Isoxazol-5-ylmethanol

Base Information

• Chemical Name: Isoxazol-5-ylmethanol
• CAS No.: 98019-60-4
• Molecular Formula: C4H5NO2
• Molecular Weight: 99.0892
• Hs Code.: 2934999090
• European Community (EC) Number: 824-820-0
• DSSTox Substance ID: DTXSID30512621
• Wikidata: Q72485324
• Mol file: 98019-60-4.mol

Synonyms:Isoxazol-5-ylmethanol;98019-60-4;5-ISOXAZOLEMETHANOL;Isoxazole-5-methanol;1,2-OXAZOL-5-YLMETHANOL;Isoxazol-5-yl-methanol;(1,2-Oxazol-5-yl)methanol;MFCD06738883;5-(HYDROXYMETHYL)ISOXAZOLE;5-hydroxymethyisoxazole;5-(Hydroxymethyl)isoxazol;5-isoxazolemethanol, AldrichCPR;DTXSID30512621;QOOSRUMHBCVQFK-UHFFFAOYSA-N;BCP11418;CS-D0212;AKOS003673259;AB28102;AS-57487;SY179337;AM20120507;BB 0260438;FT-0723330;EN300-41868;A917332

Chemical Property of Isoxazol-5-ylmethanol

Chemical Property:

• Boiling Point: 115-125 °C(Press: 16 Torr)
• PKA: 13.41±0.10(Predicted)
• PSA: 46.26000
• Density: 1.250
• LogP: 0.16690
• Storage Temp.: 2-8°C
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 99.032028402
• Heavy Atom Count: 7
• Complexity: 57.7

Purity/Quality:

98%min ^*data from raw suppliers

1,2-Oxazol-5-ylmethanol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(ON=C1)CO

Technology Process of Isoxazol-5-ylmethanol

There total 9 articles about Isoxazol-5-ylmethanol 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: 77.0%

isoxazole-5-carboxylic acid (21169-71-1) → 5-(hydroxymethyl)isoxazole (98019-60-4)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield:

sodium cyanate (15736-98-8) + propargyl alcohol (107-19-7) → 5-(hydroxymethyl)isoxazole (98019-60-4) + formic acid (64-18-6)

Guidance literature:

at 30 ℃; reagiert analog mit 2-Methyl-butin-⁽³⁾-ol-⁽²⁾;

Reference yield:

5-isoxazolecarboxylic acid ethyl ester (173850-41-4) → 5-(hydroxymethyl)isoxazole (98019-60-4)

Guidance literature:

With dimethylsulfide borane complex; In chloroform;

DOI:10.1016/0223-5234(96)88303-6

upstream raw materials:

sodium cyanate

propargyl alcohol

5-isoxazolecarboxylic acid ethyl ester

4-tetrahydropyran-2-yloxy-but-2-ynal-diethylacetal

Downstream raw materials:

5-bromomethyl isoxazole

((5-Isoxazolyl)methyl)-(4-nitrophenyl)carbonate

5-(chloromethyl)isoxazole

5-isoxazolecarboxaldehyde

Refernces

• 1、 -. "PYRROLOPYRAZINE KINASE INHIBITORS". Page/Page column 153; 15415. . Retrieved 2013/03/28.
• 2、 Dannhardt,Kiefer,Lambrecht,Laufer,Mutschler,Schweiger,Striegel. "Regioisomeric 3-, 4- and 5-aminomethyl isoxazoles: Synthesis and muscarinic activity". . p. 839 - 850. Retrieved 2007/10/03.