(NE)-N-[(E)-4-(furan-2-yl)but-3-en-2-ylidene]hydroxylamine

Base Information

• Chemical Name: (NE)-N-[(E)-4-(furan-2-yl)but-3-en-2-ylidene]hydroxylamine
• CAS No.: 6502-39-2
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• NSC Number: 236257
• DSSTox Substance ID: DTXSID20421076
• Mol file: 6502-39-2.mol

Synonyms:6502-39-2;NSC236257;(NE)-N-[(E)-4-(furan-2-yl)but-3-en-2-ylidene]hydroxylamine;3-Buten-2-one, 4-(2-furanyl)-, oxime, (Z,E)-;65300-32-5;DTXSID20421076;NSC-236257;EN300-246482

Chemical Property of (NE)-N-[(E)-4-(furan-2-yl)but-3-en-2-ylidene]hydroxylamine

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.51
• Boiling Point: 274.311 °C at 760 mmHg
• Flash Point: 119.699 °C
• PSA: 45.73000
• Density: 1.07 g/cm³
• LogP: 2.14290
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 175

Purity/Quality:

99% ^*data from raw suppliers

N-[4-(furan-2-yl)but-3-en-2-ylidene]hydroxylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=NO)C=CC1=CC=CO1
• Isomeric SMILES: C/C(=N\O)/C=C/C1=CC=CO1

Technology Process of (NE)-N-[(E)-4-(furan-2-yl)but-3-en-2-ylidene]hydroxylamine

There total 5 articles about (NE)-N-[(E)-4-(furan-2-yl)but-3-en-2-ylidene]hydroxylamine 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:

(E)-4-(furan-2-yl)but-3-en-2-one (623-15-4) → 4t-[2]furyl-but-3-en-2-one oxime (6502-39-2,65300-31-4,65300-32-5)

Guidance literature:

With hydroxylamine;

DOI:10.1021/ja01857a077

Reference yield:

4-(furan-2-yl)but-3-en-2-one (623-15-4) → 4-furan-2-yl-but-3-en-2-one oxime (6502-39-2)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In ethanol; water; at 100 ℃; for 6h;

DOI:10.1021/acs.orglett.1c03679

Reference yield:

3-(2-furyl)-1-methylallyl alcohol (79380-04-4,1141893-14-2) → 4t-[2]furyl-but-3-en-2-one oxime (6502-39-2,65300-31-4,65300-32-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen / tert-butyl methyl ether / 16 h / 30 °C / pH 5 / Enzymatic reaction

2: sodium hydroxide; hydroxylamine hydrochloride / water; ethanol / Reflux

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; hydroxylamine hydrochloride; oxygen; sodium hydroxide; In ethanol; tert-butyl methyl ether; water;

DOI:10.1002/cbic.201900473

upstream raw materials:

(E)-4-(furan-2-yl)but-3-en-2-one

3-(2-furyl)-1-methylallyl alcohol

furfural

4-(furan-2-yl)but-3-en-2-one

Downstream raw materials:

4-(furan-2-yl)but-3-en-2-one

Refernces

• 1、 Albarrán-Velo, Jesús,Lavandera, Iván,Gotor-Fernández, Vicente. "Sequential Two-Step Stereoselective Amination of Allylic Alcohols through the Combination of Laccases and Amine Transaminases". . p. 200 - 211. Retrieved 2019/12/03.