3-(Bromomethyl)isoxazole

Base Information

• Chemical Name: 3-(Bromomethyl)isoxazole
• CAS No.: 76632-20-7
• Molecular Formula: C4H4BrNO
• Molecular Weight: 161.986
• Hs Code.: 2934999090
• European Community (EC) Number: 827-993-0
• DSSTox Substance ID: DTXSID30440278
• Wikidata: Q72447310
• Mol file: 76632-20-7.mol

Synonyms:3-(bromomethyl)isoxazole;76632-20-7;3-Bromomethyl-isoxazole;3-(bromomethyl)-1,2-oxazole;Isoxazole, 3-(bromomethyl)-;3-bromomethylisoxazole;Isoxazole,3-(bromomethyl)-;bromomethylisoxazole;SCHEMBL917115;DTXSID30440278;3-(BROMOMETHYL)-ISOXAZOLE;OHUCPYWPUWLNQI-UHFFFAOYSA-N;BDA63220;MFCD08669520;SB38653;AM804339;AS-39537;FT-0719574;EN300-22115

Chemical Property of 3-(Bromomethyl)isoxazole

Chemical Property:

• Boiling Point: 214.198 °C at 760 mmHg
• PKA: -3.13±0.50(Predicted)
• Flash Point: 83.344 °C
• PSA: 26.03000
• Density: 1.706 g/cm³
• LogP: 1.56950
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 160.94763
• Heavy Atom Count: 7
• Complexity: 59.7

Purity/Quality:

99% ^*data from raw suppliers

ISOXAZOLE,3-(BROMOMETHYL) 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CON=C1CBr

Technology Process of 3-(Bromomethyl)isoxazole

There total 2 articles about 3-(Bromomethyl)isoxazole 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: 47.0%

3-hydroxymethyl isoxazole (89102-73-8) → 3-(bromomethyl)-1,2-oxazole (76632-20-7)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; for 2h; Heating;

DOI:10.1002/jhet.5570290631

Reference yield:

3-isoxazolylmethyl chloride (57684-71-6) → 3-(bromomethyl)-1,2-oxazole (76632-20-7)

Guidance literature:

With methanol; sodium bromide;

Reference yield: 92.0%

3-(bromomethyl)-1,2-oxazole (76632-20-7) + triphenylphosphine (603-35-0) → isoxazol-3-ylmethyl-triphenyl-phosphonium; bromide

Guidance literature:

In acetonitrile; for 4h; Heating;

DOI:10.1016/S0960-894X(00)00575-8

upstream raw materials:

3-isoxazolylmethyl chloride

3-hydroxymethyl isoxazole

Downstream raw materials:

2-(isoxazol-3-yl)acetonitrile

Refernces

• 1、 -. "THAILANSTATIN ANALOGS". Paragraph 0373; 0375. . Retrieved 2019/04/05.
• 2、 Moreno-Manas,Arredondo,Pleixats,Teixido,Raga,Palacin,Castello,Ortiz. "New triazole antifungal agents derived from mercaptomethylisoxazoles". . p. 1557 - 1560. Retrieved 2007/10/02.