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indigo

File:Indigo_cake.jpg · Wikimedia Commons · See Wikimedia Commons

EntityQ422662· pop 49· linked from 503 articles

Also known as FD&C blue no 2, E132 Indigo Carmine, indigo dye, Indigotine

chemical compound; food additive and dye

Chemical data

Formula
C16H10N2NaO8S2+
Molecular weight
445.4 g/mol
IUPAC name
sodium 2-(3-hydroxy-5-sulfo-1H-indol-2-yl)-3-oxoindole-5-sulfonic acid
SMILES
C1=CC2=C(C=C1S(=O)(=O)O)C(=C(N2)C3=NC4=C(C3=O)C=C(C=C4)S(=O)(=O)O)O.[Na+]
InChIKey
GSFNWGKBQZDYCL-UHFFFAOYSA-N
Polar surface area
191 Ų
H-bond donors
4
H-bond acceptors
9
Formal charge
1

via PubChem

Wikidata facts

Mass
262.07422756
Image
Indian indigo dye lump.jpg
Show 4 more facts
Commons category
Indigo dye
chemical formula
C₁₆H₁₀N₂O₂
isomeric SMILES
C1=CC=C2C(=C1)C(=O)/C(=C\3/C(=O)C4=CC=CC=C4N3)/N2
canonical SMILES
C1=CC=C2C(=C1)C(=O)C(=C3C(=O)C4=CC=CC=C4N3)N2
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Article

Indigo dye is an organic compound with a distinctive blue color. Indigo is a natural dye obtained from the leaves of some plants of the Indigofera genus, in particular Indigofera tinctoria. Dye-bearing Indigofera plants were once common throughout the world. Blue colorants are relatively rare. Since indigo is insoluble, it is also referred to as a pigment (C.I. Pigment Blue 66, C.I.).

Most indigo dye produced today is synthetic, constituting around 80,000 tonnes each year, as of 2023. It is most commonly associated with the production of denim cloth and blue jeans, where its properties allow for effects such as stone washing and acid washing to be applied quickly.

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