4-Heptanone dimethyl hydrazone

Base Information

• Chemical Name: 4-Heptanone dimethyl hydrazone
• CAS No.: 14090-58-5
• Molecular Formula: C9H20N2
• Molecular Weight: 156.271
• Hs Code.: 2928000090
• Mol file: 14090-58-5.mol

Synonyms:

Chemical Property of 4-Heptanone dimethyl hydrazone

Chemical Property:

• PSA: 15.60000
• LogP: 2.50420

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Heptanone dimethyl hydrazone

There total 1 articles about 4-Heptanone dimethyl hydrazone 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: 82.0%

4-heptanone (123-19-3) + N,N-Dimethylhydrazine (57-14-7) → 2-(heptan-4-ylidene)-1,1-dimethylhydrazine (14090-58-5)

Guidance literature:

With acetic acid; In neat (no solvent); for 24h; Reflux;

DOI:10.1039/c4cc06895e

Reference yield: 78.0%

2-(heptan-4-ylidene)-1,1-dimethylhydrazine (14090-58-5) → 4-heptanone (123-19-3)

Guidance literature:

With ferric nitrate; In dichloromethane; Heating; 30 min., r.t., then reflux;

DOI:10.1016/S0040-4039(01)81371-X

Reference yield:

2-(heptan-4-ylidene)-1,1-dimethylhydrazine (14090-58-5) → 3-benzyl-4-heptanone (7492-37-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: (1S,2S)-N¹,N²-dimethyl-N¹,N²-diphenethylcyclohexane-1,2-diamine; sec.-butyllithium / toluene / -78 - 20 °C / Inert atmosphere; Schlenk technique

1.2: 22 h / -30 °C / Inert atmosphere; Schlenk technique

2.1: hydrogenchloride / water; diethyl ether

With hydrogenchloride; (1S,2S)-N¹,N²-dimethyl-N¹,N²-diphenethylcyclohexane-1,2-diamine; sec.-butyllithium; In diethyl ether; water; toluene;

DOI:10.1016/j.tetasy.2016.09.001

upstream raw materials:

4-heptanone

N,N-Dimethylhydrazine

Downstream raw materials:

4-heptanone

hept-3-yne

3-benzyl-4-heptanone

Refernces

• 1、 McSweeney, Christina M.,Foley, Vera M.,McGlacken, Gerard P.. "The asymmetric alkylation of dimethylhydrazones; Intermolecular chirality transfer using sparteine as chiral ligand". supporting information. p. 14817 - 14819. Retrieved 2014/12/11.