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D116408

Sigma-Aldrich

2,7-Dihydroxynaphthalene

97%

Synonym(s):

2,7-Naphthalenediol

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About This Item

Linear Formula:
C10H6(OH)2
CAS Number:
582-17-2
Molecular Weight:
160.17
Beilstein:
2042383
EC Number:
209-478-7
MDL number:
MFCD00004085
UNSPSC Code:
12352100
PubChem Substance ID:
24893371
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

97%

form

powder

mp

185-190 °C (lit.)

SMILES string

Oc1ccc2ccc(O)cc2c1

InChI

1S/C10H8O2/c11-9-3-1-7-2-4-10(12)6-8(7)5-9/h1-6,11-12H

InChI key

DFQICHCWIIJABH-UHFFFAOYSA-N

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General description

2,7-Dihydroxynaphthalene is a organic building block used to prepare sulfonic acids, divinylnaphthalenes, dyes, pigments, and fluorescent whiteners.[1]

Application

Starting material for the synthesis of sulfonic acids[2] and divinylnaphthalenes.[3]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5214V
WXBF2995V
WXBF0604V
WXBF1710V
WXBD7225V

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Allergic contact dermatitis from 2,7-dihydroxynaphthalene in hair dye.
A Eskelinen et al.
Contact dermatitis, 36(6), 312-313 (1997-06-01)
Alexandru Chichirau et al.
Free radical biology & medicine, 38(3), 344-355 (2005-01-05)
ortho-Hydroxyphenols (catechols) form a common structural unit in naturally occurring antioxidants such as polyphenols. They also show pro-oxidant characteristics which depend on their particular structure. Here we examined the acetylated versions of three catechols and a naphthalenediol for cytotoxicity to
Efficient lactic acid-catalyzed route to naphthopyranopyrimidines under solvent-free conditions
Sadeh FN, et al.
Organic preparations and procedures international, 49, 35-44 (2017)
Elisa Haug-Schifferdecker et al.
The Journal of biological chemistry, 285(22), 16487-16494 (2010-03-31)
Five fungal genomes from the Ascomycota (sac fungi) were found to contain a gene with sequence similarity to a recently discovered small group of bacterial prenyltransferases that catalyze the C-prenylation of aromatic substrates in secondary metabolism. The genes from Aspergillus
Maria Bonaccio et al.
Biochemistry, 44(21), 7656-7668 (2005-05-25)
The insulin hexamer is an allosteric protein widely used in formulations for the treatment of diabetes. The hexamer exhibits positive and negative cooperativity and apparent half-site binding activity, reflecting the interconversion of three allosteric states, designated as T6, T3R3, and
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Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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