3-Hydroxycarbofuran

Base Information

• Chemical Name: 3-Hydroxycarbofuran
• CAS No.: 16655-82-6
• Molecular Formula: C12H15 N O4
• Molecular Weight: 237.255
• Hs Code.: 2932999099
• European Community (EC) Number: 625-078-9
• UNII: 7J7N7A61BJ
• DSSTox Substance ID: DTXSID2037506
• Nikkaji Number: J124.956H
• Wikidata: Q27268397
• Metabolomics Workbench ID: 45733
• ChEMBL ID: CHEMBL1867082
• Mol file: 16655-82-6.mol

Synonyms:3-hydroxycarbofuran

Chemical Property of 3-Hydroxycarbofuran

Chemical Property:

• Vapor Pressure: 2.47E-05mmHg at 25°C
• Melting Point: 140-148 °C
• Boiling Point: 344.7°Cat760mmHg
• PKA: 12.28±0.46(Predicted)
• Flash Point: -4℃
• PSA: 67.79000
• Density: 1.239g/cm³
• LogP: 2.00010
• Storage Temp.: APPROX 4°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 237.10010796
• Heavy Atom Count: 17
• Complexity: 305

Purity/Quality:

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

3-Hydroxy Carbofuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+,Xi,F
• Hazard Codes: T+,Xi,F
• Statements: 28-67-66-36-11
• Safety Statements: 28-36/37/39-45-33-26-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(C(C2=C(O1)C(=CC=C2)OC(=O)NC)O)C
• Uses: 3-Hydroxy Carbofuran is a metabolite of Carbofuran (C176590).

Technology Process of 3-Hydroxycarbofuran

There total 5 articles about 3-Hydroxycarbofuran 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: 35.0%

2,3-dihydro-3-oxo-2,2-dimethylbenzofuran-7-yl methylcarbamate (16709-30-1) → 3-Hydroxycarbofuran (16655-82-6)

Guidance literature:

With hydrogenchloride; sodium cyanoborohydride; In methanol; at 45 ℃; for 3h;

DOI:10.1021/jf980347+

Reference yield:

carbosulfan (55285-14-8) → 3-Hydroxycarbofuran (16655-82-6) + 2,3-dihydro-2,2-dimethylbenzofuran-7-ol (1563-38-8) + 2,3-dihydro-2,2-dimethyl-7-benzofuranol methylcarbamate (1563-66-2) + 2,3-dihydro-3-oxo-2,2-dimethylbenzofuran-7-ol (17781-16-7) + 2,3-dihydro-3-oxo-2,2-dimethylbenzofuran-7-yl methylcarbamate (16709-30-1) + C20H32N2O4S (1260117-81-4) + dibutylamine (111-92-2) + 2,3-dihydro-3-hydroxy-2,2-dimethylbenzofuran-7-ol (17781-15-6)

Guidance literature:

With liver microsomal protein; NADPH; In dimethyl sulfoxide; at 37 ℃; pH=7.4; Reagent/catalyst; Kinetics; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1016/j.cbi.2010.03.024

Reference yield:

2,3-dihydro-2,2-dimethyl-7-benzofuranol methylcarbamate (1563-66-2) → 3-Hydroxycarbofuran (16655-82-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / CrO₃, AcOH / 16 h / 25 - 30 °C

2: 35 percent / NaBH₃CN, aq. HCl / methanol / 3 h / 45 °C

With chromium(VI) oxide; hydrogenchloride; sodium cyanoborohydride; acetic acid; In methanol;

DOI:10.1021/jf980347+

upstream raw materials:

2,3-dihydro-2,2-dimethyl-7-benzofuranol methylcarbamate

2,3-dihydro-3-oxo-2,2-dimethylbenzofuran-7-yl methylcarbamate

carbosulfan

Refernces

• 1、 Keserue, Gyoergy M.,Balogh, Gyoergy,Czudor, Iren,Karancsi, Tamas,Feher, Andras,Bertok, Bela. "Chemical models of cytochrome P450 catalyzed insecticide metabolism. Application to the oxidative metabolism of carbamate insecticides". . p. 762 - 769. Retrieved 2007/10/03.