p-Nitrobenzyl tosylate

Base Information

• Chemical Name: p-Nitrobenzyl tosylate
• CAS No.: 4450-68-4
• Molecular Formula: C14H13 N O5 S
• Molecular Weight: 307.327
• Hs Code.: 2906299090
• European Community (EC) Number: 685-544-2
• DSSTox Substance ID: DTXSID6063480
• Nikkaji Number: J246.668F
• Wikidata: Q72494495
• Mol file: 4450-68-4.mol

Synonyms:p-Nitrobenzyl tosylate;4450-68-4;4-Nitrobenzyl tosylate;(4-nitrophenyl)methyl 4-methylbenzenesulfonate;CCRIS 5121;1-METHYL-4-[(4-NITROPHENYL)METHOXYSULFONYL]BENZENE;Benzenemethanol, 4-nitro-, 4-methylbenzenesulfonate (ester);Benzenemethanol, 4-nitro-, 1-(4-methylbenzenesulfonate);BENZYL ALCOHOL, p-NITRO-, p-TOLUENESULFONATE (ester);SCHEMBL197968;4-nitrobenzyl p-toluenesulfonate;DTXSID6063480;LS-43122;p-Toluenesulfonic acid p-nitrobenzyl ester;(4-nitrophenyl)methyl 4-methylbenzene-1-sulfonate;EN300-12625173

Chemical Property of p-Nitrobenzyl tosylate

Chemical Property:

• Vapor Pressure: 1.39E-09mmHg at 25°C
• Boiling Point: 498.5°Cat760mmHg
• Flash Point: 255.3°C
• PSA: 97.57000
• Density: 1.357g/cm³
• LogP: 4.41270
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 307.05144369
• Heavy Atom Count: 21
• Complexity: 437

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of p-Nitrobenzyl tosylate

There total 6 articles about p-Nitrobenzyl tosylate 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: 95.0%

4-nitrobenzyl chloride (619-73-8) + p-toluenesulfonyl chloride (98-59-9) → 4-nitrobenzyl tosylate (4450-68-4)

Guidance literature:

With aluminum dodecamolybdophosphate; at 20 ℃; for 0.233333h;

DOI:10.1139/V06-066

Reference yield: 92.0%

benzene (75067-08-2) + (E)-1-(4-nitrobenzylidene)hydrazine (175921-95-6) → 4-nitrobenzyl tosylate (4450-68-4)

Guidance literature:

In dichloromethane;

DOI:10.1055/s-1997-702

Reference yield: 90.0%

4-nitrobenzyl chloride (619-73-8) + toluene-4-sulfonic acid (104-15-4) → 4-nitrobenzyl tosylate (4450-68-4)

Guidance literature:

toluene-4-sulfonic acid; With potassium phosphate monohydrate; bis(trichloromethyl) carbonate; In dichloromethane; at 0 - 5 ℃; for 0.0833333h;

With triethylamine; In dichloromethane; at 20 ℃; for 0.333333h;

4-nitrobenzyl chloride; With trimethylamine hydrochloride; In dichloromethane; at 20 ℃; for 0.5h;

upstream raw materials:

4-nitrobenzyl chloride

p-toluenesulfonyl chloride

silver(I) 4-methylbenzenesulfonate

1-bromomethyl-4-nitro-benzene

Downstream raw materials:

(S)-2-Benzyloxycarbonylamino-4-hydroxy-butyric acid 4-nitro-benzyl ester

2-((4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid 4-nitro-benzyl ester

1-nitro-4-(ethoxymethyl)benzene

N-(4-nitro-benzyl)-p-toluidine

Refernces

• 1、 -. "New process for the production of alkyltosylate from alcohol and para-toluene sulfonic acid". Paragraph 0028; 0029. . Retrieved 2016/12/16.
• 2、 Yang, Yanhui,Voak, Andrew,Wilkinson, Shane R.,Hu, Longqin. "Design, synthesis, and evaluation of potential prodrugs of DFMO for reductive activation". supporting information. p. 6583 - 6586. Retrieved 2013/01/14.