4-Nitrophenethyl alcohol

Base Information

• Chemical Name: 4-Nitrophenethyl alcohol
• CAS No.: 100-27-6
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 29062990
• European Community (EC) Number: 202-835-8
• NSC Number: 55519
• DSSTox Substance ID: DTXSID7025764
• Nikkaji Number: J28.538B
• Wikidata: Q72494303
• ChEMBL ID: CHEMBL1485974
• Mol file: 100-27-6.mol

Synonyms:4-Nitrophenethyl alcohol;100-27-6;2-(4-Nitrophenyl)ethanol;4-Nitrobenzeneethanol;Benzeneethanol, 4-nitro-;P-NITROPHENETHYL ALCOHOL;2-(p-Nitrophenyl)ethanol;2-(4-nitrophenyl)ethan-1-ol;Phenethyl alcohol, p-nitro-;CCRIS 6079;4-Nitro-benzeneethanol;EINECS 202-835-8;MFCD00010202;NSC 55519;BRN 1866148;2-(4-nitro-phenyl)-ethanol;AI3-36320;DTXSID7025764;4-06-00-03083 (Beilstein Handbook Reference);AKOS 90322;4-nitrobenzene-ethanol;4-nitrophenethylalkohol;4-Nitrophenethylalcohol;2-(p-nitrophenyl) ethanol;2-(4-nitrophenyl)-ethanol;Oprea1_314753;SCHEMBL250473;DTXCID305764;4-Nitrophenethyl alcohol, 99%;CHEMBL1485974;2-(4-Nitrophenyl)ethyl Alcohol;AMY14610;BCP04523;CS-M0671;NSC55519;Tox21_200285;CK2458;NSC-55519;AKOS000279533;AKOS015967331;PS-4048;NCGC00091653-01;NCGC00091653-02;NCGC00091653-03;NCGC00257839-01;CAS-100-27-6;SY059047;FT-0608686;N0569;EN300-141955;W-108971;Z276600186

Chemical Property of 4-Nitrophenethyl alcohol

Chemical Property:

• Appearance/Colour: Yellow to orange crystalline powder
• Vapor Pressure: 0.000455mmHg at 25°C
• Melting Point: 59-62 °C(lit.)
• Refractive Index: 1.581
• Boiling Point: 301.8 °C at 760 mmHg
• PKA: 14.57±0.10(Predicted)
• Flash Point: 144.5 °C
• PSA: 66.05000
• Density: 1.27 g/cm³
• LogP: 1.65280
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Methanol (Slightly)
• Water Solubility.: <0.01 g/100 mL at 18℃
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

98% ^*data from raw suppliers

4-Nitro-benzeneethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 22-36-40-36/37/38
• Safety Statements: 22-24/25-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCO)[N+](=O)[O-]
• Uses: 4-Nitro-benzeneethanol is a useful synthetic intermediate. It can be used to synthesize N-phenylethylindole carboxamides as SAR study of allosteric modulators of CB1 receptor. It can also be used to prepare 2-aza-2''-deoxyinosine-containing oligodeoxyribonucleotide duplexes.

Technology Process of 4-Nitrophenethyl alcohol

There total 42 articles about 4-Nitrophenethyl alcohol 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: 97.0%

β-(2,4-dinitrophenyl)ethyl nitrate (1081-79-4) → 2-(4-nitrophenyl)ethanol (100-27-6)

Guidance literature:

With nitric acid; urea; for 5h; Heating;

Reference yield: 81.0%

N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (88121-73-7) + methylamine (74-89-5) → N6-(methylcarbamoyl)adenosine (39960-64-0) + 2-(4-nitrophenyl)ethanol (100-27-6)

Guidance literature:

In pyridine; at 120 ℃; for 6h;

DOI:10.1002/hlca.19940770509

Reference yield: 73.0%

2-(4'-aminophenyl)ethyl alcohol (104-10-9) → 2-(4-nitrophenyl)ethanol (100-27-6)

Guidance literature:

With Oxone; sodium hydroxide; In water; acetone; at 8 ℃; buffer (NaHCO₃);

DOI:10.1016/0040-4039(95)00281-G

upstream raw materials:

p-Nitrophenyloxirane

ETHYL 4-NITROPHENYLACETATE

acetic acid phenethyl ester

formaldehyd

Downstream raw materials:

2-(4-nitrophenyl)ethyl chloride

2-(4'-aminophenyl)ethyl alcohol

N²-isobutyryl-O⁶-<2-(4-nitrophenyl)ethyl>guanosine

N²,2',3',5'-tetraisobutyryl-O⁶-p-nitrophenylethylguanosine

Refernces

• 1、 Webb, Kevin S.,Seneviratne, Viran. "A Mild Oxidation of Aromatic Amines". . p. 2377 - 2378. Retrieved 1995.
• 2、 Zhang, Jianbo,Park, Sehoon,Chang, Sukbok. "Piers' borane-mediated hydrosilylation of epoxides and cyclic ethers". . p. 7243 - 7246. Retrieved 2018.
• 3、 Wan, Peter,Culshaw, Stephen,Yates, Keith. "Photohydration of Aromatic Alkenes and Alkynes". . p. 2509 - 2515. Retrieved 1982.
• 4、 Yoon et al.. "". . p. 2786,2791. Retrieved 1973.
• 5、 Xie, Jin,Yang, Fengzhi,Zhang, Man,Lam, Celine,Qiao, Yixue,Xiao, Jia,Zhang, Dongdong,Ge, Yuxuan,Fu, Lei,Xie, Dongsheng. "Antiproliferative activity and SARs of caffeic acid esters with mono-substituted phenylethanols moiety". . p. 131 - 134. Retrieved 2016/12/27.