[3-(2-Chlorophenyl)-1,2-oxazol-5-yl]methanol

Base Information

• Chemical Name: [3-(2-Chlorophenyl)-1,2-oxazol-5-yl]methanol
• CAS No.: 438565-33-4
• Molecular Formula: C10H8 Cl N O2
• Molecular Weight: 209.632
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40363000
• Nikkaji Number: J1.693.844K
• Wikidata: Q82146533
• Mol file: 438565-33-4.mol

Synonyms:438565-33-4;(3-(2-chlorophenyl)isoxazol-5-yl)methanol;[3-(2-Chlorophenyl)isoxazol-5-yl]methanol;[3-(2-chlorophenyl)-1,2-oxazol-5-yl]methanol;[3-(2-chlorophenyl)-5-isoxazolyl]methanol;3-(2-CHLOROPHENYL)-5-ISOXAZOLEMETHANOL;[3-(2-CHLORO-PHENYL)-ISOXAZOL-5-YL]-METHANOL;MFCD04124289;5-Isoxazolemethanol, 3-(2-chlorophenyl)-;Bionet2_001642;3-(2-Chlorophenyl)-5-(hydroxymethyl)isoxazole;SCHEMBL1313860;DTXSID40363000;HMS1368M14;STL414850;AKOS005069501;AB20796;CS-W003199;3-(2-Chlorophenyl)isoxazole-5-methanol;11L-341S;3-o-chlorophenyl-5-hydroxymethylisoxazole;AC-29324;SY021921;[3-(2-Chlorophenyl)-isoxazol-5-yl]methanol;FT-0680010;EN300-232445;A826442;AF-994/00710008;SR-01000308070;J-501071;SR-01000308070-1;(3-(2-Chlorophenyl)isoxazol-5-yl)methanol, AldrichCPR;[3-(2-chloro-phenyl)-isoxazol-5-yl]-methanol, AldrichCPR

Chemical Property of [3-(2-Chlorophenyl)-1,2-oxazol-5-yl]methanol

Chemical Property:

• Vapor Pressure: 3.83E-06mmHg at 25°C
• Melting Point: 73-76°C
• Refractive Index: 1.586
• Boiling Point: 370.5°Cat760mmHg
• Flash Point: 177.9°C
• PSA: 46.26000
• Density: 1.339g/cm³
• LogP: 2.48730
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 209.0243562
• Heavy Atom Count: 14
• Complexity: 191

Purity/Quality:

98%min ^*data from raw suppliers

[3-(2-Chlorophenyl)isoxazol-5-yl]methanol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=NOC(=C2)CO)Cl

Technology Process of [3-(2-Chlorophenyl)-1,2-oxazol-5-yl]methanol

There total 7 articles about [3-(2-Chlorophenyl)-1,2-oxazol-5-yl]methanol 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: 80.0%

propargyl alcohol (107-19-7) + 2-chloro-N-hydroxybenzimidoyl chloride (29568-74-9) → 3-(2-chlorophenyl)-5-hydroxymethylisoxazole (438565-33-4)

Guidance literature:

With potassium hydrogencarbonate; copper(II) sulfate; sodium L-ascorbate; In water; tert-butyl alcohol; at 20 ℃; for 1.5h;

DOI:10.1002/jccs.200700092

Reference yield: 75.0%

2-chloro benzaldehyde oxime (3717-28-0) + propargyl alcohol (107-19-7) → 3-(2-chlorophenyl)-5-hydroxymethylisoxazole (438565-33-4)

Guidance literature:

2-chloro benzaldehyde oxime; With N-chloro-succinimide; In N,N-dimethyl-formamide; for 3h;

propargyl alcohol; With copper(ll) sulfate pentahydrate; potassium carbonate; ascorbic acid; In N,N-dimethyl-formamide; for 1h;

Reference yield:

(E)-pyridin-2-aldoxime (1193-96-0) + propargyl alcohol (107-19-7) → 3-(2-chlorophenyl)-5-hydroxymethylisoxazole (438565-33-4)

Guidance literature:

(E)-pyridin-2-aldoxime; With N-chloro-succinimide; In N,N-dimethyl-formamide; at 0 - 60 ℃;

propargyl alcohol; With triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 19.5h;

upstream raw materials:

propargyl alcohol

2-chloro-N-hydroxybenzimidoyl chloride

(E)-2-chlorobenzaldehyde oxime

(E)-pyridin-2-aldoxime

Downstream raw materials:

ferrocenecarboxylic acid ([3-(2-chlorophenyl)isoxazol-5-yl]methoxy)ester

Refernces

• 1、 Zhang, Da-wei,Zhang, Yu-min,Li, Jing,Zhao, Tian-qi,Gu, Qiang,Lin, Feng. "Ultrasonic-assisted synthesis of 1,4-disubstituted 1,2,3-triazoles via various terminal acetylenes and azide and their quorum sensing inhibition". . p. 343 - 353. Retrieved 2016/12/23.
• 2、 Zhang, Da-Wei,Lin, Feng,Li, Bo-Chao,Liu, Hong-Wei,Zhao, Tian-Qi,Zhang, Yu-Min,Gu, Qiang. "Efficient synthesis of bis-isoxazole ethers via 1,3-dipolar cycloaddition catalysed by Zn/Zn2+ and their antifungal activities". . p. 1500 - 1511. Retrieved 2015/09/15.