4-Nitrocinnamyl alcohol

Base Information

• Chemical Name: 4-Nitrocinnamyl alcohol
• CAS No.: 1504-63-8
• Molecular Formula: C₉H₉NO₃
• Molecular Weight: 179.175
• Hs Code.: 29062990
• European Community (EC) Number: 623-717-6
• Nikkaji Number: J410.602D,J747.656F
• Wikidata: Q106902776
• Mol file: 1504-63-8.mol

Synonyms:4-Nitrocinnamyl alcohol;1504-63-8;3-(4-nitrophenyl)prop-2-en-1-ol;(E)-3-(4-nitrophenyl)prop-2-en-1-ol;p-Nitrocinnamyl alcohol;2-Propen-1-ol, 3-(4-nitrophenyl)-;MFCD00017045;2-Propen-1-ol, 3-(p-nitrophenyl)-;(2E)-3-(4-nitrophenyl)prop-2-en-1-ol;4-NitrocinnamylAlcohol;4-Nitrocinnamyl alcohol, 98%;3-(p-Nitrophenyl)allyl alcohol;?4-NITROCINNAMYL ALCOHOL;LGXXEDSIJZHDBN-OWOJBTEDSA-N;(E)-3-(4-Nitrophenyl)-2-propenol;AKOS015833453;AKOS015916548;RS-1031;CS-0202290;T71811;A884157

Chemical Property of 4-Nitrocinnamyl alcohol

Chemical Property:

• Appearance/Colour: Powder
• Vapor Pressure: 9.47E-05mmHg at 25°C
• Melting Point: 127-128 °C(lit.)
• Refractive Index: 1.637
• Boiling Point: 325.3 °C at 760 mmHg
• PKA: 14.42±0.10(Predicted)
• Flash Point: 144 °C
• PSA: 66.05000
• Density: 1.282 g/cm³
• LogP: 2.12350
• Solubility.: Soluble in chloroform, dichloromethane and ethyl Acetate.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 179.058243149
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

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

4-Nitrocinnamyl alcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CCO)[N+](=O)[O-]
• Isomeric SMILES: C1=CC(=CC=C1/C=C/CO)[N+](=O)[O-]
• Uses: 4-Nitrocinnamyl Alcohol (cas# 1504-63-8) is a compound useful in organic synthesis.

Technology Process of 4-Nitrocinnamyl alcohol

There total 15 articles about 4-Nitrocinnamyl 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: 99.0%

3-(4-nitrophenyl)-2-propenal (1734-79-8) → 3-(4-nitrophenyl)propyl-2-en-1-ol (35271-56-8,142917-82-6,1504-63-8)

Guidance literature:

With Hf-based metal organic framework-808; In isopropyl alcohol; at 120 ℃; Inert atmosphere;

DOI:10.1016/j.mcat.2021.111405

Reference yield: 94.0%

methyl 4-nitrocinnamate (637-57-0,1608-36-2,19310-31-7) → 3-(4-nitrophenyl)propyl-2-en-1-ol (35271-56-8,142917-82-6,1504-63-8)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; toluene; for 0.5h; Inert atmosphere; Cooling;

DOI:10.1021/acs.orglett.0c00915

Reference yield: 88.0%

ethyl 4-nitrocinnamate (953-26-4) → 3-(4-nitrophenyl)propyl-2-en-1-ol (35271-56-8,142917-82-6,1504-63-8)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.bioorg.2021.104828

upstream raw materials:

3-(4-nitrophenyl)-2-propenal

p-nitrocinnamoyl chloride

3-(4-nitrophenyl)prop-2-yn-1-ol

p-nitrobenzene iodide

Downstream raw materials:

[(2R,3S)-3-(4-Nitro-phenyl)-oxiranyl]-methanol

[(2S,3R)-3-(4-Nitro-phenyl)-oxiranyl]-methanol

p-Nitro-cinnamyl-p-tolyl-ether

4-Methyl-2-<1-(p-nitrophenyl)-1-propenyl>-phenol

Refernces

• 1、 Zhang, Meng Juan,Young, David James,Ma, Ji Long,Shao, Guo Quan. "Copper(i) pyrimidine-2-thiolate cluster-based polymers as bifunctional visible-light-photocatalysts for chemoselective transfer hydrogenation of α,β-unsaturated carbonyls". . p. 14899 - 14904. Retrieved 2021/05/19.
• 2、 Hayashi, Yujiro,Salazar, Hugo A.,Koshino, Seitaro. "Asymmetric Synthesis of Functionalized 9-Methyldecalins Using a Diphenylprolinol-Silyl-Ether-Mediated Domino Michael/Aldol Reaction". supporting information. p. 6654 - 6658. Retrieved 2021/09/11.