o-Anisaldehyde, azine

Base Information

• Chemical Name: o-Anisaldehyde, azine
• CAS No.: 17745-81-2
• Molecular Formula: C16H16N2O2
• Molecular Weight: 268.315
• Hs Code.: 2928000090
• European Community (EC) Number: 662-104-8
• Mol file: 17745-81-2.mol

Synonyms:2-Methoxybenzaldehyde azine;o-Anisaldehyde, azine;Benzamide, 2-methoxy-, [(2-methoxyphenyl)methylene]hydrazone;2-Methoxybenzalazine;LFZBMHONPSOTMH-JYFOCSDGSA-N;AKOS003620907;SR-01000210590;SR-01000210590-1;2-Methoxybenzaldehyde [(E)-(2-methoxyphenyl)methylidene]hydrazone;2-Methoxybenzaldehyde [(E)-(2-methoxyphenyl)methylidene]hydrazone #;Benzaldehyde, 2-methoxy-, [(2-methoxyphenyl)methylene]hydrazone;1-(2-methoxyphenyl)-N-[(E)-(2-methoxyphenyl)methyleneamino]methanimine;1-[(1E,3E)-2,3-Diaza-4-(2-methoxyphenyl)buta-1,3-dienyl]-2-methoxybenzene

Chemical Property of o-Anisaldehyde, azine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 143 °C
• Boiling Point: 405.9°Cat760mmHg
• PKA: 6.52±0.50(Predicted)
• Flash Point: 160.9°C
• PSA: 43.18000
• Density: 1.05g/cm³
• LogP: 3.15680
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 268.121177757
• Heavy Atom Count: 20
• Complexity: 298

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1C=NN=CC2=CC=CC=C2OC
• Isomeric SMILES: COC1=CC=CC=C1/C=N/N=C/C2=CC=CC=C2OC

Technology Process of o-Anisaldehyde, azine

There total 14 articles about o-Anisaldehyde, azine 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: 98.0%

ortho-anisaldehyde (135-02-4) → 1,2-bis(2-methoxybenzylidene)hydrazine (17745-81-2)

Guidance literature:

With carbazic acid; at 45 ℃; for 3h; Neat (no solvent);

DOI:10.1039/c1cc14542h

Reference yield: 82.0%

(2-methoxyphenyl)methanol (612-16-8) → (1E,2E)-1,2-bis(2-methoxybenzylidene)hydrazine (17745-81-2)

Guidance literature:

With hydrazine hydrate; C₁₇H₁₅Cl₂N₅NiO; potassium tert-butylate; In toluene; at 80 ℃; for 24h; Molecular sieve;

DOI:10.1021/acs.joc.8b00661

Reference yield: 81.0%

2-methoxybenzaldehyde p-toluenesulfonylhydrazone (19350-70-0) → 1,2-bis(2-methoxybenzylidene)hydrazine (17745-81-2)

Guidance literature:

With caesium carbonate; In acetonitrile; at 100 ℃; for 6h; Sealed tube;

DOI:10.1007/s11164-016-2688-3

upstream raw materials:

ortho-anisaldehyde

salicylaldazine

methyl iodide

indole-2,3-dione

Downstream raw materials:

1,2-bis(2-methoxyphenyl)ethene

bis(2-methoxybenzyl)amine

ortho-anisaldehyde

diethyl (2-methoxyphenyl)(2-methoxybenzylidenehydrazino)methylphosphonate

Refernces

• 1、 Tang, Weixin,Xiang, Yu,Tong, Aijun. "Salieylaldehyde azines as fluorophores of aggregation-induced emission enhancement characteristics". . p. 2163 - 2166. Retrieved 2009.
• 2、 Saranya, Sundar,Ramesh, Rengan,Sémeril, David. "Non-Pincer-Type Arene Ru(II) Catalysts for the Direct Synthesis of Azines from Alcohols and Hydrazine under Aerobic Conditions". . p. 3194 - 3201. Retrieved 2020/09/15.
• 3、 Sumran, Garima,Aggarwal, Ranjana,Hooda, Mona,Sanz, Dionisia,Claramunt, Rosa M.. "Unusual synthesis of azines and their oxidative degradation to carboxylic acid using iodobenzene diacetate". supporting information. p. 439 - 446. Retrieved 2018/02/06.