Bitoscanate

Base Information

• Chemical Name: Bitoscanate
• CAS No.: 4044-65-9
• Molecular Formula: C8H4 N2 S2
• Molecular Weight: 192.265
• Hs Code.: 2930909090
• European Community (EC) Number: 223-741-3
• NSC Number: 758884
• UN Number: 2928
• UNII: 6D1R3P86GX
• DSSTox Substance ID: DTXSID3046532
• Nikkaji Number: J8.674F
• Wikipedia: Bitoscanate
• Wikidata: Q4918921
• NCI Thesaurus Code: C72149
• ChEMBL ID: CHEMBL2104676
• Mol file: 4044-65-9.mol

Synonyms:1,4-phenylenediisothiocyanate;bitoscanate;Jonit;L-6842;phenylene diisothiocyanate

Chemical Property of Bitoscanate

Chemical Property:

• Appearance/Colour: powder white
• Vapor Pressure: 0.000182mmHg at 25°C
• Melting Point: 129-131 ºC(lit.)
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 339.4°C at 760 mmHg
• Flash Point: 167.2°C
• PSA: 88.90000
• Density: 1.2g/cm³
• LogP: 3.15520
• Storage Temp.: −20°C
• Sensitive.: Moisture Sensitive
• Solubility.: chloroform: clear
• Water Solubility.: Hydrolyzes in water.
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 191.98159048
• Heavy Atom Count: 12
• Complexity: 205
• Transport DOT Label: Poison Corrosive

Purity/Quality:

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

1,4-Phenylene diisothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): XnXi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-42
• Safety Statements: 22-26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N=C=S)N=C=S
• Uses: It is used in the treatment of?hookworms. Reagent for solid-phase sequencing. anthelmintic

Technology Process of Bitoscanate

There total 16 articles about Bitoscanate 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: 83.0%

N,N'-(1,4-Phenylene)bis(methyldithiocarbamate) (19972-69-1) → 1 ,4-phenylenediisothiocyanate (4044-65-9)

Guidance literature:

With ammonium hydroxide; mercury(II) oxide; In N,N-dimethyl-formamide; at 40 ℃; for 4h; also with other bis(dithiocarbamates) to form the corresponding p-arylenediisothiocyanates;

Reference yield: 72.0%

carbon disulfide (75-15-0,12122-00-8) + 1,4-phenylenediamine (106-50-3) → 1 ,4-phenylenediisothiocyanate (4044-65-9)

Guidance literature:

carbon disulfide; 1,4-phenylenediamine; With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

With p-toluenesulfonyl chloride; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

DOI:10.1039/c4ra00912f

Reference yield: 32.0%

Langlois reagent (2926-29-6) + 1,4-phenylenediamine (106-50-3) → 1 ,4-phenylenediisothiocyanate (4044-65-9)

Guidance literature:

With copper(l) iodide; phosphonic acid diethyl ester; In toluene; at 110 ℃; for 16h; Schlenk technique; Green chemistry;

DOI:10.1039/c7cc02373a

upstream raw materials:

carbon disulfide

1,4-phenylenediamine

thiophosgene

chloroform

Downstream raw materials:

1,4-bis-(4-methoxy-thiobenzoylamino)-benzene

1,4-Bis-benzol

(4-Phenylsulfanylthiocarbonylamino-phenyl)-dithiocarbamic acid phenyl ester

3,3'-diisopropyl-1,1'-p-phenylene-bis-thiourea

Refernces

• 1、 Liao, Yan-Yan,Deng, Jian-Chao,Ke, Yan-Ping,Zhong, Xiao-Lin,Xu, Li,Tang, Ri-Yuan,Zheng, Wenxu. "Isothiocyanation of amines using the Langlois reagent". supporting information. p. 6073 - 6076. Retrieved 2017/07/10.
• 2、 Sun, Nan,Li, Bin,Shao, Jianping,Mo, Weimin,Hu, Baoxiang,Shen, Zhenlu,Hu, Xinquan. "A general and facile one-pot process of isothiocyanates from amines under aqueous conditions". experimental part. p. 61 - 70. Retrieved 2012/04/04.