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3-nitropropanal, also known as 3-nitropropanaldehyde, is a chemical compound with the molecular formula C3H5NO3. It is a yellow crystalline solid that is used as a reagent in various chemical reactions. 3-nitropropanal is a key intermediate in the production of pharmaceuticals, agrochemicals, and other specialty chemicals. It has potential use as a building block for the synthesis of complex organic compounds and has been studied for its antibacterial and antifungal properties. However, 3-nitropropanal is also a potentially hazardous substance and should be handled with care, as it is toxic if ingested or inhaled, and may cause skin and eye irritation. Overall, 3-nitropropanal is an important chemical with various industrial applications, but proper safety precautions should be observed when working with it.

58657-26-4

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58657-26-4 Usage

Uses

Used in Pharmaceutical Industry:
3-nitropropanal is used as a key intermediate for the synthesis of various pharmaceuticals. Its reactivity and functional groups make it a valuable building block in the development of new drugs and medicinal compounds.
Used in Agrochemical Industry:
3-nitropropanal is used as a precursor in the production of agrochemicals, such as pesticides and herbicides. Its chemical properties allow for the creation of effective and targeted agricultural products.
Used in Specialty Chemicals Production:
3-nitropropanal is used as a reagent in the synthesis of specialty chemicals, which are used in various industries, including cosmetics, coatings, and plastics. Its versatility in chemical reactions contributes to the development of unique and high-performance specialty chemicals.
Used in Antibacterial and Antifungal Applications:
3-nitropropanal has been studied for its potential antibacterial and antifungal properties. It can be used as an active ingredient in the development of new antimicrobial agents to combat resistant strains of bacteria and fungi.
Used in Research and Development:
3-nitropropanal is utilized in research and development for the exploration of new chemical reactions and the synthesis of novel organic compounds. Its unique properties make it a valuable tool for scientists and researchers in the field of organic chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 58657-26-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,8,6,5 and 7 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 58657-26:
(7*5)+(6*8)+(5*6)+(4*5)+(3*7)+(2*2)+(1*6)=164
164 % 10 = 4
So 58657-26-4 is a valid CAS Registry Number.
InChI:InChI=1/C3H5NO3/c5-3-1-2-4(6)7/h3H,1-2H2

58657-26-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-nitropropanal

1.2 Other means of identification

Product number -
Other names 3-nitro-propionaldehyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:58657-26-4 SDS

58657-26-4Relevant academic research and scientific papers

An improved synthesis of methyl (E)-5-nitro-2-pentenoate

Bunce,Parker

, p. 377 - 380 (1992)

A two-step synthesis of methyl (E)-5-nitro-2-pentenoate involving addition of nitrous acid to acrolein followed by Wittig olefination is described. The preparation can be routinely carried out on a 0.1 mole scale to afford the title compound in 45-50% overall yield as a 92:8 mixture of the E:Z double bond isomers.

Asymmetric Synthesis of 2,3,4-Trisubstituted Piperidines

Kriis, Kadri,Melnik, Triin,Lips, Kristiina,Juhanson, Ilona,Kaabel, Sandra,J?rving, Ivar,Kanger, T?nis

supporting information, p. 604 - 614 (2017/01/25)

Two different organocatalytic approaches for the asymmetric synthesis of 2,3,4-trisubstituted piperidines were developed. Both approaches were based on an aza-Michael addition followed by cyclization and gave products in high enantiomeric excess.

Quinine-Based Trifunctional Organocatalyst for Tandem Aza-Henry Reaction-Cyclization: Asymmetric Synthesis of Spiroxindole-Pyrrolidine/Piperidines

Hajra, Saumen,Jana, Bibekananda

supporting information, p. 4778 - 4781 (2017/09/23)

A quinine-derived trifunctional sulphonamide catalyst has been developed for the effective asymmetric organocatalytic tandem aza-Henry reaction-cyclization of isatin-derived ketimines and nitroalkane-mesylates for the synthesis of spiro-pyrrolidine/piperidine-oxindoles. Demethylation of traditional bifunctional catalyst to incorporate an additional hydrogen bonding C6′-OH group plays the key role toward remarkable enantioselectivity.

