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86-55-5

Basic Information
CAS No.: 86-55-5
Name: 1-Naphthoic acid
Article Data: 335
Molecular Structure:
Molecular Structure of 86-55-5 (1-Naphthoic acid)
Formula: C11H8O2
Molecular Weight: 172.183
Synonyms: 1-Carboxynaphthalene;alpha-Naphthoic acid;naphthalene-1-carboxylate;alpha-Naphthylcarboxylic acid;1-Naphthoicacid;naphthalene-1-carboxylic acid;Naphthalene-alpha-carboxylic acid;1-naphthalenecarboxylic acid;.alpha.-Naphthoic acid;
EINECS: 201-681-9
Density: 1.265 g/cm3
Melting Point: 157-160 °C(lit.)
Boiling Point: 300 °C at 760 mmHg
Flash Point: 164.6 °C
Solubility: Freely soluble in hot alcohol and ether. Slightly soluble in hot water.
Appearance: off-white to beige powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-24/25-37
PSA: 37.30000
LogP: 2.53800
Synthetic route
81-84-5

1,8-Naphthalic anhydride

86-55-5

1-naphthalenecarboxylic acid

Conditions
ConditionsYield
Stage #1: 1,8-Naphthalic anhydride With sodium hydroxide In water at 100℃; for 0.0166667h; microwave irradiation;
Stage #2: With mercury(II) diacetate In water at 200℃; for 0.25h; Pesci reaction; microwave irradiation;
Stage #3: With hydrogenchloride In water at 120℃; for 0.25h; microwave irradiation;
100%
201230-82-2

carbon monoxide

90-11-9

1-Bromonaphthalene

86-55-5

1-naphthalenecarboxylic acid

Conditions
ConditionsYield
With sodium hydroxide; cobalt(II) acetate In ethanol at 65℃; under 1520 Torr; for 4h; Irradiation;99.3%
With sodium hydroxide; tetrabutylammomium bromide; dicobalt octacarbonyl In water; benzene at 65℃; under 760 Torr; for 5h; Irradiation;96%
With tetrabutylammomium bromide; dicobalt octacarbonyl In sodium hydroxide; benzene at 65℃; for 4.5h; Irradiation;95%
With tributyl-amine; water; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride at 110 - 130℃; under 3 Torr; for 24h;48%
With water; sodium acetate; triethylamine; Pd-bis(1-methylbenzothiazole-2-carbene) In N,N-dimethyl acetamide at 130℃; for 7h;55 % Chromat.
66-77-3

1-naphthaldehyde

86-55-5

1-naphthalenecarboxylic acid

Conditions
ConditionsYield
With copper acetylacetonate; oxygen; sodium hydroxide; 1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene In water at 50℃; under 760.051 Torr; for 12h; Sealed tube;99%
With C4H11FeMo6NO24(3-)*3C16H36N(1+); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 8h; Green chemistry;99%
With 2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine In acetonitrile at 20℃;98%

(1-nosyl-5-nitroindol-3-yl)methyl 1-naphthoate

86-55-5

1-naphthalenecarboxylic acid

Conditions
ConditionsYield
Stage #1: (1-nosyl-5-nitroindol-3-yl)methyl 1-naphthoate With 2-(N,N-dimethylamino)ethylthiol hydrochloride; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; for 0.25h; Inert atmosphere;
Stage #2: With hydrogenchloride In diethyl ether; water; acetonitrile Inert atmosphere;
99%
53422-19-8

benzyl 1-naphthoate

108-88-3

toluene

A

86-55-5

1-naphthalenecarboxylic acid

B

620-47-3

1-methyl-3-(phenylmethyl)-benzene

C

620-83-7

1-methyl-4-(phenylmethyl)benzene

D

713-36-0

2-benzyltoluene

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; water at 80℃; for 2h; regioselective reaction;A 99%
B n/a
C n/a
D n/a
90-11-9

