ChemicalBook > CAS DataBase List > 1-(1-BROMONAPHTHALEN-4-YL)ETHANONE

1-(1-BROMONAPHTHALEN-4-YL)ETHANONE

Product Name: 1-(1-BROMONAPHTHALEN-4-YL)ETHANONE
CAS No.: 46258-62-2
Chemical Name: 1-(1-BROMONAPHTHALEN-4-YL)ETHANONE
Synonyms: afoxolaner-014;afoxolaner Impurity 16;4-Bromo-1-acetonaphthone;4'-Bromo-1'-acetonaphthone;4-broMo-1-acetylnaphthalene;1-Acetyl-4-bromonaphthalene;1-(4-Bromo-1-naphthyl)ethanone;1-(1-BROMONAPHTHALEN-4-YL)ETHANONE;1-(4-Bromonaphthalen-1-yl)ethanone;1-(4-Bromonaphthalen-1-yl)ethenone
CBNumber: CB7839917
Molecular Formula: C12H9BrO
Formula Weight: 249.1
MOL File: 46258-62-2.mol

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1-(1-BROMONAPHTHALEN-4-YL)ETHANONE Property

Melting point:: 50-51℃
Boiling point:: 370℃
Density: 1.454
Flash point:: 114℃
storage temp.: Sealed in dry,Room Temperature
InChI: InChI=1S/C12H9BrO/c1-8(14)9-6-7-12(13)11-5-3-2-4-10(9)11/h2-7H,1H3
InChIKey: CSVHMWORIJZGTJ-UHFFFAOYSA-N
SMILES: C(=O)(C1=C2C(C=CC=C2)=C(Br)C=C1)C

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Biosynth Carbosynth

Product number: FB140948
Product name: 1-(4-Bromonaphthalen-1-yl)ethanone
Packaging: 100mg
Price: $108
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB140948
Product name: 1-(4-Bromonaphthalen-1-yl)ethanone
Packaging: 250mg
Price: $215
Updated: 2021/12/16

AK Scientific

Product number: 4194CB
Product name: 1-(4-Bromonaphthalen-1-yl)ethanone
Packaging: 250mg
Price: $340
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB140948
Product name: 1-(4-Bromonaphthalen-1-yl)ethanone
Packaging: 500mg
Price: $375
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB140948
Product name: 1-(4-Bromonaphthalen-1-yl)ethanone
Packaging: 50mg
Price: $62
Updated: 2021/12/16

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1-(1-BROMONAPHTHALEN-4-YL)ETHANONE Chemical Properties,Usage,Production

