)benzofuran, 97%;NVRNCBWTEDOAQA-UHFFFAOYSA-N;benzofuran-2-yl bromomethyl ketone;MFCD00176644;STL191118;AKOS000115680;UPCMLD0ENAT5427346:001;1-(1-benzofuran-2-yl)-2-bromo-1-ethanone;BB 0237134;CS-0062612;FT-0605463;EN300-01885;D73269;A816745;J-640078;J-800080;W-206829;F8889-9234;Z104341498

Chemical Property of 1-(1-Benzofuran-2-Yl)-2-Bromoethan-1-One

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.000755mmHg at 25°C
• Melting Point: 89 °C
• Refractive Index: 1.636
• Boiling Point: 306.782 °C at 760 mmHg
• Flash Point: 139.337 °C
• PSA: 30.21000
• Density: 1.583 g/cm³
• LogP: 3.01040
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 237.96294
• Heavy Atom Count: 13
• Complexity: 205

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(1-Benzofuran-2-yl)-2-bromoethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, Xi
• Hazard Codes: C,Xi
• Statements: 34-22
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(O2)C(=O)CBr
• Uses: Reactant for:Eschenmoser coupling reactionPreparation of β-oxo sulfones as substrates for stereoselective Michael addition/cross-benzoin cascade reactionsPreparation of thienylpyrazole-based thiazoles and pyrazolines as antimicrobial, antioxidant, anti-inflammatory, and analgesic agentsPreparation of isatin-(benzofuryl-thiazolyl)-hydrazones by cyclocondensation with isatin-thiosemicarbazones under microwave irradiation as antimicrobial agentsSynthesis of 2-naphthyl ethers as a protective agent against DNA damage induced by bleomycin-ironAsymmetric synthesis of β-dialkylamino alcohols by Ru-catalyzed transfer hydrogenation of α-dialkylamino ketones

Technology Process of 1-(1-Benzofuran-2-Yl)-2-Bromoethan-1-One

There total 4 articles about 1-(1-Benzofuran-2-Yl)-2-Bromoethan-1-One 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: 88.0%

1-(benzo[b]furan-2-yl)ethanone (1646-26-0) → 1-(benzofuran-2-yl)-2-bromoethan-1-one (23489-36-3)

Guidance literature:

With bromine; In dichloromethane; Ambient temperature;

DOI:10.1002/ardp.19973300908

Reference yield:

salicylaldehyde (90-02-8) → 1-(benzofuran-2-yl)-2-bromoethan-1-one (23489-36-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 5-Nitrosalicylaldehyde / methanol / 0.5 h

1.2: 2 h / Reflux

2.1: bromine / chloroform / 0.25 h / 50 °C

With bromine; 5-Nitrosalicylaldehyde; In methanol; chloroform;

DOI:10.1016/j.ejmech.2015.07.005

Reference yield:

2-methyl-benzyl alcohol (89-95-2) → 1-(benzofuran-2-yl)-2-bromoethan-1-one (23489-36-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / potassium hydroxide / methanol / 2 h / Heating

2: Br₂

With potassium hydroxide; bromine; In methanol;

DOI:10.1016/S0957-4166(03)00222-2

upstream raw materials:

1-(benzo[b]furan-2-yl)ethanone

2-methyl-benzyl alcohol

salicylaldehyde

Downstream raw materials:

1-benzofuran-2-yl-2-dibenzylamino-ethanone

4-benzofuran-2-yl-2-phenyl-1-p-tolyl-1H-imidazole

4-benzofuran-2-yl-1-naphthalen-1-yl-2-phenyl-1H-imidazole

4-benzofuran-2-yl-2-p-tolyl-1⁽³⁾H-imidazole

Refernces

• 1、 Kirilmis, Cumhur,Koca, Murat,Cukurovali, Alaaddin,Ahmedzade, Misir,Kazaz, Cavit. "Synthesis, reactivity and biological activity of novel bisbenzofuran-2-yl- methanone derivatives". . p. 1399 - 1408. Retrieved 2005.
• 2、 Othman, Dina I.,Abdelal, Ali M.M.,El-Sayed, Magda A.,El Bialy, Serry A.A.. "Novel benzofuran derivatives: Synthesis and antitumor activity". . p. 29 - 35. Retrieved 2013.
• 3、 Shen, Li-Wen,Wang, Zhen-Hua,You, Yong,Yuan, Wei-Cheng,Zhao, Jian-Qiang,Zhou, Ming-Qiang. "α-Nitrosostyrenes as Three-Atom Units for the (3+1) Cyclization Reaction: Facile Access to 2,3-Dihydrodiazete N-Oxides and Their Diversified Synthetic Conversions". supporting information. p. 1094 - 1099. Retrieved 2022/02/10.
• 4、 Cao, L.,Cao, Zh.,Chen, Ch.,Jiang, K.,Liu, Sh.,Liu, W.,Lu, X.,Shao, Zh.,Shi, D.,Su, Z.,Wang, L.,Wang, Y.,Wu, Y.. "Synthesis and Anti-Cholinesterase Activity of Novel Glycosyl Benzofuranylthiazole Derivatives". . p. 1513 - 1518. Retrieved 2021/10/26.