1-(Benzylsulfanyl)-4-nitrobenzene

Base Information

• Chemical Name: 1-(Benzylsulfanyl)-4-nitrobenzene
• CAS No.: 27691-43-6
• Molecular Formula: C13H11 N O2 S
• Molecular Weight: 245.302
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID10363330
• Nikkaji Number: J619.983F
• Wikidata: Q82146984
• Mol file: 27691-43-6.mol

Synonyms:1-(benzylsulfanyl)-4-nitrobenzene;27691-43-6;Benzyl(4-nitrophenyl)sulfane;1-benzylsulfanyl-4-nitrobenzene;BENZYL 4-NITROPHENYL SULFIDE;Benzyl(4-nitrophenyl) sulfide;SCHEMBL5376333;DTXSID10363330;MFCD00034549;AKOS005071086;Benzene, 1-nitro-4-[(phenylmethyl)thio]-;CS-0210226;FT-0680597;7W-0017;SR-01000306884;J-519824;SR-01000306884-1

Chemical Property of 1-(Benzylsulfanyl)-4-nitrobenzene

Chemical Property:

• Vapor Pressure: 3.08E-06mmHg at 25°C
• Melting Point: 91-93°
• Boiling Point: 399.8°Cat760mmHg
• Flash Point: 195.6°C
• PSA: 71.12000
• Density: 1.27g/cm³
• LogP: 4.41030
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 245.05104977
• Heavy Atom Count: 17
• Complexity: 240

Purity/Quality:

98%min ^*data from raw suppliers

1-(Benzylsulfanyl)-4-nitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CSC2=CC=C(C=C2)[N+](=O)[O-]
• Uses: 1-(Benzylsulfanyl)-4-nitrobenzene is a useful reagent for cross-coupling of thiols with aryl halides, such as aryl iodides.

Technology Process of 1-(Benzylsulfanyl)-4-nitrobenzene

There total 60 articles about 1-(Benzylsulfanyl)-4-nitrobenzene 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: 99.0%

benzyl bromide (100-39-0) + para-nitrophenyl bromide (586-78-7) → 1-(benzylsulphanyl)-4-Nitrobenzene (27691-43-6)

Guidance literature:

With palladium diacetate; potassium carbonate; thiourea; XPhos; In water; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/adsc.201100788

Reference yield: 97.0%

benzyl chloride (100-44-7) + 4-nitro-aniline (100-01-6,104810-17-5) → 1-(benzylsulphanyl)-4-Nitrobenzene (27691-43-6)

Guidance literature:

benzyl chloride; With [2,2]bipyridinyl; copper(ll) sulfate pentahydrate; sodium thiosulfate pentahydrate; In methanol; water; at 80 ℃; for 2h; Schlenk technique;

4-nitro-aniline; With tert.-butylnitrite; In methanol; water; at 0 - 80 ℃; for 4.66667h; Schlenk technique;

DOI:10.1021/ol5009747

Reference yield: 97.0%

benzyl bromide (100-39-0) + 4-chlorobenzonitrile (100-00-5) → 1-(benzylsulphanyl)-4-Nitrobenzene (27691-43-6)

Guidance literature:

With palladium diacetate; potassium carbonate; thiourea; XPhos; In water; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/adsc.201100788

upstream raw materials:

di(p-nitrophenyl) disulfide

benzyl chloride

para-nitrobenzenethiol

S-benzylisothiourea hydrochloride

Downstream raw materials:

4-(4-nitrophenylsulfonylmethyl)benzene

benzyl 4-nitrophenyl sulphoxide

α-chlorobenzyl 4-nitronitrophenyl sulphoxide

(R)-1-(benzylsulfinyl)-4-nitrobenzene

Refernces

• 1、 -. "USP30 INHIBITORS AND USES THEREOF". Paragraph 00753-00754. . Retrieved 2021/03/19.
• 2、 Sokolov, Anatolii I.,Mikhaylov, Andrey A.,Baleeva, Nadezhda S.,Baranov, Mikhail S.. "Xanthates as Thiol Surrogates for Nucleophilic Substitution with Aryl Halides". . p. 4350 - 4357. Retrieved 2021/08/24.