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
TCI Chemicals (India) Pvt. Ltd.
Tel
--
Fax
--
Email
sales-in@tcichemicals.com
Country
India
ProdList
6768
Advantage
58
Chemicea Pharmaceuticals Pvt Ltd
Tel
--
Fax
--
Email
sales@chemicea.com
Country
India
ProdList
825
Advantage
58
Jigs chemical
Tel
--
Fax
--
Email
info@jigschemical.com
Country
India
ProdList
318
Advantage
58
Sisco Research Laboratories Pvt. Ltd.
Tel
--
Fax
--
Email
marketing@srlchem.com
Country
India
ProdList
4315
Advantage
58
Jigs Chemical Limited
Tel
--
Fax
--
Email
info@jigschemical.com
Country
India
ProdList
235
Advantage
58
Triveni chemicals
Tel
--
Fax
--
Email
sales@trivenichemical.com
Country
India
ProdList
6088
Advantage
58
Alfa Aesar
Tel
--
Fax
--
Email
tech@alfa.com
Country
India
ProdList
6905
Advantage
58
Loba Chemie Pvt., Ltd.
Tel
--
Fax
--
Email
@lobachemie.com
Country
India
ProdList
765
Advantage
58
Pacific Agencies
Tel
--
Fax
--
Country
India
ProdList
135
Advantage
58
Antares Chem Private Limited
Tel
--
Fax
--
Country
India
ProdList
179
Advantage
58
Pharma Affiliates
Tel
--
Fax
--
Email
@pharmaffiliates.com
Country
India
ProdList
6754
Advantage
58
Chemrich Fine Chemicals Pvt., Ltd.
Tel
--
Fax
--
Email
info@chemrichfine.com
Country
India
ProdList
399
Advantage
58
SM Chem Associates
Tel
--
Fax
--
Email
sastry@smchemassociates.com
Country
India
ProdList
84
Advantage
58
Laxmi Dye-Chem.
Tel
--
Fax
--
Email
info@laxmidyechem.com
Country
India
ProdList
30
Advantage
58
Labort Fine Chem Pvt,. Ltd.
Tel
--
Fax
--
Email
info@laboratorychemical.net
Country
India
ProdList
34
Advantage
58
Suvchem
Tel
--
Fax
--
Email
sales@suvchem.com
Country
India
ProdList
180
Advantage
58
Mala International
Tel
--
Fax
--
Country
India
ProdList
165
Advantage
58
H. Ramesh Kumar
Tel
--
Fax
--
Country
India
ProdList
117
Advantage
58
Oceanic Pharmachem Pvt., Ltd. (OPPL)
Tel
--
Fax
--
Email
info@oceanicpharmachem.com
Country
India
ProdList
946
Advantage
58
Sygenflo Laboratories LLP
Tel
--
Fax
--
Email
sygenflo@rediffmail.com
Country
India
ProdList
31
Advantage
58
Chemstar International
Tel
--
Fax
--
Email
chemstar@hotmail.com
Country
India
ProdList
32
Advantage
58
Belami Fine Chemicals Pvt. Ltd.
Tel
--
Fax
--
Email
info@belamichemicals.com
Country
India
ProdList
89
Advantage
58
Tirupati Industries (India) Limited
Tel
--
Fax
--
Email
info@tirupatiind.com
Country
India
ProdList
54
Advantage
58
Anand Agencies
Tel
--
Fax
--
Email
en@gmail.com
Country
India
ProdList
2332
Advantage
58
Titan Biotech Limited
Tel
--
Fax
--
Country
India
ProdList
196
Advantage
58
Astron Chemical
Tel
--
Fax
--
Email
ast_ron@hotmail.com
Country
India
ProdList
78
Advantage
58
Krishna Industries
Tel
--
Fax
--
Country
India
ProdList
64
Advantage
58
Hindchem Corporation
Tel
--
Fax
--
Country
India
ProdList
118
Advantage
58
Synthink Research Chemicals
Tel
--
Fax
--
Country
India
ProdList
398
Advantage
58
Sudarshan Pharma Industries Limited.
Tel
--
Fax
--
Email
@sudarshangrp.com
Country
India
ProdList
157
Advantage
58
Deep Prabha Transchem
Tel
--
Fax
--
Email
dipen@deepprabha.com
Country
India
ProdList
108
Advantage
58
Sai Quest Syn. Ltd
Tel
--
Fax
--
Country
India
ProdList
268
Advantage
58
Inventys Research Company Pvt. Ltd
Tel
--
Fax
--
Email
info@inventys.in
Country
India
ProdList
45
Advantage
58
Anant Pharmaceuticals Pvt. ltd
Tel
--
Fax
--
Email
info@anantlabs.com
Country
India
ProdList
736
Advantage
58
Rumit International (part of Rumit Group of Companies)
Tel
--
Fax
--
Email
krunali@rumit.in
Country
India
ProdList
75
Advantage
58
HiMedia Laboratories
Tel
--
Fax
--
Email
o@himedialabs.com
Country
India
ProdList
1841
Advantage
58
Advent Chembio Pvt., Ltd.
Tel
--
Fax
--
Email
sales@adventchembio.com
Country
India
ProdList
623
Advantage
58
Sachin Chemicals
Tel
--
Fax
--
Email
sachinchemicals@gmail.com
Country
India
ProdList
140
Advantage
58
Clearsynth Labs
Tel
--
Fax
--
Email
fo@clearsynth.com
Country
India
ProdList
3887
Advantage
58
AnalyticsStanza Inc ,
Tel
--
Fax
--
Email
info@analyticsstanza.com
Country
India
ProdList
27
Advantage
58
Arnish Laborates Private Limited
Tel
--
Fax
--
Country
India
ProdList
204
Advantage
58
Shivam Pharma Chemicals
Tel
--
Fax
--
Email
info@shivampharma.com
Country
India
ProdList
656
Advantage
58
JSK Chemical
Tel
--
Fax
--
Email
jsk.chemicals@gmail.com
Country
India
ProdList
291
Advantage
58
Emco Dyestuff Pvt. Ltd.
Tel
--
Fax
--
Email
info@emcochemicals.com
Country
India
ProdList
189
Advantage
54
Chemstar
Tel
--
Fax
--
Country
India
ProdList
12
Advantage
58
High Purity Laboratory Chemicals Pvt. Ltd.
Tel
--
Fax
--
Email
info@hplcindia.com
Country
India
ProdList
36
Advantage
58
Sanjay Chemicals (India) Pvt., Ltd.
Tel
--
Fax
--
Email
abdul@sanjaychemindia.com
Country
India
ProdList
159
Advantage
58
Pravin Dyechem Private Limited
Tel
--
Fax
--
Country
India
ProdList
2
Advantage
58
A. K. Chemi Dyes Enterprises
Tel
--
Fax
--
Country
India
ProdList
11
Advantage
58
Delta Finechem
Tel
--
Fax
--
Country
India
ProdList
15
Advantage
58
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