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| CAS No.: | 90-15-3 |
|---|---|
| Name: | 1-Naphthol |
| Article Data: | 597 |
| Molecular Structure: | |
|
|
|
| Formula: | C10H8O |
| Molecular Weight: | 144.173 |
| Synonyms: | .alpha.-Naphthol;Ursol ERN;Furro ER;potassium naphthalen-1-olate;Fourrine ERN;Nako TRB;C.I. Oxidation Base 33;CI 76605;C.I. 76605;alpha-Hydroxynaphthalene;alpha-Naphthol;Fouramine ERN;Durafur Developer D;Tertral ERN;Fourrine 99;Alpha Naphthol;Potassium naphtholate;1-Hydroxynaphthalene;Zoba ERN;.alpha.-Hydroxynaphthalene;50356-21-3;1-Naphthalenol, potassium salt;CI Oxidation Base 33;naphthalen-1-ol;Basf Ursol ERN;1-naphthol (α -naphthol);Jarocol AN;Alpha Napthol; |
| EINECS: | 201-969-4 |
| Density: | 1.181 g/cm3 |
| Melting Point: | 94-96 °C(lit.) |
| Boiling Point: | 288 °C at 760 mmHg |
| Flash Point: | 144 °C |
| Solubility: | insoluble in water |
| Appearance: | pale grey to brown solid |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 21/22-37/38-41 |
| Safety: | 22-26-37/39-2 |
| Transport Information: | UN 2811 6.1/PG 3 |
| PSA: | 20.23000 |
| LogP: | 2.54540 |
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| Conditions | Yield |
|---|---|
| silica gel; toluene-4-sulfonic acid In water; toluene at 80℃; for 12h; | 100% |
| With lipase of Pseudomonas sp; water In various solvent(s) at 25℃; for 1.5h; Hydrolysis; deacetylation; | 100% |
| With sodium tetrahydroborate; cobalt(II) chloride In ethanol at 0 - 25℃; for 10h; | 98% |
- 80116-05-8
1-naphthyl tetrahydro-2H-pyran-2-yl ether
- 90-15-3
α-naphthol
| Conditions | Yield |
|---|---|
| With acid-washed bentonite In acetone at 40 - 50℃; for 0.166667h; | 100% |
| With montmorillonite K-10 In methanol at 40 - 50℃; for 0.6h; | 96% |
| With methanol at 20℃; for 2.16667h; | 92% |
| Conditions | Yield |
|---|---|
| montmorillonite K-10 for 0.0833333h; Solid phase reaction; desilylation; microwave irradiation; | 100% |
| With bismuth(lll) trifluoromethanesulfonate In methanol at 20℃; for 0.0333333h; | 98% |
| With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0666667h; Green chemistry; | 97% |
| Conditions | Yield |
|---|---|
| With dichlorotricarbonylruthenium(II) dimer In 1,2-dichloro-ethane at 60℃; for 18h; Inert atmosphere; regioselective reaction; | 100% |
| at 80℃; for 12h; Temperature; Green chemistry; | 99% |
| With methanol; dichlorotricarbonylruthenium(II) dimer at 65℃; for 1h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere; | 45% |
| Multi-step reaction with 2 steps 1: chloro(1,5-cyclooctadiene)rhodium(I) dimer 2: perchloric acid / water / 25 °C View Scheme | |
| Stage #1: 1,4-epoxy-1,4-dihydronaphthalene With (Rp)-pseudo-o-bis(di(3,5-dimethylphenyl)phosphino)[2.2]paracyclophane; bis(1,5-cyclooctadiene)diiridium(I) dichloride In tetrahydrofuran for 0.333333h; Inert atmosphere; Stage #2: With 1-Phenylprop-1-yne In tetrahydrofuran at 90℃; Inert atmosphere; |
- 13922-41-3
1-Naphthylboronic acid
- 90-15-3
α-naphthol
| Conditions | Yield |
|---|---|
| With water; 3-chloro-benzenecarboperoxoic acid In ethanol at 20℃; for 6h; | 100% |
| With dihydrogen peroxide at 30℃; for 5h; Green chemistry; | 98% |
| With water; dihydrogen peroxide at 20℃; for 0.166667h; Green chemistry; | 97% |
| Conditions | Yield |
|---|---|
| With (difluoroboryl)dimethylglyoximatocobalt(II) bis(acetonitrile); boron trifluoride diethyl etherate; 3-cyano-1-methylquinolinium perchlorate In acetonitrile at 20℃; for 0.5h; Irradiation; Inert atmosphere; Flow reactor; | 99% |
| With Oxone; ammonium bromide In dichloromethane | 90% |
| With 5 mol% Pd/C; hydrogen; potassium carbonate In N,N-dimethyl acetamide at 150℃; under 608.041 Torr; for 10h; | 81% |
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Chemistry
The molecular structure of 1-Naphthol (CAS NO.90-15-3):
IUPAC Name: Naphthalen-1-ol
Molecular Weight: 144.16992 g/mol
Molecular Formula: C10H8O
Density: 1.181 g/cm3
Melting Point: 94-96 °C(lit.)
Boiling Point: 288 °C at 760 mmHg
Flash Point: 144 °C
Index of Refraction: 1.677
Molar Refractivity: 45.97 cm3
Molar Volume: 121.9 cm3
Polarizability: 18.22×10-24 cm3
Surface Tension: 51 dyne/cm
Enthalpy of Vaporization: 54.84 kJ/mol
Vapour Pressure: 0.00139 mmHg at 25 °C
Storage Temp.: store in dark
XLogP3: 2.8
H-Bond Donor: 1
H-Bond Acceptor: 1
Tautomer Count: 2
Exact Mass: 144.057515
MonoIsotopic Mass: 144.057515
Topological Polar Surface Area: 20.2
Heavy Atom Count: 11
Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2O
InChI: InChI=1S/C10H8O/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7,11H
InChIKey: KJCVRFUGPWSIIH-UHFFFAOYSA-N
EINECS: 201-969-4
Product Categories: Intermediates of Dyes and Pigments; Aromatic Compounds; Color Former & Related Compounds; Developer; Functional Materials; Chemistry; Dyestuff Intermediates
Uses
Both 1-Naphthol (CAS NO.90-15-3) and the isomer 2-naphthol can be used in the production of dyes and in organic synthesis. It is also used as analytical reagent.
Toxicity Data With Reference
| 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. |
Consensus Reports
Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.
Safety Profile
Hazard Codes: 
Xn
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.
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.