p-Nitrophenethyl acetate

Base Information

• Chemical Name: p-Nitrophenethyl acetate
• CAS No.: 104-30-3
• Molecular Formula: C10H11 N O4
• Molecular Weight: 209.202
• Hs Code.: 2915390090
• European Community (EC) Number: 203-193-1
• NSC Number: 190939
• UNII: 8K4U2L5EKG
• DSSTox Substance ID: DTXSID5059294
• Nikkaji Number: J31.540K
• Wikidata: Q81988735
• Mol file: 104-30-3.mol

Synonyms:p-Nitrophenethyl acetate;104-30-3;2-(4-nitrophenyl)ethyl acetate;4-nitrophenethyl acetate;P-NITROPHENETHYL ALCOHOL, ACETATE;Benzeneethanol, 4-nitro-, acetate (ester);Benzeneethanol, 4-nitro-, 1-acetate;8K4U2L5EKG;EINECS 203-193-1;Phenethyl alcohol, p-nitro-, acetate;NSC-190939;AI3-35598;UNII-8K4U2L5EKG;SCHEMBL9316221;Benzeneethanol, acetate (ester);DTXSID5059294;Acetic acid 4-nitrophenethyl ester;NSC190939

Chemical Property of p-Nitrophenethyl acetate

Chemical Property:

• Vapor Pressure: 0.000162mmHg at 25°C
• Boiling Point: 330.8°Cat760mmHg
• Flash Point: 149.9°C
• PSA: 72.12000
• Density: 1.226g/cm³
• LogP: 2.22360
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 209.06880783
• Heavy Atom Count: 15
• Complexity: 228

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCCC1=CC=C(C=C1)[N+](=O)[O-]

Technology Process of p-Nitrophenethyl acetate

There total 10 articles about p-Nitrophenethyl acetate 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: 98.0%

2-(4-nitrophenyl)ethanol (100-27-6) + benzylidene 1,1-diacetate (581-55-5) → 2-(4-nitrophenyl)ethyl acetate (104-30-3)

Guidance literature:

With C_. antarctica B immobilized lipase; In toluene; at 60 ℃; for 4h; Enzymatic reaction;

DOI:10.1021/acs.joc.1c00154

Reference yield: 97.0%

2-(4-nitrophenyl)ethanol (100-27-6) + acetic anhydride (108-24-7) → 2-(4-nitrophenyl)ethyl acetate (104-30-3)

Guidance literature:

With pyridine; dmap; In dichloromethane;

DOI:10.1016/S0960-894X(02)00026-4

Reference yield: 89.0%

2-(4-nitrophenyl)ethanol (100-27-6) + acetyl chloride (75-36-5) → 2-(4-nitrophenyl)ethyl acetate (104-30-3)

Guidance literature:

With triethylamine; In diethyl ether; at 20 ℃; for 2h;

DOI:10.1021/jo070814z

upstream raw materials:

acetic acid phenethyl ester

4-[2-p-toluenesulphonyloxy ethyl]nitrobenzene

acetic acid

ethanol

Downstream raw materials:

ethyl 4-nitrophenethyl ether

2-(4-nitrophenyl)ethanol

(5'-O-Trityl-thymidin-3')(2-chlor-4-nitrophenylaethyl)(p-nitrophenyl)phosphorsaeureester

(5'-O-Tritylthymidin-3')(2-chlorphenyl)(2-chlor-4-nitrophenylaethyl)phosphorsaeureester

Refernces

• 1、 Eljo, Jasmin,Carle, Myriam S.,Murphy, Graham K.. "Hypervalent Iodine-Based Activation of Triphenylphosphine for the Functionalization of Alcohols". supporting information. p. 2871 - 2875. Retrieved 2017/10/06.
• 2、 Young, Jonathan R.,Huang, Song X.,Walsh, Thomas F.,Wyvratt Jr., Matthew J.,Yang, Yi Tien,Yudkovitz, Joel B.,Cui, Jisong,Mount, George R.,Ren, Rena Ning,Wu, Tsuei-Ju,Shen, Xiaolan,Lyons, Kathryn A.,Mao, An-Hua,Carlin, Josephine R.,Karanam, Bindhu V.,Vincent, Stella H.,Cheng, Kang,Goulet, Mark T.. "2-Arylindoles as gonadotropin releasing hormone (GnRH) antagonists: Optimization of the tryptamine side chain". . p. 827 - 832. Retrieved 2007/10/03.