3H-Indolium, 2-[3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)-1-propenyl]-1,3,3-trimethyl-, iodide

Base Information

• Chemical Name: 3H-Indolium, 2-[3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)-1-propenyl]-1,3,3-trimethyl-, iodide
• CAS No.: 25470-94-4
• Molecular Formula: C25H29 N2 . I
• Molecular Weight: 484.423
• European Community (EC) Number: 247-014-5
• Mol file: 25470-94-4.mol

Synonyms:1,1',3,3,3',3'-hexamethylindocarbocyanine;1,1',3,3,3',3'-hexamethylindocarbocyanine iodide;DiIC1(3)

Chemical Property of 3H-Indolium, 2-[3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)-1-propenyl]-1,3,3-trimethyl-, iodide

Chemical Property:

• Melting Point: 223 °C (decomp)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 6.25000
• Density: g/cm³
• LogP: 2.58810
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 484.13755
• Heavy Atom Count: 28
• Complexity: 623

Purity/Quality:

99.3% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2=CC=CC=C2[N+](=C1C=CC=C3C(C4=CC=CC=C4N3C)(C)C)C)C.[I-]
• Isomeric SMILES: CC1(C2=CC=CC=C2[N+](=C1/C=C/C=C/3\C(C4=CC=CC=C4N3C)(C)C)C)C.[I-]

Technology Process of 3H-Indolium, 2-[3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)-1-propenyl]-1,3,3-trimethyl-, iodide

There total 9 articles about 3H-Indolium, 2-[3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)-1-propenyl]-1,3,3-trimethyl-, iodide 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: 83.0%

1,2,3,3-tetramethyl-3H-indolium iodide (5418-63-3) + orthoformic acid triethyl ester (122-51-0) → 1,3,3-trimethyl-2-<3-(1,3,3-trimethyl-2-indolinylidene)-1-propenyl>-3Hindolium iodide (25470-94-4)

Guidance literature:

With pyridine; at 120 ℃; Inert atmosphere;

DOI:10.1002/cmdc.201300090

Reference yield: 67.0%

1,3,3-Trimethyl-2-methyleneindoline (118-12-7) + Trifluoromethylzinc bromide acstonitrile complex → 2-<3-(1,1,3-trimethyl-1H-benzo-indol-2-ylidene)-1-propenyl>-1,1,3-trimethyl-1H-benzoindolium iodide (25470-94-4)

Guidance literature:

With hydrogen iodide; In dichloromethane; for 10h;

DOI:10.1016/0022-1139(94)03114-F

Reference yield: 57.0%

1,2,3,3-tetramethyl-3H-indolium iodide (5418-63-3) + orthoformic acid triethyl ester (122-51-0) → 2-<3-(1,1,3-trimethyl-1H-benzo-indol-2-ylidene)-1-propenyl>-1,1,3-trimethyl-1H-benzoindolium iodide (25470-94-4)

Guidance literature:

With pyridine; triethylamine; at 120 ℃; for 1h;

DOI:10.1039/jm9960600559

upstream raw materials:

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

N,N'-diphenylformamidine

orthoformic acid triethyl ester

1,3,3-Trimethyl-2-methyleneindoline

Refernces

• 1、 -. "MACROPHAGE IDENTIFICATION AGENT, AND IDENTIFICATION METHOD, SORTING METHOD, EVALUATION METHOD, SCREENING METHOD AND KIT USING THE MACROPHAGE IDENTIFIER AGENT". Paragraph 0363. . Retrieved 2016/02/28.
• 2、 Gu, Jiamin,Anumala, Upendra Rao,Heyny-vonHaussen, Roland,Hoelzer, Jana,Goetschy-Meyer, Valerie,Mall, Gerhard,Hilger, Ingrid,Czech, Christian,Schmidt, Boris. "Design, Synthesis and Biological Evaluation of Trimethine Cyanine Dyes as Fluorescent Probes for the Detection of Tau Fibrils in Alzheimer's Disease Brain and Olfactory Epithelium". . p. 891 - 897. Retrieved 2013/07/27.