2,3,3-Trimethylindolenine

Base Information

• Chemical Name: 2,3,3-Trimethylindolenine
• CAS No.: 1640-39-7
• Molecular Formula: C11H13N
• Molecular Weight: 159.231
• Hs Code.: 29339900
• European Community (EC) Number: 216-685-6
• NSC Number: 65633
• DSSTox Substance ID: DTXSID9049403
• Nikkaji Number: J112.922H
• Wikidata: Q72514109
• ChEMBL ID: CHEMBL2393311
• Mol file: 1640-39-7.mol

Synonyms:2,3,3-Trimethylindolenine;1640-39-7;2,3,3-TRIMETHYL-3H-INDOLE;2,3,3-trimethylindole;3H-Indole, 2,3,3-trimethyl-;NSC 65633;CCRIS 6607;EINECS 216-685-6;2,3,3-trimethyl indolenine;AI3-51456;DTXSID9049403;2,3,3-Trimethylindolenine (Technical Grade, contain dimer);MFCD00005724;NSC65633;2,3-Trimethylindolenine;2,3,3-trimethyl-indole;2,3-Trimethyl-3H-indole;2,3,3-trimethyl-indolenine;3H-Indole,3,3-trimethyl-;SCHEMBL101153;SCHEMBL6153645;CHEMBL2393311;DTXCID8029363;2,3,3-trimethyl-(3H)-indole;2,3,3-Trimethylindolenine, 98%;Tox21_202974;2,3,3-trimethyl-3H-benzo[b]azole;BBL027538;NSC-65633;STK803583;2,3,3-trimethyl-3H-benzo [b]azole;AKOS000270800;AM84561;CS-W016176;NCGC00260520-01;AC-27778;AS-14403;BP-24359;CAS-1640-39-7;LS-188246;A3642;BB 0261376;FT-0609320;T0766;EN300-33323;D77785;T-6650;10.14272/FLHJIAFUWHPJRT-UHFFFAOYSA-N.1;doi:10.14272/FLHJIAFUWHPJRT-UHFFFAOYSA-N.1;Q-102563;2,3,3-trimethyl-3H-indole;F0001-0594;Z339406798

Chemical Property of 2,3,3-Trimethylindolenine

Chemical Property:

• Appearance/Colour: clear yellow to red-brown liquid
• Vapor Pressure: 0.118mmHg at 25°C
• Melting Point: 6-8 °C
• Refractive Index: n20/D 1.549(lit.)
• Boiling Point: 227.2 °C at 760 mmHg
• PKA: 6.33±0.40(Predicted)
• Flash Point: 82.8 °C
• PSA: 12.36000
• Density: 0.99 g/cm³
• LogP: 2.50580
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Soluble in chloroform, toluene or dichlorobenzene.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 159.104799419
• Heavy Atom Count: 12
• Complexity: 215

Purity/Quality:

99% ^*data from raw suppliers

2,3,3-Trimethylindolenine(TechnicalGrade,containdimer) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CC1=NC2=CC=CC=C2C1(C)C
• Uses: 2,3,3-Trimethylindolenine is an indole derivative used in the preparation of cyanine dye labelleing reagents and other imaging agents. It is used in synthesis of cyanine dyes.

Technology Process of 2,3,3-Trimethylindolenine

There total 49 articles about 2,3,3-Trimethylindolenine 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%

3-methyl-butan-2-one (563-80-4) + phenylhydrazine (100-63-0) → 2,3,3-trimethylindoleniune (1640-39-7)

Guidance literature:

3-methyl-butan-2-one; phenylhydrazine; With acetic acid; In ethanol; at 50 ℃; for 4h;

With acetic acid; at 80 ℃; for 1h;

DOI:10.1039/c9nj00129h

Reference yield: 95.0%

3-methyl-butan-2-one (563-80-4) + phenylhydrazine hydrochloride (59-88-1) → 2,3,3-trimethylindoleniune (1640-39-7)

Guidance literature:

With acetic acid; at 100 ℃; for 16h; Inert atmosphere;

Reference yield: 88.3%

sodium monohydrogen sulfate + 3-methyl-butan-2-one-phenylhydrazone (6243-71-6) → 2,3,3-trimethylindoleniune (1640-39-7)

Guidance literature:

In water;

upstream raw materials:

2,3-dimethylindole

ethanol

3-methyl-butan-2-one-phenylhydrazone

(E)-3-Ureido-but-2-enoic acid ethyl ester

Downstream raw materials:

1-ethyl-2,3,3-trimethylindolium iodide

1,3,3-trimethyl-2-phenylazomethylene-indoline

1,3,3-Trimethyl-2-methyleneindoline

1,2,3,3-tetramethyl-3H-indolium iodide

Refernces

• 1、 Al-horaibi, Sultan A.,Garoon, Eman M.,Bhise, Narendra A.,Gaikwad, Suresh T.,Rajbhoj, Anjali S.. "The effect of bis-carboxylic groups of squarylium dyes on the efficiency of dye-sensitized solar cells". . p. 1769 - 1778. Retrieved 2020.
• 2、 Bi, Keying,Tan, Rui,Hao, Ruiting,Miao, Lanxi,He, Yanqi,Xianghua, Wu,Zhang, Junfeng,Rui, Xu. "A carbazole-hemicyanine dye based ratiometric fluorescent probe for selective detection of bisulfite (HSO3 ?) in cells and C. elegans". . p. 545 - 548. Retrieved 2019.
• 3、 Saikiran, Maryala,Sato, Daisuke,Pandey, Shyam S.,Ohta, Takeshi,Hayase, Shuzi,Kato, Tamaki. "Photophysical characterization and BSA interaction of the direct ring carboxy functionalized unsymmetrical NIR cyanine dyes". . p. 6 - 13. Retrieved 2017.
• 4、 Wang, Guimei,Jiang, Xiaoxue,Fu, Nanyan. "Near-infrared squaraine fluorescent probe for imaging adenosine 5′-triphosphate in live cells". . . Retrieved 2019.
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• 6、 Li, Chuang,Iscen, Aysenur,Palmer, Liam C.,Schatz, George C.,Stupp, Samuel I.. "Light-Driven Expansion of Spiropyran Hydrogels". . p. 8447 - 8453. Retrieved 2020.
• 7、 Zhao, Xu,Wei, Ruisong,Chen, Ligong,Jin, Di,Yan, Xilong. "Glucosamine modified near-infrared cyanine as a sensitive colorimetric fluorescent chemosensor for aspartic and glutamic acid and its applications". . p. 4791 - 4798. Retrieved 2014.
• 8、 Zhang, Yong,Yang, Min,Jia, Chengli,Ji, Min. "Iodine-Promoted Domino Oxidative Cyclization for the One-Pot Synthesis of Novel Fused Four-Ring Quinoxaline Fluorophores by sp3 C?H Functionalization". . p. 13709 - 13713. Retrieved 2019.
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