1-Bromonaphthalene

6482-39-9

sodium methyl carbonate

86-55-5

1-naphthalenecarboxylic acid

Conditions
ConditionsYield
Stage #1: 1-Bromonaphthalene With iodine; magnesium In tetrahydrofuran at 60℃; for 17.25h; Inert atmosphere;
Stage #2: sodium methyl carbonate In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;
99%
124-38-9

carbon dioxide

321-38-0

1-Fluoronaphthalene

86-55-5

1-naphthalenecarboxylic acid

Conditions
ConditionsYield
Stage #1: 1-Fluoronaphthalene With C78H70Al2Cl4N6P4Rh2; magnesium; ethylene dibromide In tetrahydrofuran at 20℃; for 22h; Inert atmosphere; Glovebox;
Stage #2: carbon dioxide In tetrahydrofuran at 20℃; under 760.051 Torr; for 0.5h; Reagent/catalyst; Temperature;
99%
4780-79-4

1-naphthalene methanol

86-55-5

1-naphthalenecarboxylic acid

Conditions
ConditionsYield
With N-Bromosuccinimide; oxygen In acetonitrile at 20℃; for 10h; Irradiation;97%
With periodic acid; pyridinium chlorochromate In acetonitrile96%
With tert.-butylhydroperoxide; manganese(II) acetate; trifluoroacetic acid In acetonitrile at 80℃; under 15001.5 Torr; for 13h; Mechanism; chemoselective reaction;95%
99747-74-7

1-naphthyl triflate

86-55-5

1-naphthalenecarboxylic acid

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane; water at 20℃; for 16h; Schlenk technique; Inert atmosphere; chemoselective reaction;97%
64-18-6

formic acid

90-14-2

1-Iodonaphthalene

86-55-5

1-naphthalenecarboxylic acid

Conditions
ConditionsYield
With palladium diacetate; triethylamine; dicyclohexyl-carbodiimide; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 100℃; for 20h; Inert atmosphere; Sealed tube;97%
With palladium diacetate; triethylamine; dicyclohexyl-carbodiimide; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 80℃; for 10h; Inert atmosphere; Sealed tube;75%
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    Product Name: 1-Naphthoic acid CAS: 86-55-5 MF: C11H8O2 MW: 172.18 EINECS: 201-681-9 Mol File: 86-55-5.mol 1-Naphthoic acid Structure 1-Naphthoic acid Chemical Properties Melting point 157-160 °C (lit.) Boiling point

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

1-Naphthoic acid, with the CAS NO.86-55-5, is also named as 1-Naphthalenecarboxylic acid, 1-Carboxynaphthalene, alpha-Naphthoic acid, naphthalene-1-carboxylic acid, NAPHTHOIC ACID. It belongs to the ProductCategories of Aromatic Compounds; Naphthalene derivatives; Organic acids. 1-Naphthoic acid can be used in organic synthesis.

Physical properties about 1-Naphthoic acid are: (1)ACD/LogP: 3.13±0.21; (2)ACD/LogD (pH 5.5): 1.14; (3)ACD/LogD (pH 7.4): 0.05; (4)ACD/BCF (pH 5.5): 1.45; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 12.40; (7)ACD/KOC (pH 7.4): 1.00; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.673; (12)Molar Refractivity: 51.0±0.3 cm3; (13)Molar Volume: 136.1±3.0 cm3; (14)Polarizability: 20.2±0.5 10-24cm3; (15)Surface Tension: 56.6±3.0 dyne/cm; (16)Density: 1.3±0.1 g/cm3; (17)Flash Point: 164.6±13.9 °C; (18)Enthalpy of Vaporization: 57.0±3.0 kJ/mol; (19)Boiling Point: 299.999 °C at 760 mmHg; (20)Vapour Pressure: 0.0±0.6 mmHg at 25°C

When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing;
3. Avoid contact with skin and eyes;
4. Wear suitable gloves;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C11H8O2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,(H,12,13);
(2)InChIKey=LNETULKMXZVUST-UHFFFAOYSA-N;
(3)Smilesc12c(cccc1C(O)=O)cccc2;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 2370mg/kg (2370mg/kg)   National Technical Information Service. Vol. PB85-143766,