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447420

Sigma-Aldrich

Orcinol

97%

Synonym(s):

5-Methylresorcinol

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About This Item

Linear Formula:
CH3C6H3-1,3-(OH)2
CAS Number:
504-15-4
Molecular Weight:
124.14
EC Number:
207-984-2
MDL number:
MFCD00002291
UNSPSC Code:
12352100
PubChem Substance ID:
24868338
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

mp

106-112 °C (lit.)

SMILES string

Cc1cc(O)cc(O)c1

InChI

1S/C7H8O2/c1-5-2-6(8)4-7(9)3-5/h2-4,8-9H,1H3

InChI key

OIPPWFOQEKKFEE-UHFFFAOYSA-N

Application

Orcinol can be used to synthesize:
  • Orcinol-containing azacryptands for use in optical amplifiers and light-emitting devices.
  • Ternary co-crystal with 4,4′-bipyridine.
  • Low-density carbon aerogels in the presence of formaldehyde.
  • PEG-orcinol coumarins with potent tyrosinase inhibitory activity.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBK5020
STBK1065
STBJ6785
STBJ1854
STBH8645

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Karen J Marsh et al.
Ecology, 87(8), 2103-2112 (2006-08-30)
Most herbivores eat more and survive better when they have access to a variety of foods. One explanation involves the detoxification of plant secondary metabolites (PSMs). By feeding from a variety of plants that contain different classes of PSMs, animals
Shape and size mimicry in the design of ternary molecular solids: towards a robust strategy for crystal engineering
Tothadi S, et al.
Chemical Communications (Cambridge, England), 47(44), 12080-12082 (2011)
Mikkel Schultz-Johansen et al.
Frontiers in microbiology, 9, 839-839 (2018-05-19)
Marine microbes are a rich source of enzymes for the degradation of diverse polysaccharides. Paraglaciecola hydrolytica S66T is a marine bacterium capable of hydrolyzing polysaccharides found in the cell wall of red macroalgae. In this study, we applied an approach
PEG-immobilization of cardol and soluble polymer-supported synthesis of some cardol-coumarin derivatives: Preliminary evaluation of their inhibitory activity on mushroom tyrosinase
Tocco G, et al.
Bioorganic & Medicinal Chemistry Letters, 19(1), 36-39 (2009)
One-pot synthesis of new functionalized azacryptands from resorcinol derivatives for advanced photonic materials
Ka J-W and Kim HK
Tetrahedron Letters, 45(23), 4519-4523 (2004)
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