1,1'-Dibutyl-3,3,3',3'-tetramethylindocarbocyanine iodide

Base Information

• Chemical Name: 1,1'-Dibutyl-3,3,3',3'-tetramethylindocarbocyanine iodide
• CAS No.: 132752-00-2
• Molecular Formula: C31H41IN2
• Molecular Weight: 568.58
• DSSTox Substance ID: DTXSID30430972
• Mol file: 132752-00-2.mol

Synonyms:132752-00-2;1,1'-Dibutyl-3,3,3',3'-tetramethylindocarbocyanine iodide;(2Z)-1-Butyl-2-[(E)-3-(1-butyl-3,3-dimethylindol-1-ium-2-yl)prop-2-enylidene]-3,3-dimethylindole;iodide;SCHEMBL15347919;DTXSID30430972;1-butyl-2-((1E,3Z)-3-(1-butyl-3,3-dimethylindolin-2-ylidene)prop-1-enyl)-3,3-dimethyl-3H-indolium iodide;1-Butyl-2-[(1E,3Z)-3-(1-butyl-3,3-dimethyl-1,3-dihydro-2H-indol-2-ylidene)prop-1-en-1-yl]-3,3-dimethyl-3H-indol-1-ium iodide

Chemical Property of 1,1'-Dibutyl-3,3,3',3'-tetramethylindocarbocyanine iodide

Chemical Property:

• PSA: 6.25000
• LogP: 4.92870
• Solubility.: DMSO: soluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 568.23145
• Heavy Atom Count: 34
• Complexity: 706

Purity/Quality:

98% ^*data from raw suppliers

1,1'-DIBUTYL-3,3,3',3'-TETRAMETHYLINDOCARBOCYANINE IODIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCN1C2=CC=CC=C2C(C1=CC=CC3=[N+](C4=CC=CC=C4C3(C)C)CCCC)(C)C.[I-]
• Isomeric SMILES: CCCCN\1C2=CC=CC=C2C(/C1=C/C=C/C3=[N+](C4=CC=CC=C4C3(C)C)CCCC)(C)C.[I-]

Technology Process of 1,1'-Dibutyl-3,3,3',3'-tetramethylindocarbocyanine iodide

There total 5 articles about 1,1'-Dibutyl-3,3,3',3'-tetramethylindocarbocyanine 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: 74.0%

N-butyl-2,3,3-trimethylindoleninium iodide (20205-30-5) + orthoformic acid triethyl ester (122-51-0) → 1-butyl-2-((1E,3E)-3-(1-butyl-3,3-dimethylindolin-2-ylidene)prop-1-enyl)-3,3-dimethyl-3H-indolium iodide (132752-00-2)

Guidance literature:

With acetic anhydride; at 80 ℃; for 2h;

DOI:10.1016/j.ejmech.2012.06.017

Reference yield:

2,3,3-trimethylindoleniune (1640-39-7) → 1-butyl-2-((1E,3E)-3-(1-butyl-3,3-dimethylindolin-2-ylidene)prop-1-enyl)-3,3-dimethyl-3H-indolium iodide (132752-00-2)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 24 h / Reflux

2: acetic anhydride / 2 h / 80 °C

With acetic anhydride; In acetonitrile;

DOI:10.1016/j.ejmech.2012.06.017

Reference yield:

3-methyl-butan-2-one (563-80-4) → 1-butyl-2-((1E,3E)-3-(1-butyl-3,3-dimethylindolin-2-ylidene)prop-1-enyl)-3,3-dimethyl-3H-indolium iodide (132752-00-2)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid / 16 h / 120 °C

2: butanone / 12 h / Reflux

3: pyridine / 120 °C / Inert atmosphere

With pyridine; acetic acid; butanone; 1: |Fischer Indole Synthesis;

DOI:10.1002/cmdc.201300090

upstream raw materials:

N,N'-dibutyltetramethylindocarbocyanine cation

2,3,3-trimethylindoleniune

N-butyl-2,3,3-trimethylindoleninium iodide

orthoformic acid triethyl ester