Synthesis

90-11-9

75-36-5

46258-62-2

1. 1-Bromonaphthalene (10 g, 48.3 mmol) and acetyl chloride (4.2 ml, 58 mmol) were dissolved in 1,2-dichloroethane (100 ml) at 0 °C and aluminum chloride (14.4 g, 108 mmol) was added in batches. 2. The reaction mixture was stirred at room temperature for 24 hours. 3. The reaction mixture was poured into ice water (100 ml) and the organic and aqueous layers were separated. 4. The aqueous layer was extracted with ether (3 x 150 ml), the organic layers were combined and dried with magnesium sulfate. 5. After filtration, the solvent was removed under reduced pressure to give an orange colored oil. 6. Purification by fast chromatography (cyclohexane/ethyl acetate: 95/5) afforded 1-(4-bromo-1-naphthyl)ethanone as a yellow oil (91% yield). 7. 1-(4-bromo-1-naphthyl)ethanone was converted to its oxime derivative according to a method similar to that used for the preparation of compound 22 to afford a white powder (98% yield). 8. Activated zinc powder (24.7 g, 379 mmol) was added batchwise to a suspension of oxime (10.0 g, 37.9 mmol) in acetic acid (40 ml) and stirred at room temperature for 2 hours. 9. Zinc powder was removed by filtration and acetic acid was removed under reduced pressure. 10. Water (100 ml) was added and the pH was adjusted to 13 with 1N NaOH. 11. The aqueous layer was extracted with EtOAc (3 x 100 ml), the organic layers were combined and dried with MgSO4. 12. After filtration, the solvent was removed under reduced pressure to give a yellow oil (70% yield). 13. Boc2O (7.1 g, 31.8 mmol) was added to a 1,4-dioxane (50 ml) solution of amine (6.6 g, 26.5 mmol) and stirred at room temperature for 2 hours. 14. The solvent was removed under pressure and purified by fast chromatography (cyclohexane/EtOAc: 95/5) to give a yellow powder (75% yield). 15. Bromide (350 mg, 1 mmol) was dissolved in THF (13 ml)/water (2 ml), potassium acetate (100 mg, 1 mmol), 1,3-bis(diphenylphosphino)propane (9.0 mg, 0.02 mmol) and palladium(II) acetate (9.0 mg, 0.04 mmol) were added. 16. stirring for 3 hours at 50 atm CO pressure and 150 °C. 17. The reaction mixture was filtered, the filtrate was dried over MgSO4 and the solvent was removed under reduced pressure to give a yellow-green oil (300 mg). 18. Purification by fast chromatography (DCM/MeOH: 90/10) afforded 4-(1-tert-butoxycarbonylaminoethyl)-naphthalene-1-carboxylic acid as a white powder (14% yield). 19. The title product was prepared according to the procedure for compound 31 from 4-(1-tert-butoxycarbonylaminoethyl)-naphthalene-1-carboxylic acid (44 mg) and 4-aminopyridine (67% yield). NMR data (300 MHz, DMSO-d6): δ 1.64 (d, 3H, J=6.6 Hz); 5.3 (q, 1H, J=6.5 Hz); 7.71 (m, 1H); 8.00 (d, 1H, J=7.7 Hz); 8.32 (m, 1H); 8.35 (d, 1H, J=7.3 Hz); 8.81 (d, 2H J=7.2Hz); 12.2 (s, 1H).

References

[1] Patent: WO2005/82367, 2005, A1. Location in patent: Page/Page column 64-65
[2] Patent: US2011/152246, 2011, A1. Location in patent: Page/Page column 110; 111
[3] Canadian Journal of Chemistry, 1981, vol. 59, p. 2629 - 2641
[4] Canadian Journal of Chemistry, 1995, vol. 73, # 6, p. 885 - 895
[5] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 6, p. 2067 - 2081

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View Lastest Price from 1-(1-BROMONAPHTHALEN-4-YL)ETHANONE manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: 1-(1-BROMONAPHTHALEN-4-YL)ETHANONE 46258-62-2
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-09-27

Henan Fengda Chemical Co., Ltd

Product: 1-(1-BROMONAPHTHALEN-4-YL)ETHANONE 46258-62-2
Price: US $80.00-1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2023-12-27

Hebei Xinsheng New Material Technology Co., LTD.

Product: 1-(1-BROMONAPHTHALEN-4-YL)ETHANONE 46258-62-2
Price: US $35.00-25.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20 Ton
Release date: 2023-09-19

46258-62-2, 1-(1-BROMONAPHTHALEN-4-YL)ETHANONERelated Search:

1-broMo-4-phthaldehyde 3-(4-BROMO-1-NAPHTHYL)-3-OXOPROPANENITRILE 4-Bromo-1,8-naphthalic anhydride 1-(1-BROMONAPHTHALEN-4-YL)ETHANONE 1-BROMO-2-METHYLNAPHTHALENE

1-(1-BROMONAPHTHALEN-4-YL)ETHANONE

1-Acetyl-4-bromonaphthalene

4'-Bromo-1'-acetonaphthone

4-Bromo-1-acetonaphthone

4-broMo-1-acetylnaphthalene

1-(4-Bromonaphthalen-1-yl)ethanone

1-(4-bromononaphthalen-4-yl)ethanone

Ethanone, 1-(4-bromo-1-naphthalenyl)-

1-(4-Bromonaphthalen-1-yl)ethan-1-one

1-(4-Bromo-1-naphthyl)ethanone

afoxolaner-014

afoxolaner Impurity 16

1-(4-Bromonaphthalen-1-yl)ethenone

46258-62-2