ChemicalBook > CAS DataBase List > 1-Naphthol

1-Naphthol

Product Name
1-Naphthol
CAS No.
90-15-3
Chemical Name
1-Naphthol
Synonyms
naphthalen-1-ol;1-naphthalenol;1-HYDROXYNAPHTHALENE;ALPHA-NAPHTHOL;α-Naphthol;α-Naphthol;1-naphtol;ALPHA-NAPTHOL;furro er;Oxidation base 33
CBNumber
CB0279325
Molecular Formula
C10H8O
Formula Weight
144.17
MOL File
90-15-3.mol
More
Less

1-Naphthol Property

Melting point:
94-96 °C(lit.)
Boiling point:
278-280 °C(lit.)
Density 
1.224
vapor density 
4.5 (120 °C, vs air)
vapor pressure 
1 mm Hg ( 94 °C)
refractive index 
1.6224
Flash point:
125 °C
storage temp. 
Store below +30°C.
solubility 
Soluble in benzene, chloroform, ether and ethanol.
pka
9.34(at 25℃)
form 
Crystalline Flakes
color 
white to off-white
Odor
Slight phenolic odor
explosive limit
5%
Water Solubility 
436.7mg/L(25 ºC)
λmax
324nm(MeOH)(lit.)
Sensitive 
Air & Light Sensitive
Merck 
14,6383
BRN 
1817321
Stability:
Stable, but air and light sensitive - store under inert gas. Incompatible with strong bases, strong oxidizing agents.
InChIKey
KJCVRFUGPWSIIH-UHFFFAOYSA-N
LogP
2.84 at 25℃
CAS DataBase Reference
90-15-3(CAS DataBase Reference)
NIST Chemistry Reference
1-Naphthalenol(90-15-3)
EPA Substance Registry System
1-Naphthol (90-15-3)
More
Less

Safety

Hazard Codes 
Xn,N
Risk Statements 
21/22-37/38-41-51/53
Safety Statements 
22-26-37/39-2-61
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
1
RTECS 
QL2800000
F 
8-23
Autoignition Temperature
510 °C
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29071510
Hazardous Substances Data
90-15-3(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 1870 mg/kg LD50 dermal Rabbit 880 mg/kg
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H311Toxic in contact with skin

H315Causes skin irritation

H317May cause an allergic skin reaction

H318Causes serious eye damage

H335May cause respiratory irritation

H371May cause damage to organs

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
N1000
Product name
General Purpose Viscosity Standard; UKAS ISO/IEC17025 and ISO 17034 certified
Purity
viscosity 2610?mPa.s?(25?°C)
Packaging
500ML
Price
$180
Updated
2024/03/01
Sigma-Aldrich
Product number
8.22289
Product name
1-Naphthol
Purity
for synthesis
Packaging
250g
Price
$51.8
Updated
2024/03/01
Sigma-Aldrich
Product number
8.22289
Product name
1-Naphthol
Purity
for synthesis
Packaging
1kg
Price
$158
Updated
2024/03/01
Sigma-Aldrich
Product number
33420
Product name
1-Naphthol
Purity
puriss. p.a., reag. Ph. Eur., ≥99% (GC)
Packaging
100g
Price
$262
Updated
2024/03/01
Sigma-Aldrich
Product number
33420
Product name
1-Naphthol
Purity
puriss. p.a., reag. Ph. Eur., ≥99% (GC)
Packaging
250g
Price
$575
Updated
2024/03/01
More
Less

1-Naphthol Chemical Properties,Usage,Production

Description

1-Naphthol, or α-naphthol, is a fluorescent organic compound with the formula C10H7OH. It is a white solid. It is an isomer of 2-naphthol differing by the location of the hydroxyl group on the naphthalene ring. The naphthols are naphthalene homologues of phenol, with the hydroxyl group being more reactive than in the phenols. Both isomers are soluble in simple alcohols, ethers, and chloroform. They are precursors to a variety of useful compounds. Naphthols (both 1 and 2 isomers) are used as biomarkers for livestock and humans exposed to polycyclic aromatic hydrocarbons.
α-naphtol, combined with epichlorhydrine and sodium hydroxide to form alpha-naphtyl glycidyl ether, caused sensitization in one of three workers in a chemical plant.

Chemical Properties

1-Naphthol is a light grey to brown solid with an unpleasant phenol odour, vapour volatility and sublimation. The compound darkens on exposure to air or light and evaporates with water vapour. Soluble in ethanol, ether, benzene, chloroform and alkali solutions, insoluble in water. In contact with ferric chloride produces a purple precipitate.

