5-(Bromomethyl)-3-phenyl-4,5-dihydroisoxazole

Base Information

• Chemical Name: 5-(Bromomethyl)-3-phenyl-4,5-dihydroisoxazole
• CAS No.: 68843-61-8
• Molecular Formula: C10H10BrNO
• Molecular Weight: 240.099
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00495679
• Nikkaji Number: J3.324.741I
• Mol file: 68843-61-8.mol

Synonyms:5-(BROMOMETHYL)-3-PHENYL-4,5-DIHYDROISOXAZOLE;68843-61-8;5-(Bromomethyl)-3-phenyl-4,5-dihydro-1,2-oxazole;SCHEMBL15009301;DTXSID00495679;SQNMRBIAISMFMD-UHFFFAOYSA-N;MFCD09055205;AKOS006341656;CS-0454944

Chemical Property of 5-(Bromomethyl)-3-phenyl-4,5-dihydroisoxazole

Chemical Property:

• Vapor Pressure: 0.00107mmHg at 25°C
• Boiling Point: 310.8°C at 760 mmHg
• Flash Point: 141.8°C
• PSA: 21.59000
• Density: 1.49g/cm³
• LogP: 2.01010
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 238.99458
• Heavy Atom Count: 13
• Complexity: 199

Purity/Quality:

98% ^*data from raw suppliers

5-(bromomethyl)-3-phenyl-4,5-dihydroisoxazole 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(ON=C1C2=CC=CC=C2)CBr

Technology Process of 5-(Bromomethyl)-3-phenyl-4,5-dihydroisoxazole

There total 12 articles about 5-(Bromomethyl)-3-phenyl-4,5-dihydroisoxazole 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: 92.0%

allyl bromide (106-95-6) + Benzaldoxime (932-90-1) → 5-(bromomethyl)-3-phenyl-4,5-dihydro-1,2-oxazole (68843-61-8)

Guidance literature:

With Oxone; potassium chloride; In water; at 20 ℃; for 3h; Green chemistry;

DOI:10.1016/j.tetlet.2014.02.118

Reference yield: 91.0%

1-phenyl-but-3-en-1-one oxime (68843-67-4) → 5-(bromomethyl)-3-phenyl-4,5-dihydro-1,2-oxazole (68843-61-8)

Guidance literature:

With tert.-butylnitrite; carbon tetrabromide; In tetrahydrofuran; at 20 ℃; for 0.333333h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c6ob01374k

Reference yield: 80.0%

(3-phenyl-4,5-dihydro-1,2-oxazol-5-yl)methyl 4-methylbenzene-1-sulfonate → 5-(bromomethyl)-3-phenyl-4,5-dihydro-1,2-oxazole (68843-61-8)

Guidance literature:

With sodium bromide; In acetone; at 80 ℃; for 8h;

DOI:10.1039/c9ob02424g

upstream raw materials:

allyl bromide

Benzaldoxime

benzonitrile oxide

benzaldehyde

Downstream raw materials:

1-phenyl-but-3-enylamine

1-phenylbut-3-en-1-one

(E)-1-phenylbut-3-en-1-one oxime

Refernces

• 1、 Gu, Li-Jun,Li, Ming,Li, Xiangguang,Liu, Yang,Zhang, Chi,Zhao, Na,Zhou, Ya-Qin. "Electrochemical intramolecular haloheterocyclization reactions using 1,2-dihaloethanes as halogenating reagents". supporting information. . Retrieved 2021/12/30.
• 2、 -. "Synthesis method of 3-aryl-4,5-dihydroisoxazole-5-yl-methyl sulfonate and analogs". Paragraph 0123-0126. . Retrieved 2020/01/25.