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Leucoindigo

HCID 23035
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
6537-68-4
Standard SMILES
Oc1c(-c2[nH]c3ccccc3c2O)[nH]c2ccccc12
InChIKey
VIFKLIUAPGUEBV-UHFFFAOYSA-N
Molecular formula
C16H12N2O2
Average molar mass
264.28 g/mol
Monoisotopic mass
264.08987762

Overview

Crystals. (NTP, 1992)

Names & identifiers

Preferred name
Leucoindigo
IUPAC
2-(3-hydroxy-1H-indol-2-yl)-1H-indol-3-ol
English name
[2,2'-bi-1H-indole]-3,3'-diol
Molecular formula
C16H12N2O2
Molecular weight
264.28

Names & synonyms

Leucoindigo6537-68-4[2,2'-Bi-1H-indole]-3,3'-diolEINECS 229-449-2(2,2'-Bi-1H-indole)-3,3'-diolDTXSID7074870NSC 8648RefChem:153079DTXCID8044599229-449-21H,1'H-[2,2'-BIINDOLE]-3,3'-DIOL[2,3'-diol
Show more names
IndigweissLeuco IndigoNSC86482-(3-hydroxy-1H-indol-2-yl)-1H-indol-3-ol2,2'-BiindoxylA1LWKSCHEMBL13698928SCHEMBL29353160

Database identifiers

CAS
6537-68-4、835912-68-0
PubChem CID
23035
DTXSID
DTXSID7074870
EC Number
229-449-2、431-920-4
Nikkaji
J8.422K

Properties

Computed structural properties

XLogP
3.2
Topological polar surface area
72 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
2
Rotatable bonds
1
Heavy atoms
20
Formal charge
0
Complexity
330

Experimental & physicochemical properties

Physical DescriptionCrystals. (NTP, 1992)

Physicochemical properties

Boiling point
591.3 · 591.3±45.0 °C(Predicted)
Density
1.497 · 1.497±0.06 g/cm3(Predicted)
pka
9.06 · 9.06±0.50(Predicted)
FDA UNII
133 RVL8INR · 133RVL8INR
EPA Substance Registry System
Leucoindigo (6537-68-4)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Regulatory InformationStatus: Active Update: 10-05-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/11453
Fire HazardsFlash point data for this chemical are not available. It is probably combustible. (NTP, 1992)
Reactive GroupAlcohols and Polyols
Reactivity Profile · 1 item

LEUCO VAT BLUE 1 is an organic compound with both amine and alcohol substituents. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Air and Water ReactionsThis chemical slowly oxidizes in air to Indigotin. (NTP, 1992)
Hazard Classes and CategoriesSkin Corr. 1A (100%)

Safety & protection

Chemistry & industry

Applications

UsesLeucoindigo is a dye and the reduced form of indigo carmine.

General DescriptionCrystals.

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Related reactions

1 records
New reaction record
HRID 972910 reaction equation
HRID 972910As productuspto-grants-1977_10

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 item

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)