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Home> Encyclopedia >Pharmaceutical Intermediates>Agrochemicals>Organic Intermediate
1-Naphthol structure
1-Naphthol structure


Iupac Name:naphthalen-1-ol
CAS No.: 90-15-3
Molecular Weight:144.16992
Modify Date.: 2022-11-06 21:20
Introduction: Alpha-naphtol, combined with epichlorhydrine andsodium hydroxide to form alpha-naphtyl glycidylether, caused sensitization in one of three workers ina chemical plant. View more+
1. Names and Identifiers
1.1 Name
1.2 Synonyms

[14C]-1-Naphthol 1-hydroxynaphthalene 1-Naphthalenol 1-naphtol EINECS 201-969-4 furro er L66J BQ MFCD00003930 Molisch's reagent nakotrb naphthalen-1-ol Ursol ERN Zoba ERN α-Hydroxynaphthalene α-Naphthol

1.3 CAS No.
1.4 CID
1.6 Molecular Formula
C10H8O (isomer)
1.7 Inchi
1.8 InChkey
1.9 Canonical Smiles
1.10 Isomers Smiles
2. Properties
2.1 Density
2.1 Melting point
2.1 Boiling point
2.1 Refractive index
2.1 Flash Point
2.2 Precise Quality
2.2 PSA
2.2 logP
2.2 Solubility
Soluble in benzene, chloroform, ether and ethanol.
2.3 Λmax
2.4 VaporDensity
4.5 (120 °C, vs air)
2.5 Appearance
pale grey to brown solid
2.6 Atmospheric OH Rate Constant
5.50e-10 cm3/molecule*sec
2.7 Storage
Air Sensitive. Light Sensitive. Ambient temperatures.
2.8 Autoignition Temperature
541.7 °C
2.9 Chemical Properties
Pale grey to brown solid
2.10 Color/Form
2.11 Contact Allergens
Alpha-naphthol can be used in dye manufacture and isclassified as a hair dye. Combined with epichlorhydrinand NaOH to form alpha-naphthyl glycidyl ether, it causedsensitization in one of three workers in a chemical plant.
2.12 Decomposition
When heated to decomposition it emits acrid smoke and irritating fumes.
2.13 Heat of Combustion
4957.4 kJ/mol (crystal) at 298.16 deg K; 5048.5 kJ/mol at 298.16 deg K (gas)
2.14 HenrysLawConstant
6.00e-08 atm-m3/mole
2.15 Odor
Phenolic odor
2.16 Odor Threshold
Recognition: 0.0030-0.0052 mg/cu m
2.17 pKa
9.34(at 25℃)
2.18 Water Solubility
insoluble in water
2.19 Spectral Properties
Index of refraction: 1.6224 at 99 deg C/D
MAX ABSORPTION: 292 NM, 308 NM, 322 NM (LOG E= 3.67, 3.52, 3.31)
IR: 6106 (Coblentz Society Spectral Collection)
UV: 2045 (Sadtler Research Laboratories Spectral Collection)
NMR: 5 (Sadtler Research Laboratories Spectral Collection)
MASS: 52368 (NIST/EPA/MSDC Mass Spectral Database, 1990 version); 788 (Atlas of Mass Spectral Data, John Wiley $ Sons, New York)
2.20 Stability
Stable, but air and light sensitive - store under inert gas. Incompatible with strong bases, strong oxidizing agents.
2.21 StorageTemp
Store in dark!
3. Use and Manufacturing
3.1 Definition
ChEBI: A naphthol carrying a hydroxy group at position 1.
3.2 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
3.3 Usage
Used in the manufacturing of dyes, intermediates, synthetic perfumes.
4. Safety and Handling
4.1 Symbol
GHS05, GHS06, GHS09
4.1 Hazard Codes
4.1 Signal Word
4.1 Risk Statements
4.1 Safety Statements
4.1 Packing Group
4.1 Octanol/Water Partition Coefficient
log Kow = 2.85
4.2 Hazard Class
4.2 Hazard Declaration
4.2 DisposalMethods
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
UN 1759
4.3 FirePotential
Combustible when exposed to heat or flame.
4.4 Safety Profile
Poison by ingestion andintraperitoneal routes. Moderately toxic byskin contact. An experimental teratogen.Experimental reproductive effects. A severeeye and skin irritant. Mutation data reported.Ingestion of large amounts can causenephritis, vomiting, diarrhea, circulatorycollapse, anemia, convulsions, and death.Can cause kidney irritation and injury tocornea and lens of the eye. Combustiblewhen exposed to heat or flame. Whenheated to decomposition it emits acridsmoke and irritating fumes.
4.5 Caution Statement
P273-P280-P302 + P352 + P312-P305 + P351 + P338 + P310-P391
4.5 WGK Germany
4.5 Report

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

4.6 Safety

Hazard Codes:?HarmfulXn
Risk Statements: 21/22-37/38-41?
R20/21:Harmful by inhalation and in contact with skin.?
R37/38:Irritating to respiratory system and skin.?
R41:Risk of serious damage to the eyes.
Safety Statements: 22-26-37/39-2?
S22:Do not breathe dust.?
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?
S37/39:Wear suitable gloves and eye/face protection.?
S2:Keep out of the reach of children.
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 1
RTECS: QL2800000
F: 8-23
HazardClass: 6.1
PackingGroup: III
HS Code: 29071510
Hazardous Substances Data: 90-15-3(Hazardous Substances Data)
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.

