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Cas Database

1523-11-1

1523-11-1

Identification

  • Product Name:2-Naphthalenol,2-acetate

  • CAS Number: 1523-11-1

  • EINECS:216-194-7

  • Molecular Weight:186.21

  • Molecular Formula: C12H10O2

  • HS Code:2915390090

  • Mol File:1523-11-1.mol

Synonyms:2-Acetoxynaphthalene;2-Naphthalenyl acetate;Acetic acid 2-naphthyl ester;NSC37069;O-Acetyl-b-naphthol;b-Acetoxynaphthalene;b-Naphthol acetate;b-Naphthyl acetate;2-Naphthalenol,acetate (9CI);2-Naphthol, acetate (6CI,7CI,8CI);

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi

  • Hazard Codes:Xi

  • Signal Word:Danger

  • Hazard Statement:H318 Causes serious eye damage

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TCI Chemical
  • Product Description:2-Naphthyl Acetate >98.0%(GC)
  • Packaging:25g
  • Price:$ 36
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:2-Naphthyl acetate esterase substrate
  • Packaging:5g
  • Price:$ 46.9
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  • Manufacture/Brand:JR MediChem
  • Product Description:2-Naphthyl Acetate 98%
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  • Manufacture/Brand:JR MediChem
  • Product Description:2-Naphthyl Acetate 98%
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  • Manufacture/Brand:Crysdot
  • Product Description:Naphthalen-2-ylacetate 95+%
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  • Manufacture/Brand:Chemenu
  • Product Description:2-Naphthyl Acetate 95%
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:2-NAPHTHYL ACETATE 95.00%
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  • Manufacture/Brand:Alfa Aesar
  • Product Description:2-Naphthyl acetate, 99%
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  • Manufacture/Brand:Alfa Aesar
  • Product Description:2-Naphthyl acetate, 99%
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  • Manufacture/Brand:Alfa Aesar
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Relevant articles and documentsAll total 159 Articles be found

Synthesis of novel N- and S-derivatives of 2-naphthol – Promising ligands for the binuclear copper complexes

Abdullin, Marat F.,Akhmadiev, Nail S.,Akhmetova, Vnira R.,Bikbulatova, El'mira M.,Ibragimov, Askhat G.,Mescheryakova, Ekaterina S.

, (2020)

N- And S-ligands for binuclear copper complexes were synthesized by the C-sp2-aminomethylation of 2-naphthol with N,N,N′,N′-tetramethyldiaminomethane giving 1-dimethylaminomethyl-2-naphthol, which then reacted with 1,2-ethanedithiol to be converted to thiomethylated derivative. Direct thiomethylation of 2-naphthol and its acetate with formaldehyde and 1,2-ethanedithiol is nonselective, because the reaction involves both O- and C-sp2 reaction centers of the substrate. Binuclear copper complexes with Cu-O-Cu-N or Cu-Cl-Cu-S bonds were prepared.

Shamma,M. et al.

, p. 2907 - 2911 (1977)

Influence of N-Cetyl-N,N,N-Trimethylammonium Bromide Counterions in the Basic Hydrolysis of Negatively Charged Aromatic Esters

Vera, S.,Rodenas, E.

, p. 3414 - 3417 (1986)

The addition of counterions, Br-, in the basic hydrolysis of some negatively charged aromatic esters in cationic micelles of N-cetyl-N,N,N-trimethylammonium bromide displaces the substraces from the micellar phase to the aqueous phase.This effect is related to the different interactions of esters with the micelle.

-

Spassow

, (1942)

-

New microporous lanthanide organic frameworks. synthesis, structure, luminescence, sorption, and catalytic acylation of 2-Naphthol

Bahrin, Lucian Gabriel,Bejan, Dana,Janiak, Christoph,K?kcam-Demir, ülkü,Lozan, Vasile,Marangoci, Narcisa Laura,Shova, Sergiu

, (2020)

New metal-organic frameworks (MOF) with lanthanum(III), cerium(III), neodymium(III), europium(III), gadolinium(III), dysprosium(III), and holmium(III)] and the ligand precursor 1,3,5-tris(4-carboxyphenyl)-2,4,6-trimethylbenzene (H3L) were synthesized unde

INHIBITON EFFECT OF CATIONIC MICELLES ON THE BASIC HYDROLYSIS OF AROMATIC ESTERS

Vera, S.,Rodenas, E.

