3-(Chloromethyl)-5-methylisoxazole

Base Information

• Chemical Name: 3-(Chloromethyl)-5-methylisoxazole
• CAS No.: 35166-37-1
• Molecular Formula: C5H6ClNO
• Molecular Weight: 131.562
• Hs Code.: 2934999090
• European Community (EC) Number: 673-080-3
• DSSTox Substance ID: DTXSID70370929
• Nikkaji Number: J2.102.171G
• Wikidata: Q72454227
• Mol file: 35166-37-1.mol

Synonyms:3-(chloromethyl)-5-methylisoxazole;35166-37-1;3-Chloromethyl-5-methylisoxazole;3-(chloromethyl)-5-methyl-1,2-oxazole;3-chloromethyl-5-methyl-isoxazole;Isoxazole, 3-(chloromethyl)-5-methyl-;SCHEMBL223491;3-chloromethyl-5-methyisoxazole;3-choromethyl-5-methylisoxazole;5-methyl-3-chloromethylisoxazole;DTXSID70370929;3-chloromethyl-5-methyl isoxazole;5-methyl-3-chloromethyl-isoxazole;FEXTXBAFBURKGS-UHFFFAOYSA-N;AMY27043;STR07342;3-(chloromethyl)-5-methyl isoxazole;3-(chloromethyl)-5-methyl-isoxazole;MFCD00221166;STK353410;AKOS001117008;3-chloromethyl-5-methylisoxazole, AldrichCPR;CS-0037640;FT-0613736;EN300-13371;A822618;J-510840;Z90122430;F0001-1018

Chemical Property of 3-(Chloromethyl)-5-methylisoxazole

Chemical Property:

• Vapor Pressure: 0.22mmHg at 25°C
• Refractive Index: 1.482
• Boiling Point: 215.1 ºC at 760 mmHg
• PKA: -3.39±0.12(Predicted)
• Flash Point: 83.9ºC
• PSA: 26.03000
• Density: 1.202 g/cm³
• LogP: 1.72180
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 131.0137915
• Heavy Atom Count: 8
• Complexity: 78.8

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(Chloromethyl)-5-Methylisoxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, C
• Hazard Codes: Xi,C
• Statements: 34-41
• Safety Statements: 26-36/37/39-45-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NO1)CCl

Technology Process of 3-(Chloromethyl)-5-methylisoxazole

There total 3 articles about 3-(Chloromethyl)-5-methylisoxazole 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: 66.0%

(5-methyl-isoxazol-3-yl)-methanol (35166-33-7) → 3-chloromethyl-5-methylisoxazole (35166-37-1)

Guidance literature:

With thionyl chloride; In dichloromethane; at 20 ℃; for 1.33333h; Heating / reflux;

Reference yield:

ethyl 5-methylisoxazole-3-carboxylate (3209-72-1) → 3-chloromethyl-5-methylisoxazole (35166-37-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate; ethanol / 16 h / 0 - 20 °C

2: thionyl chloride / dichloromethane / 16 h / 20 °C

With sodium tetrahydroborate; thionyl chloride; ethanol; In dichloromethane;

Reference yield:

→ 3-chloromethyl-5-methylisoxazole (35166-37-1)

Guidance literature:

aus 3-Hydroxymethyl-5-methylisooxazol 13a mit Thionylchlorid in trock. Bzl.;

upstream raw materials:

(5-methyl-isoxazol-3-yl)-methanol

ethyl 5-methylisoxazole-3-carboxylate

Downstream raw materials:

3-{2-[5-bromo-2-(5-methyl-isoxazol-3-ylmethoxy)phenyl]-5-methyl-pyrrol-1-yl}-benzoic acid ethyl ester

C₃₁H₄₁N₃O₉S

methyl 4-(chloromethyl)-6-methyl-2-phenyl-2H-1,3-oxazine-2-carboxylate

5-methyl-3-isoxazolepropanoic acid

Refernces

• 1、 Stock, Nicholas S.,Bain, Gretchen,Zunic, Jasmine,Li, Yiwei,Ziff, Jeannie,Roppe, Jeffrey,Santini, Angelina,Darlington, Janice,Prodanovich, Pat,King, Christopher D.,Baccei, Christopher,Lee, Catherine,Rong, Haojing,Chapman, Charles,Broadhead, Alex,Lorrain, Dan,Correa, Lucia,Hutchinson, John H.,Evans, Jilly F.,Prasit, Peppi. "5-lipoxygenase-activating protein (FLAP) inhibitors. Part 4: Development of 3-[3-tert-butylsulfanyl-1-[4-(6-ethoxypyridin-3-yl)benzyl]-5-(5-methylpyridin- 2-ylmethoxy)-1 H -indol-2-yl]-2,2-dimethylpropionic acid (AM803), a potent, oral, once daily FLAP inhibitor". experimental part. p. 8013 - 8029. Retrieved 2012/03/08.
• 2、 -. "Antibacterial monic acid derivatives". . . Retrieved 2008/06/13.