2,2-Dimethylpropanal 2,4-dinitrophenylhydrazone

Base Information

• Chemical Name: 2,2-Dimethylpropanal 2,4-dinitrophenylhydrazone
• CAS No.: 13608-36-1
• Molecular Formula: C11H14N4O4
• Molecular Weight: 266.257
• NSC Number: 409592
• DSSTox Substance ID: DTXSID10420154
• Mol file: 13608-36-1.mol

Synonyms:NSC409592;13608-36-1;Propanal, 2,2-dimethyl-, (2,4-dinitrophenyl)hydrazone;2,2-Dimethylpropanal 2,4-dinitrophenylhydrazone;DTXSID10420154;NSC-409592;Propanal,2-dimethyl-, (2,4-dinitrophenyl)hydrazone

Chemical Property of 2,2-Dimethylpropanal 2,4-dinitrophenylhydrazone

Chemical Property:

• Vapor Pressure: 1.37E-06mmHg at 25°C
• Boiling Point: 399.4°Cat760mmHg
• Flash Point: 195.3°C
• Density: 1.3g/cm³
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 266.10150494
• Heavy Atom Count: 19
• Complexity: 366

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C=NNC1=C(C=C(C=C1)[N+](=O)[O-])[N+](=O)[O-]
• Isomeric SMILES: CC(C)(C)/C=N/NC1=C(C=C(C=C1)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 2,2-Dimethylpropanal 2,4-dinitrophenylhydrazone

There total 11 articles about 2,2-Dimethylpropanal 2,4-dinitrophenylhydrazone 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: 39.0%

3,3-dimethylbutylamine (15673-00-4) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → 1-(2,2-dimethylpropylidene)-2-(2,4-dinitrophenyl)hydrazine (13608-36-1)

Guidance literature:

3,3-dimethylbutylamine; With lithium perchlorate; [3-amino-2,4-dihydroxyphenyl]phenylmethanone; In methanol; at 20 ℃; Electrochemical reaction;

(2,4-dinitro-phenyl)-hydrazine; With sulfuric acid; lithium perchlorate; In methanol; ethanol; for 1h;

DOI:10.1002/anie.200390263

Reference yield:

pivalaldehyde (630-19-3) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → 1-(2,2-dimethylpropylidene)-2-(2,4-dinitrophenyl)hydrazine (13608-36-1)

Guidance literature:

DOI:10.1021/ja01867a068 DOI:10.1021/jo01210a005

Reference yield:

C21H32O2Si2 (1418759-63-3) → 1-(2,2-dimethylpropylidene)-2-(2,4-dinitrophenyl)hydrazine (13608-36-1)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride; water / tetrahydrofuran / 3 h / 20 °C / Glovebox; Schlenk technique

2: sulfuric acid / ethanol; water / Glovebox; Schlenk technique

With hydrogenchloride; sulfuric acid; water; In tetrahydrofuran; ethanol; water;

DOI:10.1021/ol303296a

upstream raw materials:

pivalaldehyde

(2,4-dinitro-phenyl)-hydrazine

2,2-dimethyl-propanol-1

3,3-dimethylbutylamine

Downstream raw materials:

C₁₁H₁₃BrN₄O₄

Refernces

• 1、 Cheng, Chen,Brookhart, Maurice. "Efficient reduction of esters to aldehydes through iridium-catalyzed hydrosilylation". . p. 9422 - 9424. Retrieved 2012/10/30.
• 2、 Choudhary,Yajurvedi,Soni,Agarwa,Sharma, Vinita. "Oxidation of aliphatic primary alcohols by morpholinium chlorochromate: A kinetic and mechanistic approach". experimental part. p. 1061 - 1066. Retrieved 2011/05/05.