, p. 143 - 150 (1986)

The basic hydrolysis of 4-acetoxybenzoic acid and 2-naphtylacetate have been studied in cationic micelles of N-cetyl-N,N,N-trimethylammonium bromide and hydroxide and the results compared with the ones obtained for the basic hydrolysis of acetylsalicylic acid and 3-acetoxy2-naphtoic acid.The results can be explained with the pseudophase kinetic model and the determined second order rate constants in micelles are also smaller than the second order rate constants in water.

Shamma,M. et al.

, p. 3803 - 3806 (1975)

Ueno et al.

, p. 864 (1964)

Noncross-linked polystyrene nanoencapsulation of ferric chloride: A novel and reusable heterogeneous macromolecular Lewis acid catalyst toward selective acetylation of alcohols, phenols, amines, and thiols

Alinejad, Sara,Donyapeyma, Ghazaleh,Rahmatpour, Ali

, (2022/01/24)

Ferric chloride has been successfully nanoencapsulated for the first time on a non-cross-linked polystyrene matrix as the shell material via the coacervation technique. The resulting polystyrene nanoencapsulated ferric chloride was used as a novel and rec

Magnetically recyclable silica-coated ferrite magnetite-K10montmorillonite nanocatalyst and its applications in O, N, and S-acylation reaction under solvent-free conditions

Kumar, Pushpendra,Patil, Shripad M.,Tandon, Nitin,Tandon, Runjhun

, p. 21291 - 21300 (2021/07/01)

Novel silica-coated ferrite nanoparticles supported with montmorillonite (K10) have been prepared successfully by using a simple impregnation method. Further, these nanoparticles were characterized by using different analytical methods like FT-IR, PXRD, EDS, and FE-SEM techniques. In addition, these nanoparticles have been explored for their catalytic activity for the O, N, and S-acylation reactions under solvent-free conditions which gave moderate to excellent yields in a much shorter reaction time. Moreover, these nanoparticles could easily be separated out from the reaction medium after the reaction completion by using an external magnetic field and have been re-used for 10 cycles without any significant loss of the catalytic activity.

Steric effect of NHC ligands in Pd(II)–NHC-catalyzed non-directed C–H acetoxylation of simple arenes

Mandal, Tanmoy,Yadav, Sudha,Choudhury, Joyanta

, (2021/09/06)

Although there has been a lot of progress in oxidative arene C–H functionalization reactions catalyzed by Pd(II/IV) system, the non-directed, site-selective functionalization of arene molecules is still challenging. It has been established that ligands play a pivotal role in controlling rate- as well as selectivity-determining step in a catalytic cycle involving well-defined metal-ligand bonding. N-heterocyclic carbene (NHC) ligands have had a tremendous contribution in the recent extraordinary success of achieving high reactivity and excellent selectivity in many catalytic processes including cross-coupling and olefin-metathesis reactions. However, the immense potential of these NHC ligands in improving site-selectivity of non-directed catalytic C–H functionalization reactions of simple arenes is yet to be realized, where overriding the electronic bias on deciding selectivity is a burdensome task. The presented work demonstrated an initiative step in this regard. Herein, a series of well-defined discrete [Pd(NHCR′R)(py)I2] complexes with systematically varied degree of spatial congestion at the Pd centre, exerted through the R and R’ substituents on the NHC ligand, were explored in controlling the activity as well as the site-selectivity of non-directed acetoxylation of representative monosubstituted and disubstituted simple arenes (such as toluene, iodobenzene and bromobenzene, naphthalene and 1,2-dichlorobenzene). The resulting best yields were found to be 75% for toluene and 65% for bromobenzene with [Pd(NHCMePh)(py)I2], 75% for iodobenzene and 79% for naphthalene with [Pd(NHCMeMe)(py)I2], and 41% for 1,2-dichlorobenzene with [Pd(NHCCyCy)(py)I2]. Most importantly, with increasing the bulkiness of the NHC ligand in the complexes, the selectivity of the distal C-acetoxylated products in comparison to the proximal ones, was enhanced to a great extent in all cases. Considering the vast library of NHC ligands, this study underscores the future opportunity to develop more strategies to improve the activity and the crucial site-selectivity of C–H functionalization reactions in simple as well as complex organic molecules.

