cycloundecanone-(2,4-dinitro-phenylhydrazone)

Base Information

• Chemical Name: cycloundecanone-(2,4-dinitro-phenylhydrazone)
• CAS No.: 13659-82-0
• Molecular Formula: C₁₇H₂₄N₄O₄
• Molecular Weight: 348.402
• Mol file: 13659-82-0.mol

Synonyms:cycloundecanone-(2,4-dinitro-phenylhydrazone)

Chemical Property of cycloundecanone-(2,4-dinitro-phenylhydrazone)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of cycloundecanone-(2,4-dinitro-phenylhydrazone)

There total 11 articles about cycloundecanone-(2,4-dinitro-phenylhydrazone) 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:

11-bromoundecanoic acid (2834-05-1) → cycloundecanone-(2,4-dinitro-phenylhydrazone) (13659-82-0)

Guidance literature:

Multi-step reaction with 7 steps

1: SOCl₂ / 3 h / Heating

2: 10 percent / Et₃N / diethyl ether / 0.5 h / Ambient temperature

3: 84.4 percent / NaBH₄, NaH, 2-propanol / dioxane / 1.) 70 deg C, 2.) reflux, 1 h

4: 94 percent / NaIO₄ / H₂O; methanol / 20 h / Ambient temperature

5: LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) 30 min, ice bath

6: Al-Hg / tetrahydrofuran; H₂O / 6 h / Heating

7: conc. H₂SO₄ / ethanol / 0.33 h / Heating

With sodium tetrahydroborate; sodium periodate; thionyl chloride; aluminium amalgam; sulfuric acid; sodium hydride; triethylamine; isopropyl alcohol; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; water;

Reference yield:

11-bromoundecanoyl chloride (15949-84-5) → cycloundecanone-(2,4-dinitro-phenylhydrazone) (13659-82-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 10 percent / Et₃N / diethyl ether / 0.5 h / Ambient temperature

2: 84.4 percent / NaBH₄, NaH, 2-propanol / dioxane / 1.) 70 deg C, 2.) reflux, 1 h

3: 94 percent / NaIO₄ / H₂O; methanol / 20 h / Ambient temperature

4: LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) 30 min, ice bath

5: Al-Hg / tetrahydrofuran; H₂O / 6 h / Heating

6: conc. H₂SO₄ / ethanol / 0.33 h / Heating

With sodium tetrahydroborate; sodium periodate; aluminium amalgam; sulfuric acid; sodium hydride; triethylamine; isopropyl alcohol; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; water;

Reference yield:

2-benzenethiol (87054-19-1) → cycloundecanone-(2,4-dinitro-phenylhydrazone) (13659-82-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 53.8 percent / t-BuOK / 2-methyl-propan-2-ol / 1.) 70 deg C, 36 h, 2.) reflux, 1 h

2: 94 percent / NaIO₄ / H₂O; methanol / 20 h / Ambient temperature

3: LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) 30 min, ice bath

4: Al-Hg / tetrahydrofuran; H₂O / 6 h / Heating

5: conc. H₂SO₄ / ethanol / 0.33 h / Heating

With sodium periodate; aluminium amalgam; sulfuric acid; potassium tert-butylate; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; water; tert-butyl alcohol;

upstream raw materials:

cycloundecanone

(2,4-dinitro-phenyl)-hydrazine

11-bromoundecanoic acid

11-bromoundecanoyl chloride

Downstream raw materials:

cycloundecanone

benzene-1,2,4-triamine

Refernces