Uses

1-Naphthol is used as a precursor in the manufacturing of various azo dyes and pharmaceuticals such as nadolol. It is used as biomarkers. It is used in analytical chemistry as Molisch's reagent (1-naphthol dissolved in ethanol) for checking the presence of carbohydrates. It plays an essential role with sodium hypobromite to detect the presence of arginine in proteins, which is called as Sakaguchi test.

Preparation

2-Isopropylnaphthalene can be used to synthesize 1-naphthol by oxidation via the hydroperoxide (Hock synthesis).
Historically 1-naphthol was produced via caustic fusion of naphthalene-1-sulfonic acid, but this was superseded by the I.G. Farbenindustrie process involving hydrolysis of 1-naphthylamine with aqueous 22 % sulfuric acid at 200°C under pressure in a lead-lined autoclave. To obtain a purer product, Union Carbide developed a process based on catalytic oxidation of tetralin to 1-tetralol and 1-tetralone followed by dehydrogenation. The two-stage catalytic process is claimed to give an overall yield of 72% 1-naphthol, with an overall efficiency of 97%.

Application

1-Naphthol is a hydroxyl-aromatic compound. It has been used as a prooxidant to analyze its ability to induce hemolysis in a zebrafish G6PD (glucose-6-phosphate dehydrogenase) deficiency model.

Definition

ChEBI: 1-naphthol is a naphthol carrying a hydroxy group at position 1. It has a role as a genotoxin and a human xenobiotic metabolite.

Reactions

1-Naphthol is reduced by sodium in liquid ammonia to give 5,6,7,8-tetrahydro-1-naphthol; oxidised by NaOCl - FeCl3 or I2-KI to give a purple colour. Phosphorus pentachloride is chlorinated at 150 °C to give 1-chloronaphthalene, thionyl chloride to give 4-chloro-1-naphthol, or Cl2-CH3COOH to give 2,4-dichloro-1-naphthol. Similarly, bromine produces 2,4-dibromo-1-naphthol, a reaction that can be used in quantitative titrations. Its nitration reaction produces a complex mixture. The crude 2,4-dinitro derivative is used as an acidic yellow dye, comparable to picric acid. Sulfonation at 50 °C readily produced 1-naphthol-2,4-disulfonic acid.

Synthesis Reference(s)

Synthetic Communications, 21, p. 379, 1991 DOI: 10.1080/00397919108016759
Journal of the American Chemical Society, 107, p. 493, 1985 DOI: 10.1021/ja00288a037

General Description

1-Naphthol, a metabolite of carbaryl and naphthanlene. It is formed by spontaneous reaction from (1R, 2S)-Naphthalene epoxide followed to form 1, 4-Dihydroxynaphthalene.

Hazard

Toxic by ingestion and skin absorption.

Flammability and Explosibility

Not classified

Contact allergens

1-Naphthol can be used in dye manufacture and is classified as a hair dye. Combined with epichlorhydrin and NaOH to form alpha-naphthyl glycidyl ether, it caused sensitization in one of three workers in a chemical plant.

Safety Profile

Poison by ingestion and intraperitoneal routes. Moderately toxic by skin contact. An experimental teratogen. Experimental reproductive effects. A severe eye and skin irritant. Mutation data reported. Ingestion of large amounts can cause nephritis, vomiting, diarrhea, circulatory collapse, anemia, convulsions, and death. Can cause kidney irritation and injury to cornea and lens of the eye. Combustible when exposed to heat or flame. When heated to decomposition it emits acrid smoke and irritating fumes.

Synthesis

To a 10 mL pressure vessel, aryl halide (1.00 mmol), copper (I) oxide (0.05 mol), ligand (0.05 mol), 3 M sodium hydroxide (2 mL), and organic solvent (2 mL) were added. The reaction mixture was irradiated at 160 °C for 10 min with strong stirring. The reaction mixture was allowed to cool to room temperature. The reaction mixture was filtered through a plug of celite in a fritted filter funnel and washed with ethyl acetate. The product was extracted using 30 mL of ethyl acetate for three times. The organic extract is washed three times with 10 mL water and two times with 10 mL of brine. The combined organic phases were dried over anhydrous MgSO4 and the solvent was removed under reduced pressure to afford 1-naphthol.

Purification Methods

Sublime 1-naphthol, then crystallise it from aqueous MeOH (charcoal), aqueous 25% or 50% EtOH, *C6H6, cyclohexane, heptane, CCl4 or H2O. Dry it over P2O5 in vacuo. The 4-nitrobenzoate has m 143o (from EtOH). [Shizuka et al. J Am Chem Soc 107 7816 1985, Beilstein 8 H 596, 6 IV 4208.]

