Dichlone

Base Information

• Chemical Name: Dichlone
• CAS No.: 117-80-6
• Molecular Formula: C10H4Cl2O2
• Molecular Weight: 227.047
• Hs Code.: 2914.70
• European Community (EC) Number: 204-210-5
• NSC Number: 537
• UN Number: 2902,2761
• UNII: C28BKZ2J9A
• DSSTox Substance ID: DTXSID7020425
• Nikkaji Number: J2.473B
• Wikipedia: Dichlone
• Wikidata: Q3026530
• Pharos Ligand ID: FAG2YX88T7DQ
• ChEMBL ID: CHEMBL318782
• Mol file: 117-80-6.mol

Synonyms:2,3-dichloro-1,4-naphthoquinone;dichlone;Phygon

Chemical Property of Dichlone

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Vapor Pressure: 0.000897mmHg at 25°C
• Melting Point: 194-197 °C(lit.)
• Refractive Index: 1.634
• Boiling Point: 304 °C at 760 mmHg
• Flash Point: 127.5 °C
• PSA: 34.14000
• Density: 1.54 g/cm³
• LogP: 2.75480
• Storage Temp.: Store below +30°C.
• Water Solubility.: 0.008 g/L
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 225.9588348
• Heavy Atom Count: 14
• Complexity: 301
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

2,?3-?Dichloro-?1,?4-?naphthoquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; N
• Hazard Codes: Xn,N
• Statements: 22-36/38-50/53
• Safety Statements: 26-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Fungicides
• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C(=C(C2=O)Cl)Cl
• Uses: Fungicide for agriculture and textiles; herbicide. Fungicide used on fruits, field crops and vegetables Use in textiles, as organic catalyst, as chemical intermediate, as additive in dye binders. Also used as an important catalyst to produce 3,3-dichlorobenzene.

Technology Process of Dichlone

There total 72 articles about Dichlone 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: 88.0%

2-chloro-1,4-naphthoquinone (1010-60-2) → 2,3-Dichloro-1,4-naphthoquinone (117-80-6)

Guidance literature:

With pyridine; thionyl chloride; In benzene; for 3.5h; Heating;

DOI:10.1021/jo00110a036

Reference yield: 87.0%

[1,4]naphthoquinone (130-15-4) → 2,3-Dichloro-1,4-naphthoquinone (117-80-6)

Guidance literature:

With pyridine; thionyl chloride; In benzene; for 3.5h; Heating;

DOI:10.1021/jo00110a036

Reference yield: 74.0%

1,4-Dihydroxynaphthalene (571-60-8) → 2,3-Dichloro-1,4-naphthoquinone (117-80-6)

Guidance literature:

With pyridine; thionyl chloride; In benzene; for 3h; Heating;

DOI:10.1021/jo00110a036

upstream raw materials:

naphthalene

ethanol

2,2,3,4,4-pentachloro-1-oxo-1,2,3,4-tetrahydronaphthaline

α-naphthol

Downstream raw materials:

NSC₃₅₈₅₁

2-chloro-3-morpholin-4-yl-[1,4]naphthoquinone

3-trityl-dinaphtho[2,1-b;2',3'-d]furan-8,13-quinone

12-benzoylnaphtho<2,3-b>indolizine-6,11-dione

Refernces

• 1、 Ebine,S.. "". . p. 117 - 121. Retrieved 1962.
• 2、 Ebine,S.. "-". . p. 122 - 124. Retrieved 1962.
• 3、 Cheng, Yu,An, Lin-Kun,Wu, Ning,Wang, Xiao-Dong,Bu, Xian-Zhang,Huang, Zhi-Shu,Gu, Lian-Quan. "Synthesis, cytotoxic activities and structure-activity relationships of topoisomerase I inhibitors: Indolizinoquinoline-5,12-dione derivatives". . p. 4617 - 4625. Retrieved 2008/12/20.
• 4、 Avdeenko,Zhukova. "Reaction of semiquinoid compounds derived from N-arylsulfonyl-p-quinonemono- and diimines with tosylhydrazine". . p. 816 - 819. Retrieved 2007/10/03.