5-(Bromoacetyl)-3-phenylisoxazole

Base Information

• Chemical Name: 5-(Bromoacetyl)-3-phenylisoxazole
• CAS No.: 14731-14-7
• Molecular Formula: C11H8BrNO2
• Molecular Weight: 266.094
• Hs Code.: 2934999090
• European Community (EC) Number: 672-866-3
• DSSTox Substance ID: DTXSID60370776
• Wikidata: Q82157938
• Mol file: 14731-14-7.mol

Synonyms:5-(Bromoacetyl)-3-phenylisoxazole;14731-14-7;2-Bromo-1-(3-phenylisoxazol-5-yl)ethanone;2-bromo-1-(3-phenylisoxazol-5-yl)ethan-1-one;2-bromo-1-(3-phenyl-1,2-oxazol-5-yl)ethanone;2-Bromo-1-(3-Phenyl-1,2-Oxazol-5-Yl)Ethan-1-One;2-Bromo-1-(3-phenyl-isoxazol-5-yl)-ethanone;5-bromoacetyl-3-phenylisoxazole;SCHEMBL1435521;DTXSID60370776;XTBXGZOVSCTNEC-UHFFFAOYSA-N;MFCD00173898;AKOS005203413;CS-0313069;FT-0611338;2-bromo-1-(3-phenylisoxazol-5-yl)-ethanone;EN300-23973;A808634;2-bromo-1-(3-phenylisoxazol-5-yl)ethan-1-one, AldrichCPR

Chemical Property of 5-(Bromoacetyl)-3-phenylisoxazole

Chemical Property:

• Vapor Pressure: 3.73E-07mmHg at 25°C
• Melting Point: 109 °C
• Refractive Index: 1.587
• Boiling Point: 416.763 °C at 760 mmHg
• PKA: -4.87±0.50(Predicted)
• Flash Point: 205.851 °C
• PSA: 43.10000
• Density: 1.517 g/cm³
• LogP: 2.91920
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 264.97384
• Heavy Atom Count: 15
• Complexity: 229

Purity/Quality:

98%min ^*data from raw suppliers

5-(Bromoacetyl)-3-phenylisoxazole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NOC(=C2)C(=O)CBr

Technology Process of 5-(Bromoacetyl)-3-phenylisoxazole

There total 5 articles about 5-(Bromoacetyl)-3-phenylisoxazole 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: 89.0%

5-acetyl-3-phenylisoxazole (2048-69-3) → 2-bromo-1-(3-phenylisoxazol-5-yl)ethan-1-one (14731-14-7)

Guidance literature:

With bromine; acetic acid; In chloroform; at 48 - 50 ℃;

DOI:10.1021/jm00106a020

Reference yield:

5-acetyl-4,5-dihydro-3-phenylisoxazole (54606-00-7) → 2-bromo-1-(3-phenylisoxazol-5-yl)ethan-1-one (14731-14-7)

Guidance literature:

With bromine; In dichloromethane; for 3h; Photolysis;

DOI:10.1016/S0968-0896(99)00188-1

Reference yield:

2-bromo-1-(3-phenyl-4,5-dihydro-isoxazol-5-yl)-ethanone → 2-bromo-1-(3-phenylisoxazol-5-yl)ethan-1-one (14731-14-7)

Guidance literature:

With bromine; In dichloromethane; for 2h;

DOI:10.1016/S0968-0896(99)00188-1

upstream raw materials:

5-acetyl-3-phenylisoxazole

5-acetyl-4,5-dihydro-3-phenylisoxazole

1-(3-phenyl-isoxazol-5-yl)-ethanol

benzohydroximoyl chloride

Downstream raw materials:

2-Bromo-1-(3-phenyl-isoxazol-5-yl)-ethanol

5-acetyl-3-phenylisoxazole

(4-methoxypyridin-2-yl)-[4-(3-phenylisoxazol-5-yl)-thiazol-2-yl]-amine

(5-methylpyridin-2-yl)-[4-(3-phenylisoxazol-5-yl)-thiazol-2-yl]-amine

Refernces

• 1、 Srivastava, Seema,Bajpai, Lakshmi Kant,Batra, Sanjay,Bhaduri, Amiya P.,Maikhuri,Gupta, Gopal,Dhar. "In search of new chemical entities with spermicidal and anti-HIV activities". . p. 2607 - 2613. Retrieved 2007/10/03.
• 2、 Chiarino, D.,Fantucci, M.,Sala, A.,Veneziani, C.. "Synthesis of New Isoxazole Aminoalcohols". . p. 337 - 342. Retrieved 2007/10/02.