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1-Naphthoic acid

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CAS:86-55-5
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  • CAS:86-55-5
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  • 2025-03-21
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1-Naphthoic acid Basic information
Product Name:1-Naphthoic acid
Synonyms:LABOTEST-BB LT00855493;a-naphthoic acid;ALPHA-NAPHTHOIC ACID;1-NAPHTHOIC ACID;1-NAPTHOIC ACID;RARECHEM AL BO 0197;α-Naphthoic acid;OTAVA-BB BB7210540007
CAS:86-55-5
MF:C11H8O2
MW:172.18
EINECS:201-681-9
Product Categories:intermediates;Fluorescent;Naphthalene;Naphthalene series;Aromatic Compounds;Naphthalene derivatives;Organic acids;bc0001;1;Organic Building Blocks;Chemical Synthesis;Carboxylic Acids;Carbonyl Compounds;C11 to C12;Building Blocks
Mol File:86-55-5.mol
1-Naphthoic acid Structure
1-Naphthoic acid Chemical Properties
Melting point 157-160 °C (lit.)
Boiling point 300 °C (lit.)
density 1.398
refractive index 1.4600 (estimate)
Fp 195°C
storage temp. Sealed in dry,Room Temperature
solubility Slightly soluble in hot water; freely soluble in hot ethanol, ether
pka3.7(at 25℃)
form Powder
color Slightly yellow to brown
Specific Gravity1.398
PH RangeNon& uorescence (2.5) to blue & uorescence (3.5)
Water Solubility Freely soluble in hot alcohol and ether. Slightly soluble in hot water.
λmax293nm
Merck 14,6381
BRN 1908896
Stability:Stable. Incompatible with strong bases, strong oxidizing agents.
Major ApplicationPhotoresists, recording materials, waveguides, battery, ink, rubber, plastic films, agriculture, cosmetics, Sunscreen, method for preserving food, drugs, biosensors
InChIKeyLNETULKMXZVUST-UHFFFAOYSA-N
CAS DataBase Reference86-55-5(CAS DataBase Reference)
NIST Chemistry Reference1-Naphthalenecarboxylic acid(86-55-5)
EPA Substance Registry System1-Naphthalenecarboxylic acid (86-55-5)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-24/25-37
WGK Germany 2
RTECS QL0960000
TSCA Yes
HS Code 29163900
MSDS Information
ProviderLanguage
a-Naphthoic Acid English
SigmaAldrich English
ACROS English
ALFA English
1-Naphthoic acid Usage And Synthesis
Chemical PropertiesOff-white to beige powder
Uses1-Naphthoic acid is used as an intermediate for the synthesis of pharmaceuticals, photochemicals, plant growth hormones, dyes and other organic compounds.
DefinitionChEBI: 1-naphthoic acid is a naphthoic acid carrying a carboxy group at position 1. It has a role as a fungal xenobiotic metabolite and a bacterial xenobiotic metabolite. It is a conjugate acid of a 1-naphthoate.
Application1-Naphthoic acid has been used as a novel asymmetric chromophore for exciton-coupled circular dichroism (ECCD), which can be used to induce chirality[1]. 1-Naphthoic acid has also been used as an organic synthesis reactant for the preparation of naphthanones, isocoumarin derivatives, and naphthalene carboxylic acid cellulose. Microcrystalline cellulose (MCC) and cellulose nanofibres (CNFs) were modified by esterification using 1-Naphthoic acid in a toluenesulfonyl chloride/pyridine solvent system to produce fluorophore labelled cellulose. Cellulose modification decreases the degradation temperature and hence the thermal stability of cellulose. After induction of naphthoate side chains, a glass transition temperature (Tg) of about 160 °C was observed. Cellulose naphthalenecarboxylate shows a strong ultraviolet (UV) absorption peak at 282 nm and has good fluorescent properties. Therefore, it can be used for fluorescent coatings, sensors and packaging[2].
Synthesis Reference(s)Organic Syntheses, Coll. Vol. 2, p. 425, 1943
Tetrahedron Letters, 22, p. 1013, 1981 DOI: 10.1016/S0040-4039(01)82853-7
Purification MethodsCrystallise the acid from toluene (3mL/g) (charcoal), pet ether (b 80-100o), or aqueous 50% EtOH. The amide has m 202o (from EtOH). [Beilstein 9 IV 2402.]
References[1] BIANCA SCHREDER. 1-Naphthoic acid: A new type of asymmetric chromophore for exciton-coupled circular dichroism (ECCD)[J]. Tetrahedron, asymmetry, 1996, 7 6: Pages 1543-1546. DOI:10.1016/0957-4166(96)00176-0.
[2] LEASE J, SAHIN Z M, FARID M A A, et al. Synthesis of Nanocellulose Derivatives through Esterification with Naphthoic Acid as a Fluorescent Additive[J]. ACS Sustainable Chemistry & Engineering, 2024, 343 1. DOI:10.1021/acssuschemeng.4c04206.
Tag:1-Naphthoic acid(86-55-5) Related Product Information
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