2-(1-NAPHTHYL)ETHANOYL CHLORIDE

Base Information

• Chemical Name: 2-(1-NAPHTHYL)ETHANOYL CHLORIDE
• CAS No.: 5121-00-6
• Molecular Formula: C12H9ClO
• Molecular Weight: 204.656
• Hs Code.: 2916399090
• European Community (EC) Number: 638-894-5
• DSSTox Substance ID: DTXSID00383648
• Nikkaji Number: J637.495F
• Wikidata: Q82175433
• Mol file: 5121-00-6.mol

Synonyms:(Naphthalen-1-yl)acetylchloride;1-Naphthylacetyl chloride;2-(1-Naphthyl)acetyl chloride;a-Naphthylacetyl chloride;naphthalen-1-ylacetyl chloride;1-Naphthylacetyl chloride;1-Naphthaleneacetyl chloride;2-(Naphth-1-yl)ethanoyl chloride;2-naphthylacetyl chloride;

Chemical Property of 2-(1-NAPHTHYL)ETHANOYL CHLORIDE

Chemical Property:

• Vapor Pressure: 0.000134mmHg at 25°C
• Melting Point: 137-139 °C(Solv: ligroine (8032-32-4); dichloromethane (75-09-2))
• Refractive Index: 1.628
• Boiling Point: 333.7 °C at 760 mmHg
• Flash Point: 156.4 °C
• PSA: 17.07000
• Density: 1.241 g/cm³
• LogP: 3.14770
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 204.0341926
• Heavy Atom Count: 14
• Complexity: 214

Purity/Quality:

99% ^*data from raw suppliers

1-Naphthylacetyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36
• Safety Statements: 26-36/37/39

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2CC(=O)Cl

Technology Process of 2-(1-NAPHTHYL)ETHANOYL CHLORIDE

There total 5 articles about 2-(1-NAPHTHYL)ETHANOYL CHLORIDE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

naphth-1-yl acetic acid (86-87-3) → naphthalen-1-yl-acetyl chloride (5121-00-6)

Guidance literature:

With thionyl chloride;

DOI:10.1021/ja00086a010

Reference yield: 95.6%

sodium salt of 1-naphthylacetic acid (61-31-4) → naphthalen-1-yl-acetyl chloride (5121-00-6)

Guidance literature:

sodium salt of 1-naphthylacetic acid; With hydrogenchloride; In water; pH=2 - 3;

With thionyl chloride; N,N-dimethyl-formamide; In toluene; at 20 ℃; for 2h; Reflux;

Reference yield:

naphth-1-yl acetic acid (86-87-3) + Chloro-oxo-acetic acid (4732-69-8) → naphthalen-1-yl-acetyl chloride (5121-00-6) + 1-[1]naphthyl-butan-2-ol (179396-33-9)

Guidance literature:

In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

naphth-1-yl acetic acid

naphthalene

chloroacetyl chloride

Chloro-oxo-acetic acid

Downstream raw materials:

N-[1]naphthylacetyl-anthranilic acid

[1]naphthylacetyl-urea

1(2H)-acenaphthylenone

N,N-diisopropyl-2-(naphthalen-1-yl)acetamide

Refernces

• 1、 Delley, Richard J.,Bandyopadhyay, Subhajit,Fox, Mark A.,Schliehe, Constanze,Hodgson, David R. W.,Hollfelder, Florian,Kirby, Anthony J.,O'Donoghue, Annmarie C.. "Peri-Dimethylamino substituent effects on proton transfer at carbon in α-naphthylacetate esters: A model for mandelate racemase". . p. 590 - 596. Retrieved 2012.
• 2、 Li, Dong-Hua,Shen, Jiang-Shan,Chen, Na,Ruan, Yi-Bin,Jiang, Yun-Bao. "A ratiometric luminescent sensing of Ag+ ion via in situ formation of coordination polymers". . p. 5900 - 5902. Retrieved 2011.
• 3、 Ghosh, Kumaresh,Tarafdar, Debojyoti,Samadder, Asmita,Khuda-Bukhsh, Anisur Rahman. "Pyridinum-based flexible tripodal cleft:A case of fluorescence sensing of ATP and dihydrogenphosphate under different conditions and cell imaging". . p. 35175 - 35180. Retrieved 2015.
• 4、 Mayr, Stefanie,Zipse, Hendrik. "Annelated Pyridine Bases for the Selective Acylation of 1,2-Diols". supporting information. . Retrieved 2022/03/08.
• 5、 Shimbo, Daisuke,Maruyama, Toshifumi,Tada, Norihiro,Itoh, Akichika. "N-Alkenylation of hydroxamic acid derivatives with ethynyl benziodoxolone to synthesizecis-enamides through vinyl benziodoxolones". supporting information. p. 2442 - 2447. Retrieved 2021/04/02.