4-Nitrobenzyl thiocyanate

Base Information

• Chemical Name: 4-Nitrobenzyl thiocyanate
• CAS No.: 13287-49-5
• Molecular Formula: C8H6 N2 O2 S
• Molecular Weight: 194.214
• Hs Code.: 2930909090
• European Community (EC) Number: 236-299-1
• NSC Number: 56364
• DSSTox Substance ID: DTXSID5074503
• Nikkaji Number: J213.809C
• Wikidata: Q82002828
• Mol file: 13287-49-5.mol

Synonyms:4-Nitrobenzyl thiocyanate;13287-49-5;(4-nitrophenyl)methyl thiocyanate;Thiocyanic acid, (4-nitrophenyl)methyl ester;p-Nitrobenzylthiocyanate;p-Nitrobenzyl thiocyanate;Thiocyanic acid, 4-nitrobenzyl ester;4-Nitrobenzylthiocyanate;Thiocyanic acid, (p-nitrobenzyl) ester;EINECS 236-299-1;NSC 56364;1-Nitro-4-(thiocyanatomethyl)benzene;WLN: NCS1R DNW;Cambridge id 5135267;SCHEMBL609932;DTXSID5074503;BENZOOXAZOL-2-YL-ACETICACID;NSC56364;MFCD00024784;NSC-56364;AKOS024319142;LS-152713;A806514

Chemical Property of 4-Nitrobenzyl thiocyanate

Chemical Property:

• Vapor Pressure: 1.33E-05mmHg at 25°C
• Melting Point: 83-85°C
• Boiling Point: 367.9°Cat760mmHg
• Flash Point: 176.3°C
• PSA: 94.91000
• Density: 1.373g/cm³
• LogP: 2.83228
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 194.01499861
• Heavy Atom Count: 13
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

4-NitrobenzylThiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/22:Harmful by inhalation and if swallowed.; R32:Contact with acids liberates very toxic gas.
• Hazard Codes: R20/22:Harmful by inhalation and if swallowed.; R32:Contact with acids liberates very toxic gas.
• Statements: 20/22-32
• Safety Statements: 22-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CSC#N)[N+](=O)[O-]

Technology Process of 4-Nitrobenzyl thiocyanate

There total 24 articles about 4-Nitrobenzyl thiocyanate 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%

ammonium thiocyanate + 4-nitrobenzyl chloride (619-73-8) → 4-Nitro-benzylthiocyanat (13287-49-5)

Guidance literature:

ammonium thiocyanate; With 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octanebis(tetrafluoroborate); In acetonitrile; at 20 ℃; for 0.333333h;

4-nitrobenzyl chloride; In acetonitrile; for 1h;

DOI:10.1016/j.jfluchem.2012.03.005

Reference yield: 97.3%

1-bromomethyl-4-nitro-benzene (100-11-8) → 4-Nitro-benzylthiocyanat (13287-49-5)

Guidance literature:

With sodium thiocyanide; In water; at 60 ℃; for 1h;

DOI:10.1002/ejoc.201001227

Reference yield: 95.0%

2-(4-nitrobenzyloxy)tetrahydro-2H-pyran (18483-99-3) + ammonium thiocyanate (1147550-11-5) → 4-Nitro-benzylthiocyanat (13287-49-5)

Guidance literature:

ammonium thiocyanate; With triphenylphosphine dibromide 1:1 addition complex; In acetonitrile; at 20 ℃;

2-(4-nitrobenzyloxy)tetrahydro-2H-pyran; In acetonitrile; at 20 ℃;

DOI:10.1080/104265090917439

upstream raw materials:

benzyl thiocyanate

potassium thioacyanate

1-bromomethyl-4-nitro-benzene

4-nitrobenzyl chloride

Downstream raw materials:

bis(4-nitrobenzyl) sulfide

(p-nitrophenyl)methanethiol

1,4-Bis-[5-(4-nitro-phenyl)-thiazol-2-yl]-piperazine

(4-Methoxy-phenyl)-[5-(4-nitro-phenyl)-thiazol-2-yl]-amine

Refernces

• 1、 Stott, P.E.,Bradshaw, J. S.,Parish, W. W.. "Modified Crown Ether Catalysis. 3. Structural Parameters Affecting Phase Transfer Catalysis by Crown Ethers and a Comparison of the Effectiveness of Crown Ethers to That of Other Phase Transfer Catalysts". . p. 4810 - 4815. Retrieved 1980.
• 2、 Zhang, Guofu,Xuan, Lidi,Zhao, Yiyong,Ding, Chengrong. "Sulfuryl Fluoride Promoted Thiocyanation of Alcohols: A Practical Method for Preparing Thiocyanates". supporting information. p. 1413 - 1417. Retrieved 2020/10/02.
• 3、 Banerjee, Kaustav,Padmavathi, Ganesan,Bhattacherjee, Debojit,Saha, Suchismita,Kunnumakkara, Ajaikumar B.,Bhabak, Krishna P.. "Potent anti-proliferative activities of organochalcogenocyanates towards breast cancer". . p. 8769 - 8782. Retrieved 2018/11/30.