3-Bromo-5-methylisoxazole-4-carboxylic acid

Base Information

• Chemical Name: 3-Bromo-5-methylisoxazole-4-carboxylic acid
• CAS No.: 130742-22-2
• Molecular Formula: C₅H₄BrNO₃
• Molecular Weight: 205.996
• Hs Code.: 2934999090
• European Community (EC) Number: 846-480-2
• DSSTox Substance ID: DTXSID10445024
• Wikidata: Q72447324
• Mol file: 130742-22-2.mol

Synonyms:130742-22-2;3-Bromo-5-methylisoxazole-4-carboxylic acid;3-bromo-5-methyl-1,2-oxazole-4-carboxylic Acid;3-BROMO-5-METHYL-ISOXAZOLE-4-CARBOXYLIC ACID;4-Isoxazolecarboxylicacid,3-bromo-5-methyl-(9CI);SCHEMBL6081229;DTXSID10445024;MFCD11520870;AKOS015917800;AT19722;SB32749;CS-0308260;FT-0712592;EN300-112834

Chemical Property of 3-Bromo-5-methylisoxazole-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.567
• Boiling Point: 349.62 °C at 760 mmHg
• PKA: 1.53±0.32(Predicted)
• Flash Point: 165.245 °C
• PSA: 63.33000
• Density: 1.865 g/cm³
• LogP: 1.44370
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 204.93746
• Heavy Atom Count: 10
• Complexity: 152

Purity/Quality:

97% ^*data from raw suppliers

3-Bromo-5-Methylisoxazole-4-CarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NO1)Br)C(=O)O

Technology Process of 3-Bromo-5-methylisoxazole-4-carboxylic acid

There total 1 articles about 3-Bromo-5-methylisoxazole-4-carboxylic acid 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: 90.0%

3-Bromo-5-methyl-isoxazole-4-carboxylic acid methyl ester (188686-98-8) → 3-bromo-5-methylisoxazole-4-carboxylic acid (130742-22-2)

Guidance literature:

With potassium hydroxide; In ethanol; for 4h; Ambient temperature;

DOI:10.1002/jhet.5570340155

Reference yield: 61.0%

methanol (67-56-1) + 3-bromo-5-methylisoxazole-4-carboxylic acid (130742-22-2) → 3-Methoxy-5-methyl-isoxazol-4-carbonsaeure (16877-56-8)

Guidance literature:

With potassium hydroxide; for 96h; Heating;

DOI:10.1002/jhet.5570340155

Reference yield:

3-bromo-5-methylisoxazole-4-carboxylic acid (130742-22-2) → (RS)-α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid hydrobromide (171259-81-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 61 percent / KOH / 96 h / Heating

2: 67 percent / BH₃ / tetrahydrofuran / 16 h / Heating

3: 70 percent / thionyl chloride / benzene / 24 h / Heating

4: 1.) NaH / 1.) EtOH, 10 min, 2.) EtOH, reflux, 24 h

5: 93 percent / 48percent HBr / 5 h / 130 - 140 °C

With potassium hydroxide; thionyl chloride; borane; hydrogen bromide; sodium hydride; In tetrahydrofuran; benzene;

DOI:10.1002/jhet.5570340155

upstream raw materials:

3-Bromo-5-methyl-isoxazole-4-carboxylic acid methyl ester

Downstream raw materials:

3-Methoxy-5-methyl-isoxazol-4-carbonsaeure

(RS)-α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid hydrobromide

4-(chloromethyl)-3-methoxy-5-methylisoxazole