2,4-Dichloro-1-naphthol

Base Information

• Chemical Name: 2,4-Dichloro-1-naphthol
• CAS No.: 2050-76-2
• Molecular Formula: C10H6Cl2O
• Molecular Weight: 213.063
• Hs Code.: 29081990
• European Community (EC) Number: 218-103-6
• NSC Number: 6322
• UNII: P44B2Y7RIO
• DSSTox Substance ID: DTXSID4062141
• Nikkaji Number: J40.502G
• Wikidata: Q63408745
• Mol file: 2050-76-2.mol

Synonyms:2,4-Dichloro-1-naphthol;2050-76-2;2,4-dichloronaphthalen-1-ol;2,4-Dichloronaphthol;1-Naphthalenol, 2,4-dichloro-;1-Naphthol, 2,4-dichloro-;2,4-Dichloro-.alpha.-naphthol;P44B2Y7RIO;NSC 6322;NSC-6322;EINECS 218-103-6;AI3-00183;1-Naphthalenol,2,4-dichloro-;2,4-dichloro-1-naphthalenol;1-Naphthol,4-dichloro-;2,4-dichloronaphth-1-ol;2.4-Dichloro-1-naphthol;UNII-P44B2Y7RIO;1-Naphthalenol,4-dichloro-;SCHEMBL553501;DTXSID4062141;2,4-DICHLORO-1-NAPHTOL;NSC6322;2,4-Dichloro-1-naphthol, 95%;MFCD00003931;AKOS005264344;AS-59827;2,4-Dichloro-1-naphthol, for photography;CS-0204497;D0383;FT-0709132;D95273;Q-102065;Q63408745

Chemical Property of 2,4-Dichloro-1-naphthol

Chemical Property:

• Appearance/Colour: beige-yellowish crystalline powder
• Vapor Pressure: 4.43E-05mmHg at 25°C
• Melting Point: 104-107 °C(lit.)
• Refractive Index: 1.69
• Boiling Point: 340.2 °C at 760 mmHg
• Flash Point: 134 °C
• PSA: 20.23000
• Density: 1.46 g/cm³
• LogP: 3.85220
• Storage Temp.: 2-8°C
• Solubility.: pyridine: soluble5%, clear, colorless to dark yellow
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 211.9795702
• Heavy Atom Count: 13
• Complexity: 186

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,4-Dichloro-1-naphthol [for photography] >97.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Naphthols
• Canonical SMILES: C1=CC=C2C(=C1)C(=CC(=C2O)Cl)Cl
• Uses: 2,4-Dichloro-1-naphthol has been used in:spectrophotometric determination of arginine with previous modifications of the Sakaguchi reactionguanidinoacetate and guanidinosuccinate assay of urine, an indicator of kidney dysfunction

Technology Process of 2,4-Dichloro-1-naphthol

There total 17 articles about 2,4-Dichloro-1-naphthol 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: 80.0%

α-naphthol (90-15-3) → 2,4-dichloronaphthol (2050-76-2)

Guidance literature:

With N-chloro-N-methoxybenzenesulfonamide; In acetonitrile; at 0 ℃; for 3h;

DOI:10.1002/ejoc.201601226

Reference yield: 65.0%

α-naphthol (90-15-3) → 2,4-dichloronaphthol (2050-76-2) + 2-chloro-1-naphthol (606-40-6)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; sulfuryl dichloride; In toluene; at 25 ℃; for 24h; regioselective reaction;

DOI:10.1021/acscatal.8b00327

Reference yield: 63.7%

4-chloronaphthalen-1-ol (604-44-4) → 2,4-dichloronaphthol (2050-76-2)

Guidance literature:

With sulfuryl dichloride; In dichloromethane; at 25 ℃; for 13h; Inert atmosphere;

DOI:10.1002/asia.201000804

upstream raw materials:

α-naphthol

4,4'-trisulfanediyl-di-[1]naphthol

4-chloronaphthalen-1-ol

naphthalene

Downstream raw materials:

2-chloro-[1,4]naphthoquinone-4-(4-dimethylamino-phenylimine)

acetic acid-(2,4-dichloro-[1]naphthyl ester)

(2,4-dichloro-[1]naphthyloxy)-acetic acid

2-chloro-1,4-naphthoquinone

Refernces

• 1、 Xiong, Xiaodong,Yeung, Ying-Yeung. "Ammonium Salt-Catalyzed Highly Practical Ortho-Selective Monohalogenation and Phenylselenation of Phenols: Scope and Applications". . p. 4033 - 4043. Retrieved 2018/05/22.
• 2、 Ding, Zhensheng,Xue, Song,Wulff, William D.. "A succinct synthesis of the vaulted biaryl ligand vanol via a dienone-phenol rearrangement". . p. 2130 - 2146. Retrieved 2011/10/18.