1-Naphthol Preparation Products And Raw materials

Raw materials

1-Chloronaphthalene dilute sulphuric acid Naphthalene 1,2,3,4-Tetrahydronaphthalene 2-Ethylnitrobenzene Ammonium bisulfate Naphthalene-2-sulfonic acid 1-Naphthylamine Molybdic acid 1-Naphthalenesulfonic acid Sulfuric acid

Preparation Products

1-NAPHTHOXYACETIC ACID fluorescent whitening agent OM 6-methoxy-alpha-methylnaphthalen-1-acetaldehyde 1-Ethenyl-1,2,3,4-tetrahydro-6-methoxy-1-naphthalenol 17-Ethinyl-3,17-dihydroxy-18-methylestra-2,5(10)-diene3-methylether 2-(1-Naphthalenyloxy)propanoic acid 1-ETHOXYNAPHTHALENE 1-Nitroso-2-naphthol FLAVIANIC ACID calcium disodium bis[2-chloro-5-[(2-hydroxy-1-naphthyl)azo]-4-sulphonatobenzoate] 2-Ethoxynaphthalene-1-carbonyl chloride 1-(6-hydroxy-2-naphthyl)ethan-1-one 2-BROMO-1-(6-METHOXY-2-NAPHTHALENYL)-1-PROPANONE 13-Ethyl-17-hydroxy-18,19-dinorpregn-5(10)-en-20-yn-3-one 3-Methoxy-18-methylestra-1,3,5(10),8-tetraen-17-ethylene ketal N,N'-Di-2-naphthyl-p-phenylenediamine 2-[(1-Naphthyloxy)methyl]oxirane N-(1-Naphthyl)ethylenediamine dihydrochloride sodium 2-[(2-hydroxynaphthyl)azo]naphthalenesulphonate 4-Amino-1-naphthol hydrochloride Eriochrome Black T ETHYL 3-(6-METHOXY-2-NAPHTHYL)-3-METHYL GLYCIDATE METHYL 3-(6-METHOXY-2-NAPHTHYL)-3-METHYL GLYCIDATE synthetic tanning agent No.3 1-Hydroxy-2-naphthoic acid 5,8-Dihydronaphthol 17-Ethinyl-17-hydroxy-18-methylestra-5(10),9(11)-dien-3-one-3-ethylene ketal 1,6-Dibromo-2-naphthol Mordant Black 3 ACID RED 1 2-Nitroso-1-naphthol 1,4-Naphthoquinone 1,6-DIBROMO-2-METHOXYNAPHTHALENE 3-Methoxy-18-methylestra-2,5(10)dien-17-one 17-ethylene ketal NAPROANILIDE 6-Methoxy-2-Acetyl Naphthalene 1-NAPHTHYL CHLOROFORMATE O-2-Naphthyl chlorothioformate 17-Ethynyl-18-methylestra-5(10),9(11)-dien-17-ol-3-one Napropamide
More
Less

