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185507

Sigma-Aldrich

2-Naphthol

99%

Synonym(s):

β-Naphthol, 2-Hydroxynaphthalene

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About This Item

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

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. 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.

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>

signalword

Danger

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

307.4 °F - closed cup

flash_point_c

153 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK4687
BCCH6150
BCCF2079
BCCC3126
BCBZ1784

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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.
Anodic oxidation of 2-naphthol at boron-doped diamond electrodes.
Panizza M, et al.
Journal of Electroanalytical Chemistry, 507(1), 206-214 (2001)
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Marc Gitzinger et al.
Proceedings of the National Academy of Sciences of the United States of America, 106(26), 10638-10643 (2009-06-25)
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