Method for promoting acylation of amine or alcohol by carbon dioxide

-

Paragraph 0034-0035, (2021/05/29)

The invention relates to a method for promoting acylation of amine or alcohol by carbon dioxide, which comprises the following steps of: mixing an amine compound, carboxylate or thiocarboxylate compound and a reaction solvent under the action of carbon dioxide, and reacting to obtain an amide compound, or under the action of carbon dioxide, mixing the alcohol compound, the thiocarboxylate compound and the reaction solvent [gamma]-valerolactone, and reacting to obtain the ester compound. According to the invention, under the promotion action of carbon dioxide, carboxylate or thiocarboxylate is used as an acylation reagent, and amine and alcohol are converted into amide and ester compounds in the absence of a transition metal catalyst, so that acylation reagents such as acyl chloride or anhydride with irritation and corrosivity are avoided; and the method has the advantages of simple operation, mild reaction conditions, high tolerance of substrate functional groups, strong applicability and high yield, and provides an efficient, reliable and economical preparation method for synthesis of amide and ester compounds.

Nickel-Mediated Trifluoromethylation of Phenol Derivatives by Aryl C?O Bond Activation

Hu, Wei-Qiang,Pan, Shen,Qing, Feng-Ling,Vicic, David A.,Xu, Xiu-Hua

supporting information, p. 16076 - 16082 (2020/07/04)

The increasing pharmaceutical importance of trifluoromethylarenes has stimulated the development of more efficient trifluoromethylation reactions. Tremendous efforts have focused on copper- and palladium-mediated/catalyzed trifluoromethylation of aryl halides. In contrast, no general method exists for the conversion of widely available inert electrophiles, such as phenol derivatives, into the corresponding trifluoromethylated arenes. Reported herein is a practical nickel-mediated trifluoromethylation of phenol derivatives with readily available trimethyl(trifluoromethyl)silane (TMSCF3). The strategy relies on PMe3-promoted oxidative addition and transmetalation, and CCl3CN-induced reductive elimination. The broad utility of this transformation has been demonstrated through the direct incorporation of trifluoromethyl into aromatic and heteroaromatic systems, including biorelevant compounds.

Process route upstream and downstream products

Process route

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

naphthalene radical cation hexafluorophosphate

naphthalene radical cation hexafluorophosphate

naphthalen-2-yl acetate
1523-11-1

naphthalen-2-yl acetate

1,1'-bisnaphthalene
604-53-5

1,1'-bisnaphthalene

1-naphthyl acetate
830-81-9

1-naphthyl acetate

Conditions
Conditions Yield
In dichloromethane; at -76 ℃; Yield given. Yields of byproduct given;
acetic anhydride
108-24-7

acetic anhydride

β-naphthol
135-19-3

β-naphthol

naphthalen-2-yl acetate
1523-11-1

naphthalen-2-yl acetate

acetic acid
64-19-7,77671-22-8

acetic acid

Conditions
Conditions Yield
With C30H21O6(3-)*Nd(3+)*4H2O*1.33C3H7NO; In chloroform; at 20 ℃; for 24h; Reagent/catalyst;
98%
2-fluoronaphthalene
323-09-1