1-Naphthol Suppliers

Americas 1 Australia 1 Austria 1 Belgium 3 Canada 5 China 556 Czech Republic 3 Europe 5 France 2 Germany 11 Hungary 1 India 108 Italy 2 Japan 14 Norway 1 Poland 2 Slovakia 1 South Korea 3 Spain 1 Switzerland 2 The Netherlands 2 Ukraine 1 United Kingdom 19 United States 79 Global 824
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32161
Advantage
58
Alfa Chemistry
Tel
Fax
1-516-927-0118
Email
Info@alfa-chemistry.com
Country
United States
ProdList
24072
Advantage
58
Standardpharm Co. Ltd.
Tel
86-714-3992388
Email
overseasales1@yongstandards.com
Country
United States
ProdList
14332
Advantage
58
Cato Research Chemicals Inc.
Tel
020-81215950 4000-868-328
Email
customer@uwalab.com
Country
United States
ProdList
10404
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
TargetMol Chemicals Inc.
Tel
+8613564774135
Email
zijue.cai@tsbiochem.com
Country
United States
ProdList
19885
Advantage
58
TargetMol Chemicals Inc.
Tel
Email
support@targetmol.com
Country
United States
ProdList
38631
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
United States Biological
Tel
--
Fax
--
Email
sales@advtechind.com
Country
United States
ProdList
6075
Advantage
58
Alfa Chemistry
Tel
--
Fax
--
Email
info@Alfa-Chemistry.com
Country
United States
ProdList
6814
Advantage
0
Frontier Scientific Services, Inc.
Tel
--
Fax
--
Email
customerservice@frontierssi.com
Country
United States
ProdList
1575
Advantage
0
Monomer Polymer & Dajac Labs
Tel
--
Fax
--
Email
info@monomerpolymer.com
Country
United States
ProdList
1609
Advantage
58
Parchem Fine & Specialty Chemicals
Tel
--
Fax
--
Email
info@parchem.com
Country
United States
ProdList
1031
Advantage
58
Wego Chemical Group
Tel
--
Fax
--
Email
sales@wegochem.com
Country
United States
ProdList
443
Advantage
58
Aozeal Certified Standards (AOCS), Inc.
Tel
--
Fax
--
Email
info@aozeal.com
Country
United States
ProdList
504
Advantage
58
Alichem Inc.
Tel
--
Fax
--
Email
sales@alichem.com
Country
United States
ProdList
6167
Advantage
58
MilliporeSigma (Sigma-Aldrich Corp.)
Tel
--
Fax
--
Email
@sial.com
Country
United States
ProdList
5414
Advantage
58
Redox Scientific
Tel
--
Fax
--
Email
info@redoxsci.com
Country
United States
ProdList
2380
Advantage
58
LOBA FEINCHEMIE GMBH
Tel
--
Fax
--
Email
sales@loba.co.at
Country
United States
ProdList
72
Advantage
58
CALSAK CORPORATION
Tel
--
Fax
--
Email
calsak@calsak.com
Country
United States
ProdList
430
Advantage
58
Glentham Life Sciences Ltd
Tel
--
Fax
--
Email
info@glentham.com
Country
United States
ProdList
2026
Advantage
58
Fluorochem Ltd.
Tel
--
Fax
--
Email
enquiries@fluorochem.co.uk
Country
United States
ProdList
4583
Advantage
58
Dudley Chemical Corp.
Tel
--
Fax
--
Email
dudley@dudley-chem.com
Country
United States
ProdList
687
Advantage
64
Oakwood Products, Inc.
Tel
--
Fax
--
Email
sales@oakwoodchemical.com
Country
United States
ProdList
6193
Advantage
74
VWR International, LLC.
Tel
--
Fax
--
Email
@sargentwelch.com
Country
United States
ProdList
6262
Advantage
58
TCI America, Inc. (part of Tokyo Chemical Industry)
Tel
--
Fax
--
Email
Angelina.Crew@tcichemicals.com
Country
United States
ProdList
2053
Advantage
58
Sinova Inc.
Tel
--
Fax
--
Email
sales@sinovainc.com
Country
United States
ProdList
4009
Advantage
58
MedChemExpress
Tel
--
Fax
--
Email
sales@medchemexpress.com
Country
United States
ProdList
6398
Advantage
58
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
Frontier Scientific, Inc.
Tel
--
Fax
--
Email
sales@frontiersci.com
Country
United States
ProdList
6222
Advantage
86
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
AccuStandard Inc
Tel
--
Fax
--
Email
info@bester.nl
Country
United States
ProdList
5300
Advantage
76
Anvia Chemicals, LLC
Tel
--
Fax
--
Email
sales@anviachem.com
Country
United States
ProdList
3933
Advantage
0
Chemstock Inc.
Tel
--
Fax
--
Email
mail@chemstock.com
Country
United States
ProdList
575
Advantage
34
Sisco Research Laboratories Pvt. Ltd.
Tel
--
Fax
--
Email
srlmarketing@dishnetdsl.net
Country
United States
ProdList
1905
Advantage
64
HBCChem Inc.
Tel
--
Fax
--
Email
sales@hbcchem-inc.com
Country
United States
ProdList
4569
Advantage
30
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
Cambridge Isotope Laboratories, Inc.
Tel
--
Fax
--
Email
cilsales@isotope.com
Country
United States
ProdList
6598
Advantage
79
ChemService Inc.
Tel
--
Fax
--
Country
United States
ProdList
6379
Advantage
68
Lab Express
Tel
--
Fax
--
Email
sales@labexpress.com
Country
United States
ProdList
1577
Advantage
67
Parish Chemical Company
Tel
--
Fax
--
Country
United States
ProdList
1248
Advantage
47
AK Scientific, Inc.
Tel
--
Fax
--
Email
sales@aksci.com
Country
United States
ProdList
6347
Advantage
65
ChemSampCo, Inc.
Tel
--
Fax
--
Email
sales@chemsampco.com
Country
United States
ProdList
3585
Advantage
60
Spectrum Chemicals & Laboratory Products
Tel
--
Fax
--
Email
sales@spectrumchemical.com
Country
United States
ProdList
6699
Advantage
77
Aceto Corporation
Tel
--
Fax
--
Email
contact@aceto.com
Country
United States
ProdList
2619
Advantage
75
Chem-Impex International, Inc.
Tel
--
Fax
--
Country
United States
ProdList
6730
Advantage
64
Naugra Export
Tel
--
Fax
--
Country
United States
ProdList
1332
Advantage
47
A.P.T. Labs, Inc.
Tel
--
Fax
--
Country
United States
ProdList
304
Advantage
42
More
Less

