Methyl 6-nitro-1,2-benzoxazole-3-carboxylate

Base Information

• Chemical Name: Methyl 6-nitro-1,2-benzoxazole-3-carboxylate
• CAS No.: 5453-86-1
• Molecular Formula: C9H6 N2 O5
• Molecular Weight: 222.157
• Hs Code.: 2934999090
• NSC Number: 18904
• DSSTox Substance ID: DTXSID60280841
• Wikidata: Q82014465
• Mol file: 5453-86-1.mol

Synonyms:5453-86-1;Methyl 6-nitrobenzo[d]isoxazole-3-carboxylate;methyl 6-nitro-1,2-benzoxazole-3-carboxylate;methyl 6-nitro-1,2-benzisoxazole-3-carboxylate;METHYL-5-NITRO BENZ ISOXAZOLE-2-CARBOXYLATE;NSC18904;SCHEMBL17437900;DTXSID60280841;MFCD00083016;NSC 18904;NSC-18904;AKOS005082253;1G-437S;methyl 6-nitrobenzisoxazole-3-carboxylate;CS-0103847;FT-0735680;D76376;A913740;METHYL6-NITRO-1,2-BENZISOXAZOLE-3-CARBOXYLATE

Chemical Property of Methyl 6-nitro-1,2-benzoxazole-3-carboxylate

Chemical Property:

• Vapor Pressure: 2.95E-06mmHg at 25°C
• Melting Point: 120 °C
• Boiling Point: 389 °C at 760 mmHg
• PKA: -10.15±0.30(Predicted)
• Flash Point: 189 °C
• PSA: 98.15000
• Density: 1.487 g/cm³
• LogP: 2.04580
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 222.02767130
• Heavy Atom Count: 16
• Complexity: 303

Purity/Quality:

97% ^*data from raw suppliers

Methyl 6-nitro-1,2-benzisoxazole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=NOC2=C1C=CC(=C2)[N+](=O)[O-]

Technology Process of Methyl 6-nitro-1,2-benzoxazole-3-carboxylate

There total 6 articles about Methyl 6-nitro-1,2-benzoxazole-3-carboxylate 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: 50.0%

(2,4-dinitro-phenyl)-acetic acid methyl ester (58605-12-2) → methyl 6-nitro-1,2-benzisoxazole-3-carboxylate (5453-86-1)

Guidance literature:

With isopentyl nitrate; sodium methylate; In methanol; at 40 ℃; for 4h;

DOI:10.1039/d1nj00551k

Reference yield:

(2,4-dinitro-phenyl)-acetic acid (643-43-6) → methyl 6-nitro-1,2-benzisoxazole-3-carboxylate (5453-86-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄

2: pentyl nitrite

With n-Amyl nitrite; sulfuric acid;

DOI:10.1016/S0223-5234(97)86174-0

Reference yield:

n-Butyl nitrite (544-16-1) + (2,4-dinitro-phenyl)-acetic acid methyl ester (58605-12-2) → methyl 6-nitro-1,2-benzisoxazole-3-carboxylate (5453-86-1)

Guidance literature:

DOI:10.1021/ja01129a022 DOI:10.1007/BF02900545 DOI:10.1007/BF02988606

upstream raw materials:

n-Butyl nitrite

(2,4-dinitro-phenyl)-acetic acid methyl ester

sodium methylate

(2,4-dinitro-phenyl)-acetic acid

Downstream raw materials:

6-nitro-N-(1-benzyl-4-piperidinyl)-1,2-benzisoxazole-3-carboxamide

2-hydroxy-4-nitro-benzonitrile

6-Nitro-benzo[d]isoxazole-3-carboxylic acid

2-hydroxy-4-nitrobenzoic acid