1-Hydroxy-2-naphthoic acid

HCID 6844CAS 86-48-6
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Basic information

Standard SMILES
O=C(O)c1ccc2ccccc2c1O
InChIKey
SJJCQDRGABAVBB-UHFFFAOYSA-N
Molecular formula
C11H8O3
Average molar mass
188.18 g/mol
Monoisotopic mass
188.04734411

Names & identifiers

Preferred name
1-Hydroxy-2-naphthoic acid
IUPAC
1-hydroxynaphthalene-2-carboxylic acid
English name
1-Hydroxy-2-naphthoic acid
Molecular formula
C11H8O3
Molecular weight
188.18

Names & synonyms

1-Hydroxy-2-naphthoic acid86-48-61-hydroxynaphthalene-2-carboxylic acid1-Naphthol-2-carboxylic acid2-Carboxy-1-naphtholXinafoic acid2-Naphthalenecarboxylic acid, 1-hydroxy-1-HYDROXY-2-NAPHTHALENECARBOXYLIC ACIDU8LZ3R07L8DTXSID5058937NSC-3717CHEBI:36108
Show more names
NSC 3717Xinafoic acid.RARECHEM AL BE 03591-Hydroxy-2-naphthoiLABOTEST-BB LT004527571-Hydroxy-2-phthoic acidhydroxy-2-naphthoic acid1-Hydroxy-2-naphthoicaci1-hydroxy-β-naphthoic acid
RefChem:433115DTXCID0048503201-674-0MFCD000039602-Naphthoic acid, 1-hydroxy-CARBOXYNAPHTHOLCHEMBL229299F2191-0001

Database identifiers

CAS
86-48-6
PubChem CID
6844
DTXSID
DTXSID5058937
ChEMBL
CHEMBL229299
ChEBI
CHEBI:36108
UNII
U8LZ3R07L8
EC Number
201-674-0
Nikkaji
J4.260I

Properties

Computed structural properties

XLogP
2.6
Topological polar surface area
57.5 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
1
Heavy atoms
14

Physicochemical properties

Melting point
195 · 195-200 °C (dec.) (lit.)
Boiling point
283.17 °C · 283.17°C (rough estimate)
Density
1.21 · 1.2100 (rough estimate)
refractive index
1.631 · 1.6310 (estimate)
Flash point
150 °C · 150 °C
storage temp.
Sealed in dry,Room Temperature

Safety & regulation

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
TSCA listed
hs_code
29182910
risk_code
36/37/38
Signal word
Warning

Chemistry & industry

Applications · 3 items

UsesMetabolite from phenanthrene degradation. 1-Hydroxy-2-naphthoic acid is used as an intermediate for azo and triphenylmethane dyes and, more recently, for color-film dyes.

UsesIt is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuff.

General Description1-Hydroxy-2-naphthoic acid is produced by the transformation of phenanthrene by NCIB 9816 clones.

Preparation methods

PreparationTreatment of the dried sodium salt of 1-naphthol with carbon dioxide at 135℃ under pressure gives an 80 % yield of product.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
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]
T&W GROUP021-61551611 13296011611 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
Additional notes · 1 item

DefinitionChEBI: 1-hydroxy-2-naphthoic acid is a naphthoic acid with the carboxy group at position 2 and carrying a hydroxy substituent at the 1-position. It is a xenobiotic metabolite produced by the biodegradation of phenanthrene by microorganisms. It has a role as a bacterial xenobiotic metabolite and a fungal xenobiotic metabolite. It is a naphthoic acid, a member of naphthols and a hydroxy monocarboxylic acid. It is functionally related to a 2-naphthoic acid. It is a conjugate acid of a 1-hydroxy-2-naphthoate.

Related reactions

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