4.7 Sensitive
Air & Light Sensitive
4.8 Specification

?1-Naphthol (CAS NO.90-15-3) is also named as 1-Hydroxynaphthalene ; 1-Naphthalenol ; AI3-00106 ; Basf Ursol ERN ; C.I. 76605 ; C.I. Oxidation Base 33 ; CCRIS 1172 ; CI 76605 ; CI Oxidation Base 33 ; Durafur developer D ;?Fouramine ERN ; Fourrine 99 ; Fourrine ERN ; Furro ER ; HSDB 2650 ; NSC 9586 ; Nako TRB ; Tertral ERN ; Ursol ERN ; Zoba ERN ; alpha-Hydroxynaphthalene ; alpha-Naphthol?.?1-Naphthol (CAS NO.90-15-3) is pale grey to brown solid. It is?soluble in alcohol, ether, benzene, chloroform and alkali solution, insoluble in water. It is stable, but air and light sensitive. It store under inert gas.?1-Naphthol is incompatible with strong bases, strong oxidizing agents.

4.9 Toxicity
1. ???

skn-rbt 500?mg/24H SEV

??? BIOFX* ?? BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets .(Northbrook, IL.:?)1973,25-4.
2. ???

skn-rbt 550?mg open MOD

??? UCDS** ?? Union Carbide Data Sheet. (Industrial Medicine and Toxicology Dept., Union Carbide Corp., 270 Park Ave., New York, NY 10017) 11/10 ,1964.
3. ???

eye-rbt 1?mg SEV

??? UCDS** ?? Union Carbide Data Sheet. (Industrial Medicine and Toxicology Dept., Union Carbide Corp., 270 Park Ave., New York, NY 10017) 11/10 ,1964.
4. ???

mma-sat 500?μg/plate

??? BJCAAI ?? British Journal of Cancer. 37 (1978),873.
5. ???

dnr-esc 20 μL/disc

??? MUREAV ?? Mutation Research. 97 (1982),1.
6. ???

orl-rat LD50:1870?mg/kg

??? TSCAT* ?? Office of Toxic Substances Report. (U.S. Environmental Protection Agency, Office of Toxics Substances, 401M Street SW, Washington, DC 20460) FYI-OTS-0885-0443 .
7. ???

ipr-rat LD50:250?mg/kg

??? TSCAT* ?? Office of Toxic Substances Report. (U.S. Environmental Protection Agency, Office of Toxics Substances, 401M Street SW, Washington, DC 20460) FYI-OTS-0885-0443 .
8. ???

orl-mus LD50:275?mg/kg

??? GISAAA ?? Gigiena i Sanitariya 30 (9)(1965),22.
9. ???

orl-cat LD50:134?mg/kg

??? GISAAA ?? Gigiena i Sanitariya 30 (9)(1965),22.

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Acute toxicity - Dermal, Category 4

Skin irritation, Category 2

Serious eye damage, Category 1

Specific target organ toxicity \u2013 single exposure, Category 3

2.2 GHS label elements, including precautionary statements

Signal word


Hazard statement(s)

H302 Harmful if swallowed

H312 Harmful in contact with skin

H315 Causes skin irritation

H318 Causes serious eye damage

H335 May cause respiratory irritation

Precautionary statement(s)

P264 Wash ... thoroughly after handling.

P270 Do not eat, drink or smoke when using this product.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

P271 Use only outdoors or in a well-ventilated area.


P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell.

P330 Rinse mouth.

P302+P352 IF ON SKIN: Wash with plenty of water/...

P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.

P321 Specific treatment (see ... on this label).

P362+P364 Take off contaminated clothing and wash it before reuse.

P332+P313 If skin irritation occurs: Get medical advice/attention.

P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

P310 Immediately call a POISON CENTER/doctor/\u2026

P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing.


P403+P233 Store in a well-ventilated place. Keep container tightly closed.

P405 Store locked up.


P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification


9. Other Information
9.0 Usage
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.
10. Computational chemical data
  • Molecular Weight: 144.16992g/mol
  • Molecular Formula: C10H8O
  • Compound Is Canonicalized: True
  • XLogP3-AA: null
  • Exact Mass: 144.057514874
  • Monoisotopic Mass: 144.057514874
  • Complexity: 133
  • Rotatable Bond Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Topological Polar Surface Area: 20.2
  • Heavy Atom Count: 11
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
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