View Lastest Price from 1-Naphthol manufacturers

Hebei Longbang Technology Co., Ltd
Product
1-Naphthol 90-15-3
Price
US $6.00/kg
Min. Order
1kg
Purity
More than 99%
Supply Ability
2000KG/Month
Release date
2024-05-10
HebeiShuoshengImportandExportco.,Ltd
Product
1-Naphthol 90-15-3
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-09
Jinan Finer Chemical Co., Ltd
Product
1-Naphthol 90-15-3
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
2000mt/year
Release date
2023-10-11

90-15-3, 1-NaphtholRelated Search:

Duloxetine IMpurity A (S)-3-(MethylaMino)-1-(2-thienyl)-1-propanol R-DULOXETINE HYDROCHLORIDE 2-(3-(methylamino)-1-(thiophen-2-yl)propyl)naphthalen-1-ol (S)-N-Methyl-N-(3-(naphthalen-1-yloxy)-3-(thiophen-2-yl)propyl)formamide/N-formyl-(S)-Duloxetine (RS)-1-[3-(MethylaMino)-1-(2-thienyl)propyl]-2-naphthalenol Duloxetine-d7 S-(+)-N,N-Dimethyl-3-(1-naphthoxy)-3-(2-thienyl)-1-propylamine oxalate (S)-Duloxetine SuccinaMide Duloxetine iMpurity (alpha-hydroxy) 3-THIOPHENEPROPANAMINE, N,N-DIMETHYL-GAMMA-(1-NAPHTHALENYLOXY)-, ETHANEDIOATE(1:1) DULOXETINE MALEATE (S)-(+)-N,N-Dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine Terbinafine hydrochloride 5,8-Dihydronaphthol Terbinafine Hydrochloride 4-CHLORO-1-NAPHTHOL p-Naphtholbenzein

  • 1-naphthalenol
  • 1-NAPHTHOL
  • 1-naphtol
  • α-Hydroxynaphthalene
  • α-Maphthol
  • 1-napthol(alpha-napthol)
  • 1-naphthol (alpha)
  • 1-Naphthol 97+ %
  • 2-NAPHTHOL 99.1%
  • ALPHA NAPHTHO
  • BETA NAPTHOL 98% MIN.
  • BETA NAPHTHAL
  • 1-napthol(alpha-napthol) industrial grade
  • 1-NAPHTHOL (ALPHA), FOR ANALYTICAL PURPO SES
  • 1-NAPHTHOL, 99+%
  • 1-NAPHTHOL SIGMAULTRA
  • 1-NAPHTHOL, REAGENTPLUS TM, >= 99%
  • 1-NAPHTHOL (ALPHA), FOR FLUORESCENCE
  • 1-NAPHTHOL R. G., REAG. PH. EUR.
  • 1-NAPHTHOL PESTANAL
  • 1-NAPHTHOL MM(CRM STANDARD)
  • 1-NAPHTHOL 99.5+% FOR ANALYTICAL PURPOSE
  • 1-Naphthol-(A-Naphthol)
  • 1-NaphtholGr
  • 1-NaphtholA.R.
  • 1-Naphthol, tech., 98%
  • à-naphthol
  • 1-HYDROXYNAPTHALENE
  • NAPHTHOL-1
  • 1-HYDROXYNAPHTHALENE
  • ALPHA-HYDROXYNAPHTHALENE
  • ALPHA-NAPHTHOL
  • ALPHA-NAPTHOL
  • a-Naphthol
  • AKOS BBS-00004307
  • Fourrine 99
  • furro er
  • C.I. 76605
  • durafur developer d
  • Oxidation base 33
  • α-Naphthol
  • alpha-naphtol
  • Basf Ursol ERN
  • basfursolern
  • C.I. Oxidation Base 33
  • c.i.oxidationbase33
  • cioxidationbase33
  • Fouramine ERN
  • fouramineern
  • Fourrine ERN
  • ALPHA NAPHTHOL ( HIGH GRADE )
  • ALPHA NAPHTHOL ( INDUSTRIAL GRADE )
  • á-Naphthol
  • 1-Naphthol, Purified
  • 1-Naphthol, Reagent
  • Duloxetine EP IMpurity D
  • AR,99.0%
  • 1-Naphthol 0.5