5-Amino-1-naphthol (HCID 65746)

Names & identifiers

Preferred name: 5-Amino-1-naphthol
IUPAC: 5-aminonaphthalen-1-ol
English name: 5-Amino-1-naphthol
Molecular formula: C10H9NO
Molecular weight: 159.18

Names & synonyms

5-Amino-1-naphthol83-55-61-Naphthalenol, 5-amino-1-Amino-5-naphthol1-Amino-5-hydroxynaphthalene5-Hydroxy-1-naphthylamine1-Naphthol, 5-amino-AG7EQ6HH6BNSC-1499DTXSID1058894RefChem:532043DTXCID6048333

Show more names

5,1-ANL5-Amino-1-phthol5-Amino-1-naphtho15-amino-1-naphthaleno5-AMINO-1-NAPHTHOL 96%

201-486-95-aminonaphthalen-1-ol5-Amino-alpha-naphtholMFCD00041826C.I. 76650EINECS 201-486-9UNII-AG7EQ6HH6B5-Amino-.alpha.-naphthol

Database identifiers

CAS: 83-55-6
PubChem CID: 65746
DTXSID: DTXSID1058894
ChEMBL: CHEMBL1852875
UNII: AG7EQ6HH6B
EC Number: 201-486-9
Nikkaji: J70.179C

Properties

Computed structural properties

XLogP: 1.5
Topological polar surface area: 46.3 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 12
Formal charge: 0
Complexity: 160

Physicochemical properties

Melting point: 190 °C · 190 °C (dec.) (lit.)
Boiling point: 284.68 °C · 284.68°C (rough estimate)
Density: 1.1202 · 1.1202 (rough estimate)
refractive index: 1.607 · 1.6070 (estimate)
storage temp.: -20 °C · -20°C Freezer
solubility: DMSO (Slightly), Methanol (Slightly)
pka: 3.97 · 3.97(at 25℃)
form: Solid
color: Light Purple to Purple
InChI: InChI=1S/C10H9NO/c11-9-5-1-4-8-7(9)3-2-6-10(8)12/h1-6,12H,11H2
InChIKey: ZBIBQNVRTVLOHQ-UHFFFAOYSA-N
SMILES: C1(O)=C2C(C(N)=CC=C2)=CC=C1
CAS DataBase Reference: 83 · 83-55-6(CAS DataBase Reference)
FDA UNII: 7 EQ6HH6B · AG7EQ6HH6B
NIST Chemistry Reference: 5 · 5-Amino-1-naphthol(83-55-6)
EPA Substance Registry System: 1 · 1-Naphthalenol, 5-amino- (83-55-6)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39
WGK Germany: 3 · 3
TSCA: TSCA listed
HS Code: 29222990 · 29222990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (96.4%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 55 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (96.4%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
hs_code: 29222990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing Information1-Naphthalenol, 5-amino-: ACTIVE

Applications

Uses5-Amino-1-naphthol is used as a coupling component for azo dyes (coupling takes place ortho to the amino or hydroxyl group, or para to the hydroxyl group depending on the pH), and as an intermediate for sulfur dyes.

Preparation methods · 1 item

Preparation1-Aminonaphthalene-5-sulfonic acid paste (Section 6.2) is added to molten sodium hydroxide at 200°C, and the reaction is completed by heating slowly to 250°C and maintaining this temperature for 3 h. After dilution and careful neutralization with hydrochloric acid, 5-amino-1-naphthol precipitates in 85 % yield (mp 192°C).

Upstream & downstream products

Upstream raw materials

Downstream products

1,5-Dihydroxy naphthalene 2,5-Cyclohexadien-1-one, 4-[(4-amino-8-hydroxy-1-naphthalenyl)imino]-, reaction products with sodium sulfide (Na2(Sx))Leuco Sulphur Brown 16 1-Naphthalenol, 5-amino-, sulfurized 2,7-Naphthalenedisulfonic acid, 4-[(1-amino-5-hydroxynaphthalenyl)azo]-5-hydroxy-, disodium salt tert-butyl 5-hydroxynaphthalen-1-ylcarbamate

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

南通润丰石油化工有限公司66017690 19952660367 · [email protected]

毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]

上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

Related reactions

25 records

New reaction record

HRID 143709As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)

HRID 289685As reactantTraining data from https://doi.org/10.1039/C8SC04228D (8/10)

HRID 326169As reactantuspto-grants-1984_04

HRID 395225As reactantuspto-grants-2003_08

HRID 903980As reactantuspto-grants-1980_10

HRID 1270113As reactantuspto-grants-2007_04

HRID 1389902As reactantuspto-grants-1981_01

HRID 1390089As reactantuspto-grants-1981_01

Linked notes

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Basic information