9-Ethyl-9H-carbazole-3-carbaldehyde

Base Information

• Chemical Name: 9-Ethyl-9H-carbazole-3-carbaldehyde
• CAS No.: 7570-45-8
• Molecular Formula: C15H13NO
• Molecular Weight: 223.274
• Hs Code.: 29339900
• European Community (EC) Number: 231-471-2
• NSC Number: 231558
• UNII: ZVF6H6ZPE4
• DSSTox Substance ID: DTXSID10226613
• Nikkaji Number: J60.953F
• Wikidata: Q72473450
• Mol file: 7570-45-8.mol

Synonyms:9-ethyl-9H-carbazole-3-carbaldehyde;9-ethyl-9H-carbazole-3-carbaldehyde (ECCA)

Chemical Property of 9-Ethyl-9H-carbazole-3-carbaldehyde

Chemical Property:

• Appearance/Colour: yellow to ochre crystalline powder or granules
• Vapor Pressure: 5.66E-05mmHg at 25°C
• Melting Point: 85-87 °C(lit.)
• Refractive Index: 1.618
• Boiling Point: 346.7 °C at 760 mmHg
• Flash Point: 163.5 °C
• PSA: 22.00000
• Density: 1.14 g/cm³
• LogP: 3.62690
• Storage Temp.: Refrigerator (+4°C)
• Solubility.: soluble in Benzene,Toluene
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 223.099714038
• Heavy Atom Count: 17
• Complexity: 291

Purity/Quality:

99.0% ^*data from raw suppliers

9-Ethyl-9H-carbazole-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCN1C2=C(C=C(C=C2)C=O)C3=CC=CC=C31
• Uses: 9-Ethyl-3-carbazolecarboxaldehyde was used in the synthesis of poly(vinyl acetal)s (PVAcs).

Technology Process of 9-Ethyl-9H-carbazole-3-carbaldehyde

There total 16 articles about 9-Ethyl-9H-carbazole-3-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: 93.0%

N-ethylcarbazole (86-28-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → N-ethyl-3-carbazolealdehyde (7570-45-8)

Guidance literature:

With trichlorophosphate; at 100 ℃; for 1.16667h; Inert atmosphere;

DOI:10.1016/j.ejmech.2018.09.026

Reference yield: 89.0%

N-ethylcarbazole (86-28-2) + Dichloromethyl methyl ether (4885-02-3) → N-ethyl-3-carbazolealdehyde (7570-45-8)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -78 ℃; for 4h;

DOI:10.1071/CH16169

Reference yield: 76.0%

3-bromo-9-ethyl-9H-carbazole (57102-97-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → N-ethyl-3-carbazolealdehyde (7570-45-8)

Guidance literature:

3-bromo-9-ethyl-9H-carbazole; With n-butyllithium; In tetrahydrofuran; hexane; at -74 ℃; for 1h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -74 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; at -74 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/ejic.201700895

upstream raw materials:

N-ethylcarbazole

N-methyl-N-phenylformamide

N,N-dimethyl-formamide

9H-carbazole

Downstream raw materials:

thiophene-2-carboxylic acid-[(9-ethyl-carbazol-3-ylmethylene)-hydrazide]

(9-Ethyl-9H-carbazol-3-yl)-[1-(9-ethyl-9H-carbazol-3-yl)-meth-(E)-ylidene]-amine

9-Ethyl-3-((E)-2-nitro-vinyl)-9H-carbazole

N-(9-ethyl-carbazol-3-ylmethylene)-aniline

Refernces

• 1、 Kandemir, Hakan,Sengul, Ibrahim F.. "Facile Synthesis of Some 3-(Benzimidazol-2-yl)-And 3,6-Di(Benzimidazol-2-yl)-9-ethyl-9H-carbazoles". . p. 2583 - 2591. Retrieved 2015.
• 2、 Li, Ming,Chao, Jianbin,Liu, Yaoming,Xu, Miao,Zhang, Yongbin,Huo, Fangjun,Wang, Juanjuan,Yin, Caixia. "Fast detecting hypochlorous acid based on electron-withdrawing group promoted oxidation and its biological applications in cells and root tips of plants". . . Retrieved 2020.
• 3、 Yuan, Gangqiang,Zhou, Liyi,Yang, Qiaomei,Ding, Haiyuan,Tan, Libin,Peng, Longpeng. "Rational Development of a New Reaction-Based Ratiometric Fluorescent Probe with a Large Stokes Shift for Selective Detection of Bisulfite in Tap Water, Real Food Samples, Onion Tissues, and Zebrafish". . p. 4894 - 4902. Retrieved 2021.
• 4、 Fei, Xuening,Li, Ran,Lin, Dayong,Gu, Yingchun,Yu, Lu. "Spectra, stability and labeling of a novel carbazole derivative as a fluorescent turn-on DNA probe". . p. 1251 - 1258. Retrieved 2015.
• 5、 Lin, Dayong,Fei, Xuening,Li, Ran,Gu, Yingchun,Tang, Yalin,Zhou, Jianguo,Zhang, Baolian. "A large stokes-shifted fluorescent dye synthesized as a new probe for the determination of protein". . p. 1511 - 1520. Retrieved 2016.
• 6、 Liu, Hua,Guo, Chuanlong,Guo, Shuju,Wang, Lijun,Shi, Dayong. "Design and synthesis of a fluorescent probe with a large stokes shift for detecting thiophenols and its application in water samples and living cells". . . Retrieved 2019.
• 7、 Christopher Leslee, Denzil Britto,Karuppannan, Sekar,Kothottil, Mahendra Mohan. "Carbazole-hydrazinobenzothiazole a selective turn-on fluorescent sensor for Hg2+ions – Its protein binding and electrochemical application studies". . . Retrieved 2021.
• 8、 Liu, Fei,Wu, Tong,Cao, Jianfang,Cui, Shuang,Yang, Zhigang,Qiang, Xinxin,Sun, Shiguo,Song, Fengling,Fan, Jiangli,Wang, Jingyun,Peng, Xiaojun. "Ratiometric detection of viscosity using a two-photon fluorescent sensor". . p. 1548 - 1553. Retrieved 2013.
• 9、 -. "Dicarbazole oxime ester type photoinitiator as well as preparation method and application thereof". Paragraph 0043-0047; 0054-0056. . Retrieved 2021/06/21.
• 10、 He, Xiuquan,Tian, Minggang,Yang, Rui,Yu, Xiaoqiang,Zhang, Huamiao. "A general strategy to increase emission shift of two-photon ratiometric pH probes using a reversible intramolecular reaction of spiro-oxazolidine". supporting information. . Retrieved 2020/10/18.