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185507

Sigma-Aldrich

2-Naphthol

99%

Synonym(s):

β-Naphthol, 2-Hydroxynaphthalene

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5 G
£24.20
100 G
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500 G
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About This Item

Linear Formula:
C10H7OH
CAS Number:
135-19-3
Molecular Weight:
144.17
Beilstein:
742134
EC Number:
205-182-7
MDL number:
MFCD00004067
UNSPSC Code:
12352100
eCl@ss:
39023410
PubChem Substance ID:
24851145
NACRES:
NA.22

£24.20

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vapor density

4.97 (vs air)

Quality Level

200

vapor pressure

10 mmHg ( 145.5 °C)

Assay

99%

form

powder or flakes

bp

285-286 °C (lit.)

mp

120-122 °C (lit.)

solubility

methanol: soluble 1 g/10 mL, clear, colorless to light yellow

SMILES string

Oc1ccc2ccccc2c1

InChI

1S/C10H8O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H

InChI key

JWAZRIHNYRIHIV-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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General description

2-Naphthol undergoes three-component one-pot condensation reaction with ureas/amides and aldehydes catalyzed by sulfamic acid under ultrasound irradiation to give 1-amidoalkyl-2-naphthols[1]. Anodic oxidation of 2-naphthol in acidic media has been investigated at a synthetic boron-doped diamond thin film electrode using cyclic voltammetry and bulk electrolysis[2].

Application

<ul>
<li><strong>Transformation Reactions in Organic Chemistry:</strong> It is also involved in recent advances in the transformation reactions of Betti base derivatives during the synthesis of 1-(alpha;-aminobenzyl)-2-naphthol (Olyaei and Sadeghpour, 2024).</li>
</ul>

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Dam. 1 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

307.4 °F - closed cup

Flash Point(C)

153 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM7387
BCCK4687
BCCH6150
BCCF2079
BCCC3126

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Anodic oxidation of 2-naphthol at boron-doped diamond electrodes.
Panizza M, et al.
Journal of Electroanalytical Chemistry, 507(1), 206-214 (2001)
Sachin B Patil et al.
Ultrasonics sonochemistry, 14(5), 515-518 (2006-12-06)
A three-component one-pot condensation of 2-naphthol, ureas/amides and aldehydes catalyzed by sulfamic acid, under ultrasound irradiation and ambient conditions gives 1-amidoalkyl-2-naphthols in excellent yield and in short time.
Marc Gitzinger et al.
Proceedings of the National Academy of Sciences of the United States of America, 106(26), 10638-10643 (2009-06-25)
Adjustable control of therapeutic transgenes in engineered cell implants after transdermal and topical delivery of nontoxic trigger molecules would increase convenience, patient compliance, and elimination of hepatic first-pass effect in future therapies. Pseudomonas putida DOT-T1E has evolved the flavonoid-triggered TtgR
Marianita Perez-Gonzalez et al.
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Pigment Red 57 (Colour Index No. 15850, PR57) and Pigment Red 57:1 (Colour Index No. 15850:1, PR57:1) are certifiable in the USA as the color additives D&C Red No. 6 (R6) and D&C Red No. 7 (R7) for use in
Danning Zhang et al.
Environmental science & technology, 52(21), 12402-12411 (2018-10-03)
Micrometer-sized titanium dioxide hierarchical spheres (TiO2-HS) were assembled from nanosheets to address two common limitations of photocatalytic water treatment: (1) inefficiency associated with scavenging of oxidation capacity by nontarget water constituents and (2) energy-intensive separation and recovery of the photocatalyst
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    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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  2. 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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