| Identification | More | [Name]
1-Naphthoic acid | [CAS]
86-55-5 | [Synonyms]
1-NAPHTHALENECARBOXYLIC ACID
1-NAPHTHOIC ACID
1-NAPTHOIC ACID
ALPHA-NAPHTHOIC ACID
a-naphthoic acid
LABOTEST-BB LT00855493
NAPHTHALENE-1-CARBOXYLIC ACID
α-Naphthoic acid
OTAVA-BB BB7210540007
RARECHEM AL BO 0197
1-Carboxynaphthalene
1-Naphthioic acid
1-naphthoic
alpha-Naphthylcarboxylic acid
alpha-naphthylcarboxylicacid
Naphthalene-alpha-carboxylic acid
naphthalene-alpha-carboxylicacid
1-naphthoic acid (alpha)
1-NAPHTHOIC ACID 98%
1-NaphthoicAcid98% | [EINECS(EC#)]
201-681-9 | [Molecular Formula]
C11H8O2 | [MDL Number]
MFCD00004007 | [Molecular Weight]
172.18 | [MOL File]
86-55-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Off-white to beige powder | [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 | [form ]
Powder | [pka]
3.7(at 25℃) | [color ]
Slightly yellow to brown | [Specific Gravity]
1.398 | [PH Range]
Non& uorescence (2.5) to blue & uorescence (3.5) | [Stability:]
Stable. Incompatible with strong bases, strong oxidizing agents. | [Water Solubility ]
Freely soluble in hot alcohol and ether. Slightly soluble in hot water. | [λmax]
293nm | [Merck ]
14,6381 | [BRN ]
1908896 | [Major Application]
Photoresists, recording materials, waveguides, battery, ink, rubber, plastic films, agriculture, cosmetics, Sunscreen, method for preserving food, drugs, biosensors | [InChI]
1S/C11H8O2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,(H,12,13) | [InChIKey]
LNETULKMXZVUST-UHFFFAOYSA-N | [SMILES]
OC(=O)c1cccc2ccccc12 | [CAS DataBase Reference]
86-55-5(CAS DataBase Reference) | [NIST Chemistry Reference]
1-Naphthalenecarboxylic acid(86-55-5) | [EPA Substance Registry System]
86-55-5(EPA Substance) |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Carbon dioxide-->1-Bromonaphthalene-->1-Naphthalenemethanol | [Preparation Products]
1-Naphthylamine-->2-(4-Bromophenyl)-5-(1-naphthyl)-1,3,4-oxadiazole-->2-(1-Naphthyl)-5-phenyl-1,3,4-oxadiazole-->2,5-Bis(1-naphthyl)-1,3,4-oxadiazole-->TOLRESTAT-->1-Naphthalenemethanol-->1-Naphthoyl chloride-->5,6,7,8-Tetrahydronaphthalene-1-carboxylic acid-->1-Naphthhydrazide-->5-bromonaphthalene-1-carboxylic acid-->1,2,3,4-Tetrahydro-1-naphthoic acid-->1-(Bromomethyl)naphthalene-->Benzanthrone-->5-Nitro-naphthalene-1-carboxylic acid ethyl ester-->5-(naphthalen-1-yl)-1,3,4-oxadiazole-2-thiol-->1-Bromo-5-(trifluoromethyl)naphthalene-->1,2-Benzenedicarboxylic acid, 3-(trifluoromethyl)--->(2-Methyl-1H-indol-3-yl)-1-naphthalenylmethanone |
| Hazard Information | Back Directory | [Chemical Properties]
Off-white to beige powder | [Uses]
1-Naphthoic acid is used as an intermediate for the synthesis of pharmaceuticals, photochemicals, plant growth hormones, dyes and other organic compounds. | [Application]
1-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]. | [Definition]
ChEBI: 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. | [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 Methods]
Crystallise 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.
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