Acetophenone, dimethylhydrazone

Base Information

• Chemical Name: Acetophenone, dimethylhydrazone
• CAS No.: 13466-32-5
• Molecular Formula: C10H14N2
• Molecular Weight: 162.235
• Hs Code.: 2928000090
• UNII: T2R7GG5RRC
• Nikkaji Number: J55.027B
• NSC Number: 155376
• Mol file: 13466-32-5.mol

Synonyms:ACETOPHENONE, DIMETHYLHYDRAZONE;13466-32-5;Acetophenone N,N-dimethylhydrazone;N-methyl-N-[(Z)-1-phenylethylideneamino]methanamine;T2R7GG5RRC;Hydrazine, 1,1-dimethyl-2-(alpha-methylbenzylidene)-;NSC-155376;1-(1-Phenylethylidene)-2,2-dimethylhydrazine;ACETOPHENONE DIMETHYLHYDRAZONE;NSC 155376;Ethanone, 1-phenyl-, dimethylhydrazone;UNII-T2R7GG5RRC;Ethanone, dimethylhydrazone;WLN: 1YR&UNN1&1;SCHEMBL14667522;NSC155376;AKOS024339867;A806819;Hydrazine,1-dimethyl-2-(.alpha.-methylbenzylidene)-

Chemical Property of Acetophenone, dimethylhydrazone

Chemical Property:

• Vapor Pressure: 0.0566mmHg at 25°C
• Boiling Point: 233.2°C at 760 mmHg
• Flash Point: 94.8°C
• PSA: 15.60000
• Density: 0.91g/cm³
• LogP: 1.97220
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 162.115698455
• Heavy Atom Count: 12
• Complexity: 155

Purity/Quality:

99%min ^*data from raw suppliers

ACETOPHENONE DIMETHYLHYDRAZONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=NN(C)C)C1=CC=CC=C1
• Isomeric SMILES: C/C(=N/N(C)C)/C1=CC=CC=C1

Technology Process of Acetophenone, dimethylhydrazone

There total 9 articles about Acetophenone, dimethylhydrazone 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: 96.0%

N,N-Dimethylhydrazine (57-14-7) + acetophenone (98-86-2) → acetophenone dimethylhydrazone (13466-32-5)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 23h; Reflux; Inert atmosphere; Dean-Stark apparatus;

DOI:10.1021/jo3012336

Reference yield: 92.0%

N,N-Dimethylhydrazine (57-14-7) + phenylacetylene (536-74-3) → acetophenone dimethylhydrazone (13466-32-5)

Guidance literature:

With copper(l) chloride; potassium tetrakis(pentafluorophenyl)borate; In benzene-d6; at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c5cc10427k

Reference yield: 87.0%

1-azidoethylbenzene (32366-25-9) + N,N-Dimethylhydrazine (57-14-7) → acetophenone dimethylhydrazone (13466-32-5)

Guidance literature:

iron(III) chloride; In acetonitrile; for 11h; Heating;

DOI:10.1021/jo000708w

upstream raw materials:

N,N-Dimethylhydrazine

acetophenone

1,1-dimethyl-1-phenacylhydrazinium bromide

1-azidoethylbenzene

Downstream raw materials:

3,3-diphenyl-3-hydroxypropiophenone N,N-dimethylhydrazone

(Z)-3-(Dimethyl-hydrazono)-1-ethoxy-3-phenyl-propene-1-thiol

(R)-5-Benzyloxy-1-phenyl-4-((2E,6E)-3,7,11-trimethyl-dodeca-2,6,10-trienyloxy)-pentan-1-one

1-phenyl-4-(1,3-dioxolan-2-yl)butan-1-one N,N-dimethylhydrazone

Refernces

• 1、 Peltier, Jesse L.,Jazzar, Rodolphe,Melaimi, Mohand,Bertrand, Guy. "Ancillary ligand-free copper catalysed hydrohydrazination of terminal alkynes with NH2NH2". supporting information. p. 2733 - 2735. Retrieved 2016/02/19.
• 2、 Wegener, Michael,Huber, Florian,Bolli, Christoph,Jenne, Carsten,Kirsch, Stefan F.. "Silver-free activation of ligated gold(I) chlorides: The use of [Me3NB12Cl11]- as a weakly coordinating anion in homogeneous gold catalysis". supporting information. p. 1328 - 1336. Retrieved 2015/02/05.