1-Naphthoyl chloride

Base Information

• Chemical Name: 1-Naphthoyl chloride
• CAS No.: 879-18-5
• Molecular Formula: C11H7ClO
• Molecular Weight: 190.629
• Hs Code.: 2916.39
• European Community (EC) Number: 212-903-9
• NSC Number: 9841
• UNII: QEJ8QRD2LC
• DSSTox Substance ID: DTXSID4061252
• Nikkaji Number: J150.362F
• Wikidata: Q60982057
• Mol file: 879-18-5.mol

Synonyms:1-Naphthoyl chloride;879-18-5;1-Naphthalenecarbonyl chloride;1-Naphthoylchloride;naphthalene-1-carbonyl chloride;1-Naphthoic acid chloride;1-(Chlorocarbonyl)naphthalene;alpha-Naphthoyl chloride;.alpha.-Naphthoyl chloride;NSC 9841;NSC-9841;EINECS 212-903-9;MFCD00004002;1-Naphthalenecarbonylchloride1-Naphthoylchloride;naphthoylchloride;naphthoyl chloride;l-naphthoylchloride;1-Napthoylchloride;1-naphtoyl chloride;1-napthoyl chloride;l-naphthoyl chloride;1-naphthaloylchloride;QEJ8QRD2LC;1-naphthylcarbonyl chloride;1-Naphthoyl chloride, 97%;SCHEMBL123694;napthalene-1-carbonyl chloride;DTXSID4061252;NSNPSJGHTQIXDO-UHFFFAOYSA-;NSC9841;AMY25804;1-naphthalenecarboxylic acid chloride;AKOS005259079;naphthalene-1-carboxylic acid chloride;AS-14388;BP-10738;FT-0608117;N0047;EN300-33504;F11279;A842408;W-104001;F2190-0085

Chemical Property of 1-Naphthoyl chloride

Chemical Property:

• Appearance/Colour: Low melting solid/liquid
• Vapor Pressure: 0.00134mmHg at 25°C
• Melting Point: 16-19 °C(lit.)
• Refractive Index: n20/D 1.652(lit.)
• Boiling Point: 297.5 °C at 760 mmHg
• Flash Point: 141.2 °C
• PSA: 17.07000
• Density: 1.271 g/cm³
• LogP: 3.21880
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water.
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 190.0185425
• Heavy Atom Count: 13
• Complexity: 202

Purity/Quality:

99% ^*data from raw suppliers

1-Naphthoyl Chloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34-37-14
• Safety Statements: 26-36/37/39-45-28A-60-30-20-8

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2C(=O)Cl
• Uses: 1-Naphthoyl chloride has been used as derivatization reagent in analysis of short-chained dodecyl alcohol ethoxylates and dodecyl alcohol by solid-phase extraction combined with dispersive liquid-liquid micro extraction method, as fluorescent labeling reagent in determination of T-2 and HT-2 toxins by HPLC with fluorescence detection, in Arndt-Eistert synthesis in the presence of trimethylsilyldiazomethane and in preparation of 2-ethyl-1-pentyl-3-(1-naphthoyl)indole. 1-Naphthoyl chloride has been used:as derivatization reagent in analysis of short-chained dodecyl alcohol ethoxylates and dodecyl alcohol by solid-phase extraction combined with dispersive liquid-liquid microextraction methodas fluorescent labeling reagent in determination of T-2 and HT-2 toxins by HPLC with fluorescence detectionin Arndt-Eistert synthesis in the presence of trimethylsilyldiazomethanein preparation of 2-ethyl-1-pentyl-3-(1-naphthoyl)indole

Technology Process of 1-Naphthoyl chloride

There total 16 articles about 1-Naphthoyl 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: 98.0%

carbon monoxide (201230-82-2) + 1-Iodonaphthalene (90-14-2) → naphthalene-1-carbonic acid chloride (879-18-5)

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; benzyltriphenylphosphonium chloride; In toluene; at 110 ℃; for 24h; under 38002.6 Torr; Glovebox; Autoclave; Inert atmosphere;

DOI:10.1021/ja4098093

Reference yield: 71.0%

1-Iodonaphthalene (90-14-2) + 4-nitro-benzoyl chloride (122-04-3) → p-nitrobenzene iodide (636-98-6) + naphthalene-1-carbonic acid chloride (879-18-5)

Guidance literature:

With (Xantphos)Pd(4-C₆H₄NO₂)(I); In benzene; at 90 ℃; for 20h; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.8b06605

Reference yield:

oxalyl dichloride (79-37-8) + 1-naphthalenecarboxylic acid (86-55-5) → naphthalene-1-carbonic acid chloride (879-18-5)

Guidance literature:

With N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.3762/bjoc.15.208

upstream raw materials:

oxalyl dichloride

naphthalene

tetrachloromethane

iron(III) chloride

Downstream raw materials:

2-(naphthalen-1-yl)-N-phenylpropanamide

1-acetylamino-2-[1]naphthoyloxy-benzene

[1]naphthoic acid-(2-chloroacetyl-phenyl ester)

1-benzoylamino-2-[1]naphthoyloxy-benzene

Refernces

• 1、 Tanaka, Kenta,Tanaka, Yuta,Kishimoto, Mami,Hoshino, Yujiro,Honda, Kiyoshi. "Friedel–Crafts approach to the one-pot synthesis of methoxy-substituted thioxanthylium salts". . p. 2105 - 2112. Retrieved 2019/09/30.
• 2、 Lee, Yong Ho,Morandi, Bill. "Metathesis-active ligands enable a catalytic functional group metathesis between aroyl chlorides and aryl iodides". . p. 1016 - 1022. Retrieved 2018/09/06.