2-Propenal, 3-(4-nitrophenyl)-

Base Information

• Chemical Name: 2-Propenal, 3-(4-nitrophenyl)-
• CAS No.: 1734-79-8
• Molecular Formula: C9H7NO3
• Molecular Weight: 177.159
• Hs Code.: 29130000
• DSSTox Substance ID: DTXSID7061932
• Mol file: 1734-79-8.mol

Synonyms:2-Propenal, 3-(4-nitrophenyl)-;3-(4-nitrophenyl)prop-2-enal;MFCD00007379;p-NO2-cinnamaldehyde;3-(4-nitrophenyl)propenal;DTXSID7061932;(p-nitrophenyl)prop-1-en-3-one;AKOS025243536;AM85632;SY026867;FT-0619228;A22100

Chemical Property of 2-Propenal, 3-(4-nitrophenyl)-

Chemical Property:

• Appearance/Colour: beige to yellow-brown crystals or cryst. powder
• Vapor Pressure: 0.000557mmHg at 25°C
• Melting Point: 140-143 °C(lit.)
• Refractive Index: 1.617
• Boiling Point: 311.6ºC at 760mmHg
• Flash Point: 151.6ºC
• PSA: 62.89000
• Density: 1.269g/cm3
• LogP: 2.33010
• Storage Temp.: Refrigerator (+4°C)
• Sensitive.: Air Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 177.042593085
• Heavy Atom Count: 13
• Complexity: 211

Purity/Quality:

98% ^*data from raw suppliers

4-Nitrocinnamaldehyde >98.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC=O)[N+](=O)[O-]
• Uses: Doebner-Miller reaction the 4- nitrocinnamaldehyde and 2-methylaniline in concentrated HC1 give the corresponding 8-methyl-2-phenylquinoline (3: R = 4'-N02) directly. The asymmetric Friedel-Crafts-type alkylation in aqueous media reaction of 4-Nitrocinnamaldehydr with N-methyl indole using trifluoroacetic acid (TFA) salt of the PEG-PS-supported prolyl peptide having the polyleucine tether as a catalyst. 4-Nitrocinnamaldehyde has been used in the preparation of 2, 2?-[(E)-3-(4-nitrophenyl) prop-2-ene-1,1-diyl] bis(3-hydroxy-5, 5-dimethylcyclohex-2-en-1-one).

Technology Process of 2-Propenal, 3-(4-nitrophenyl)-

There total 38 articles about 2-Propenal, 3-(4-nitrophenyl)- 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)propyl-2-en-1-ol (35271-56-8,142917-82-6,1504-63-8) → 3-(4-nitrophenyl)-2-propenal (1734-79-8)

Guidance literature:

With sodium hypochlorite; sodium tetraborate decahydrate; PIPO; In acetic acid methyl ester; at 0 ℃; for 2h; pH=9.5;

DOI:10.1039/c0gc00684j

Reference yield: 92.0%

ethanol (64-17-5) + 4-nitrobenzaldehdye (555-16-8) → 3-(4-nitrophenyl)-2-propenal (1734-79-8)

Guidance literature:

With sodium hydroxide; at 120 ℃; for 4h; pH=8;

DOI:10.1021/acscatal.9b01197

Reference yield: 92.0%

acrylaldehyde diethyl acetal (3054-95-3) + para-nitrophenyl bromide (586-78-7) → 3-(4-nitrophenyl)-2-propenal (1734-79-8) + ethyl 3-(4-nitrophenyl)propanoate (7116-34-9)

Guidance literature:

acrylaldehyde diethyl acetal; para-nitrophenyl bromide; With N-Methyldicyclohexylamine; tetrabutylammomium bromide; In N,N-dimethyl-formamide; at 120 ℃; for 6h;

With hydrogenchloride; In water; ethyl acetate; at 20 ℃; chemoselective reaction;

DOI:10.1002/ejoc.200800047

upstream raw materials:

acetic anhydride

4-nitrobenzaldehdye

acetaldehyde

3-phenyl-propenal

Downstream raw materials:

4-[(E)-3-(4-Nitro-phenyl)-prop-2-en-(E)-ylideneamino]-benzoic acid ethyl ester

C₂₂H₂₁NO₆

3-(4-nitrophenyl)-5-hydroxy-4,5-dihydroisoxazole

Refernces

• 1、 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.
• 2、 Liu, Xian,Liu, Song,Wang, Quanjun,Zhou, Gang,Yao, Lin,Ouyang, Qin,Jiang, Ru,Lan, Yu,Chen, Weiping. "Highly Regio- A nd Enantioselective Hydrogenation of Conjugated α-Substituted Dienoic Acids". supporting information. p. 3149 - 3154. Retrieved 2020/04/09.