CDS021567

5,6-Dihydroxyindole

• Synonym(s): Dopamine lutine, Indolylquinol
• Empirical Formula (Hill Notation): C₈H₇NO₂
• CAS Number: 3131-52-0
• Molecular Weight: 149.15
• MDL number: MFCD00798933
• UNSPSC Code: 12352200
• PubChem Substance ID: 329794831

Properties

• description: Aldrich^CPR
• form: solid
• SMILES string: OC1=CC(C=CN2)=C2C=C1O
• InChI: 1S/C8H7NO2/c10-7-3-5-1-2-9-6(5)4-8(7)11/h1-4,9-11H
• InChI key: SGNZYJXNUURYCH-UHFFFAOYSA-N

Description

Application

5,6-Dihydroxyindole can be used as a building block to synthesize:

• Eumelanin biopolymers via copolymerization reaction with 2-carboxy-5,6-dihydroxyindoles.
• 4-[bis(1H-5,6-diacetoxyindol-2-yl)methyl]-1,2-diacetoxybenzene by reacting with 3,4-dihydroxybenzaldehyde.
• Fluoride anion sensing acetylated trimer molecule via acid-catalyzed polymerization followed by acetylation reaction.

Other Notes

Please note that Sigma-Aldrich provides this product to early discovery researchers as part of a collection of unique chemicals. Sigma-Aldrich does not collect analytical data for this product. Buyer assumes responsibility to confirm product identity and/or purity. All sales are final.
NOTWITHSTANDING ANY CONTRARY PROVISION CONTAINED IN SIGMA-ALDRICH′S STANDARD TERMS AND CONDITIONS OF SALE OR AN AGREEMENT BETWEEN SIGMA-ALDRICH AND BUYER, SIGMA-ALDRICH SELLS THIS PRODUCT "AS-IS" AND MAKES NO REPRESENTATION OR WARRANTY WHATSOEVER WITH RESPECT TO THIS PRODUCT, INCLUDING ANY (A) WARRANTY OF MERCHANTABILITY, (B) WARRANTY OF FITNESS FOR A PARTICULAR PURPOSE, OR (C) WARRANTY AGAINST INFRINGEMENT OF INTELLECTUAL PROPERTY RIGHTS OF A THIRD PARTY, WHETHER ARISING BY LAW, COURSE OF DEALING, COURSE OF PERFORMANCE, USAGE OF TRADE OR OTHERWISE.

Safety Information

• pictograms: GHS05,GHS07,GHS09
• signalword: Danger
• hcodes: H302,H318,H411
• pcodes: P264 - P270 - P273 - P280 - P301 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable