4-Nitrobenzyl bromoacetate

Base Information

• Chemical Name: 4-Nitrobenzyl bromoacetate
• CAS No.: 16869-24-2
• Molecular Formula: C9H8 Br N O4
• Molecular Weight: 274.071
• Hs Code.: 2915900090
• European Community (EC) Number: 625-127-4
• DSSTox Substance ID: DTXSID10426732
• Wikidata: Q82239559
• Mol file: 16869-24-2.mol

Synonyms:4-Nitrobenzyl bromoacetate;16869-24-2;4-Nitrobenzyl 2-bromoacetate;(4-nitrophenyl)methyl 2-bromoacetate;p-nitrobenzyl bromoacetate;Acetic acid, bromo-, (4-nitrophenyl)methyl ester;Bromoacetic acid 4-nitrobenzyl ester;4-Nitrobenzyl2-bromoacetate;SCHEMBL145875;Acetic acid, 2-bromo-, (4-nitrophenyl)methyl ester;p-nitrobenzyl alpha-bromoacetate;DTXSID10426732;4-Nitrobenzyl bromoacetate, 97%;AKOS005206996;AS-68617;CS-0324213;FT-0619221;A811002;J-010474

Chemical Property of 4-Nitrobenzyl bromoacetate

Chemical Property:

• Vapor Pressure: 1.27E-05mmHg at 25°C
• Melting Point: 48-50°C
• Refractive Index: 1.59
• Boiling Point: 105-106°C/5mm
• Flash Point: 176.7°C
• PSA: 72.12000
• Density: 1.638g/cm³
• LogP: 2.55610
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 272.96367
• Heavy Atom Count: 15
• Complexity: 233

Purity/Quality:

99% ^*data from raw suppliers

4-Nitrobenzyl bromoacetate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1COC(=O)CBr)[N+](=O)[O-]

Technology Process of 4-Nitrobenzyl bromoacetate

There total 3 articles about 4-Nitrobenzyl bromoacetate 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: 86.0%

4-nitrobenzyl chloride (619-73-8) + 2-Bromoacetyl bromide (598-21-0) → 4-nitrobenzyl bromoacetate (16869-24-2)

Guidance literature:

With collidine; In dichloromethane; at 0 - 20 ℃; for 24h;

Reference yield:

4-nitrobenzyl chloride (619-73-8) + bromoacetic acid (79-08-3) → 4-nitrobenzyl bromoacetate (16869-24-2)

Guidance literature:

With toluene-4-sulfonic acid; benzene;

DOI:10.1021/jf60093a005

Reference yield:

sodium 2-bromoacetate (1068-52-6) + 1-bromomethyl-4-nitro-benzene (100-11-8) → 4-nitrobenzyl bromoacetate (16869-24-2)

Guidance literature:

With ethanol;

upstream raw materials:

4-nitrobenzyl chloride

bromoacetic acid

sodium 2-bromoacetate

1-bromomethyl-4-nitro-benzene

Downstream raw materials:

p-Nitrobenzyl (4-tert-butylthio-2-oxo-1-azetidinyl)-acetate

p-nitrobenzyl 2-[4-methylthio-3-(1-(p-nitrobenzyloxycarbonyloxy)-ethyl)-2-oxoazetidinyl]-acetate

(3S,4S)-3-(tert-butoxycarbonylamino)-4-carbamoyl-1-(p-nitrobenzyloxycarbonylmethoxy)-2-azetidinone

4'-Nitrobenzyl 2-(4-allylthioazetidin-2-on-1-yl)acetate

Refernces

• 1、 Feng, Chao,Tang, Hai-Jun,Zhang, Xinggui,Zhang, Yu-Feng. "Visible-Light-Assisted Gold-Catalyzed Fluoroarylation of Allenoates". supporting information. p. 5242 - 5247. Retrieved 2020/02/28.
• 2、 Kaushik,Pahwa, Ashima,Kumar, Devinder,Kumar, Ashwani,Singh, Dharmendra,Kumar, Krishan,Luxmi, Raj. "Synthesis and Antimicrobial Evaluation of (1-(2-(Benzyloxy)-2-oxoethyl)-1H-1,2,3-triazol-4-yl)methyl Benzoate Analogues". . p. 1720 - 1728. Retrieved 2018/07/25.