2-fluoronaphthalene

potassium acetate
127-08-2

potassium acetate

dibenzoyl peroxide
94-36-0

dibenzoyl peroxide

naphthalen-2-yl acetate
1523-11-1

naphthalen-2-yl acetate

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
Conditions Yield
In acetic acid; at 78 ℃; Product distribution; Mechanism;
diethyl ether
60-29-7,927820-24-4

diethyl ether

Acetyl bromide
506-96-7

Acetyl bromide

β-naphthol
135-19-3

β-naphthol

ethyl bromide
74-96-4

ethyl bromide

naphthalen-2-yl acetate
1523-11-1

naphthalen-2-yl acetate

acetic acid
64-19-7,77671-22-8

acetic acid

ethyl acetate
141-78-6

ethyl acetate

Conditions
Conditions Yield
at 25 ℃;
4-nitro-benzaldehyde ; compound with β-naphthol

4-nitro-benzaldehyde ; compound with β-naphthol

acetic anhydride
108-24-7

acetic anhydride

naphthalen-2-yl acetate
1523-11-1

naphthalen-2-yl acetate

4-nitrobenzylidene diacetate
2929-91-1

4-nitrobenzylidene diacetate

Conditions
Conditions Yield
sodium acetate
127-09-3

sodium acetate

naphthalen-2-yl acetate
1523-11-1

naphthalen-2-yl acetate

2-chloronaphthalene
91-58-7

2-chloronaphthalene

1-naphthyl acetate
830-81-9

1-naphthyl acetate

1-Chloronaphthalene
90-13-1

1-Chloronaphthalene

Conditions
Conditions Yield
With hexachloroosmate(V) ions; In dichloromethane; acetic acid; for 2.5h; Product distribution; Mechanism; Ambient temperature; other aromatic compounds; other reaction times, solvents and reagents;
With tungsten(VI) chloride; acetic acid; In dichloromethane; Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;
7 % Chromat.
37.6 % Chromat.
[bis(acetoxy)iodo]benzene
3240-34-4

[bis(acetoxy)iodo]benzene

naphthalen-2-yl acetate
1523-11-1

naphthalen-2-yl acetate

1-naphthyl acetate
830-81-9

1-naphthyl acetate

Conditions
Conditions Yield
With acetic anhydride; C26H29I2N3Pd; acetic acid; at 95 ℃; for 24h; Reagent/catalyst; Sealed tube;
25%
75%
With chloro{1-tert-butyl-3-[(p-tolylsulfinyl)methyl]imidazol-2-ylidene}palladium(II); In acetic anhydride; acetic acid; at 95 ℃; for 16h; Overall yield = 65%; Overall yield = 24 mg; Sealed tube;
[bis(acetoxy)iodo]benzene; With palladium diacetate; acetic anhydride; acetic acid; at 20 ℃; for 0.00416667h;
naphthalene; at 100 ℃; for 14h; Overall yield = 81 %Chromat.; Sealed tube;
acetic anhydride
108-24-7

acetic anhydride

naphthalen-2-yl acetate
1523-11-1

naphthalen-2-yl acetate

C<sub>14</sub>H<sub>14</sub>O<sub>4</sub>

C14H14O4

1-naphthyl acetate
830-81-9

1-naphthyl acetate

Conditions
Conditions Yield
naphthalene; With [Fe(tpa)(CH3CN)2](OTf)2; water; dihydrogen peroxide; In acetonitrile; at 25 ℃;
acetic anhydride; With 1H-imidazole;
acetic acid
64-19-7,77671-22-8

acetic acid

naphthalen-2-yl acetate
1523-11-1

naphthalen-2-yl acetate

1-naphthyl acetate
830-81-9

1-naphthyl acetate

Conditions
Conditions Yield
With potassium 12-wolframocobalt(III)ate; potassium acetate; In water; at 102 ℃; Yield given. Yields of byproduct given;
rac-1,2,3,4-tetrahydronaphthalene-1,2,3-triol

rac-1,2,3,4-tetrahydronaphthalene-1,2,3-triol

acetic anhydride
108-24-7

acetic anhydride

naphthalen-2-yl acetate
1523-11-1

naphthalen-2-yl acetate

1-naphthyl acetate
830-81-9

1-naphthyl acetate

Conditions
Conditions Yield
With pyridine; at 20 ℃;

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