Azulene-1-carbaldehyde

Base Information

• Chemical Name: Azulene-1-carbaldehyde
• CAS No.: 7206-61-3
• Molecular Formula: C11H8O
• Molecular Weight: 156.184
• DSSTox Substance ID: DTXSID40876660
• Nikkaji Number: J993.711K
• Mol file: 7206-61-3.mol

Synonyms:Azulene-1-carbaldehyde;7206-61-3;1-Formylazulene;Azulene-1-carboxaldehyde;1-Azulenecarboxaldehyde;C11H8O;Azulenaldehyd;azulene aldehyde;3-Azulenaldehyd;SCHEMBL224642;1-AZULENE CARBOXYALDEHYDE;CZRXLQPVJOJLML-UHFFFAOYSA-;DTXSID40876660;CZRXLQPVJOJLML-UHFFFAOYSA-N;MFCD19301077;CS-0455161;T71265;InChI=1/C11H8O/c12-8-10-7-6-9-4-2-1-3-5-11(9)10/h1-8H

Chemical Property of Azulene-1-carbaldehyde

Chemical Property:

• PSA: 17.07000
• LogP: 2.60390
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 156.057514874
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

95% ^*data from raw suppliers

Azulene-1-carboxaldehyde >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=CC(=C2C=C1)C=O

Technology Process of Azulene-1-carbaldehyde

There total 16 articles about Azulene-1-carbaldehyde 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: 95.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + azulene (275-51-4) → 1-formylazulene (7206-61-3)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 - 20 ℃; for 0.5h;

azulene; at 20 ℃; for 1h;

Reference yield: 95.0%

azulene (275-51-4) → 1-formylazulene (7206-61-3)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/acs.joc.9b03448

Reference yield: 94.0%

C18H12F3NO2S2 → 1-formylazulene (7206-61-3)

Guidance literature:

With potassium hydroxide; In ethanol;

DOI:10.1016/j.tetlet.2006.12.083

upstream raw materials:

azulene

1-(dimethylaminomethyl)azulene

1-methylazulene

chloroform

Downstream raw materials:

azulene-1-carbonyl chloride

(3Z)-3-(((4Z,6Z,8E)-azulen-1-yl)methylene)-5-phenylindolin-2-one

(E)-3-(azulen-1-ylmethylene)-5-methoxyindolin-2-one

(3Z)-3-(((4Z,6Z,8E)-azulen-1-yl)methylene)-5-methoxyindolin-2-one

Refernces

• 1、 Shoji, Taku,Yokoyama, Ryuji,Ito, Shunji,Watanabe, Masataka,Toyota, Kozo,Yasunami, Masafumi,Morita, Noboru. "Synthesis of heteroarylazulenes: transition metal free coupling strategy of azulene with heterocycles". . p. 1099 - 1103. Retrieved 2007.
• 2、 Lee, Seung Cheol,Son, Jeong-Yu,Kim, Jin Young,Eom, Hyeonsik,Jang, Seong Bin,Lee, Phil Ho. "Regioselective and Chemodivergent Synthesis of Azulenolactones and Azulenolactams from Rhodium(III)-Catalyzed Reactions of Azulenecarboxamides with Sulfoxonium Ylides". . p. 512 - 524. Retrieved 2020/11/30.
• 3、 Székely, Anna,Péter, áron,Aradi, Klára,Tolnai, Gergely L.,Novák, Zoltán. "Gold-Catalyzed Direct Alkynylation of Azulenes". supporting information. p. 954 - 957. Retrieved 2017/02/26.