Leucoindigo

Base Information

• Chemical Name: Leucoindigo
• CAS No.: 6537-68-4
• Molecular Formula: C16H12 N2 O2
• Molecular Weight: 264.283
• European Community (EC) Number: 229-449-2,431-920-4
• NSC Number: 8648
• DSSTox Substance ID: DTXSID7074870
• Nikkaji Number: J8.422K
• Wikidata: Q82003009
• Mol file: 6537-68-4.mol

Synonyms:Leucoindigo;6537-68-4;[2,2'-Bi-1H-indole]-3,3'-diol;1H,1'H-[2,2'-BIINDOLE]-3,3'-DIOL;EINECS 229-449-2;(2,2'-Bi-1H-indole)-3,3'-diol;[2,3'-diol;Indigweiss;Leuco Indigo;NSC8648;2-(3-hydroxy-1H-indol-2-yl)-1H-indol-3-ol;2,2'-Biindoxyl;DTXSID7074870;SCHEMBL13698928;NSC 8648

Chemical Property of Leucoindigo

Chemical Property:

• Boiling Point: 591.3±45.0 °C(Predicted)
• PKA: 9.06±0.50(Predicted)
• Flash Point: 311.4oC
• PSA: 72.04000
• Density: 1.497±0.06 g/cm3(Predicted)
• LogP: 3.72740
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 264.089877630
• Heavy Atom Count: 20
• Complexity: 330

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C(N2)C3=C(C4=CC=CC=C4N3)O)O
• Uses: Leucoindigo is a dye and the reduced form of indigo carmine.

Technology Process of Leucoindigo

There total 5 articles about Leucoindigo 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:

1H,1H'-2,2'-Biindolylidene-3,3'-dione (482-89-3,12626-73-2) → leucoindigo (6537-68-4)

Guidance literature:

With arsenic trisulfide; sodium hydrogensulfite; weiteres Reagens: Alkali;

Reference yield:

indoxyl (480-93-3) + 1H,1H'-2,2'-Biindolylidene-3,3'-dione (482-89-3,12626-73-2) → leucoindigo (6537-68-4)

Guidance literature:

With potassium hydroxide; sodium hydroxide;

Reference yield:

indoxyl (480-93-3) → leucoindigo (6537-68-4)

Guidance literature:

With ammonium persulfate;

upstream raw materials:

indoxyl

1H,1H'-2,2'-Biindolylidene-3,3'-dione

indigo

C₁₆H₁₀Br₂N₂O₂

Downstream raw materials:

1H,1H'-2,2'-Biindolylidene-3,3'-dione

N,N'-bis(p-mehoxyphenylacetyl)-2,2'-bi-indolinylidene-3,3'-dione

N,N'-bis(2-phenylbutyryl)-2,2'-bi-indolinylidene-3,3'-dione

N,N'-bis(2-phenylbutyryl)-2,2'-bi-indolinylidene-3,3'-dione

Refernces

• 1、 Vuorema, Anne,John, Philip,Keskitalo, Marjo,Mahon, Mary F.,Kulandainathan, M. Anbu,Marken, Frank. "Anthraquinone catalysis in the glucose-driven reduction of indigo to leuco-indigo". . p. 1816 - 1824. Retrieved 2009.
• 2、 Hoffman, Rina C.,Zilber, Reut C.,Hoffman, Roy E.. "NMR spectroscopic study of the Murex trunculus dyeing process". scheme or table. p. 892 - 895. Retrieved 2011/09/16.