Catalytic Asymmetric Synthesis of Isoxazolines from Silyl Nitronates

Han, Xiaoyu,Dong, Li,Geng, Caiwei,Jiao, Peng

supporting information, p. 3194 - 3197 (2015/07/15)

1,3-Dipolar cycloadditions of triisopropylsilyl nitronates and 2-alkylacroleins produced isoxazolines bearing a chiral quaternary center in high yields and enantioselectivities with the aid of a chiral oxazaborolidine catalyst. One chiral isoxazoline product was converted to (R)-(+)-Tanikolide in 9 steps in a total yield of 43%. (Chemical Equation Presented).

Oxidative Amidation of Nitroalkanes with Amine Nucleophiles using Molecular Oxygen and Iodine

Li, Jing,Lear, Martin J.,Kawamoto, Yuya,Umemiya, Shigenobu,Wong, Alice R.,Kwon, Eunsang,Sato, Itaru,Hayashi, Yujiro

supporting information, p. 12986 - 12990 (2015/11/02)

The formation of amides and peptides often necessitates powerful yet mild reagent systems. The reagents used, however, are often expensive and highly elaborate. New atom-economical and practical methods that achieve such goals are highly desirable. Ideally, the methods should start with substrates that are readily available in both chiral and non-chiral forms and utilize cheap reagents that are compatible with a wide variety of functional groups, steric encumberance, and epimerizable stereocenters. A direct oxidative method was developed to form amide and peptide bonds between amines and primary nitroalkanes simply by using I2 and K2CO3 under O2. Contrary to expectations, a 1:1 halogen-bonded complex forms between the iodonium source and the amine, which reacts with nitronates to form α-iodo nitroalkanes as precursors to the amides.

Pyrrolo[2,1-c][1,4]naphthodiazepine Linked Piperazine Compounds and a Process for the Preparation Thereof

-

Paragraph 0270, (2013/12/04)

The present invention provides a compound of general formula A, useful as potential antitumour agents against five human cancer cell lines. The present invention further provides a process for the preparation of pyrrolo[2,1-c][1,4]naphthodiazepine linked substituted piperazine conjugates attached through different alkane spacers of general formula A. (Formula I) General formula A. Where R=R′=(Formula II). n=1-9 and R″=methyl, ethyl, acetyl, benzyl, piperinoyl, 4-fluorophenyl, 4-chlorophenyl, 4-methoxyphenyl, pyridyl, pyrimidyl

Synthetic studies on statins. Part 1: A short and cyanide-free synthesis of atorvastatin calcium via an enantioselective aldol strategy

Hu, Lemeng,Xiong, Fangjun,Chen, Xiaofei,Chen, Wenxue,He, Qiuqin,Chen, Fener

, p. 207 - 211 (2013/04/10)

A short and cyanide-free enantioselective synthesis of atorvastatin calcium has been achieved starting from a commercially available highly substituted 1,4-diketone in an overall yield of 40%. The key step in this approach is the asymmetric aldol reaction of an aldehyde with diketene in the presence of Ti(O-i-Pr)4-Schiff base complex to create the (5R)-stereochemistry of atorvastatin calcium.

NUCLEIC ACID BINDING COMPOUNDS, METHODS OF MAKING, AND USE THEREOF

-

Page/Page column 45-46, (2012/07/14)

The present invention relates to oligomer compounds, including dimers and trimers, formed by a disulfide, sulfinyl thio, olefin or hydrocarbon bond, or a hydrazone exchange bond between two or more monomers. Methods of making the monomers and the oligomers is also disclosed. Use of the compounds for inhibiting the activity of target RNA molecules, particularly those having a secondary structure that include a stem or stem-loop formation. Dimer compounds capable of inhibiting the activity of an HIV-1 RNA frameshifting stem-loop and a (CUG)n expanded repeat stem- loop are disclosed, as are methods of treating diseases associated with these target RNA molecules.

PYRROLO [2,1-C]1,4]NAPHTHODIAZEPINE LINKED PIPERAZINE COMPOUNDS AND A PROCESS FOR THE PREPARATION THEREOF

-

Page/Page column 41-42, (2012/09/10)

The present invention provides a compound of general formula A, useful as potential antitumour agents against five human cancer cell lines. The present invention further provides a process for the preparation of pyrrolo[2,1-c][1,4]naphthodiazepine linked substituted piperazine conjugates attached through different alkane spacers of general formula A. (Formula I) General formula A. Where R= R'= (Formula II). n=1-9 and R''= methyl, ethyl, acetyl, benzyl, piperinoyl, 4-fluorophenyl, 4-chlorophenyl, 4-methoxyphenyl, pyridyl, pyrimidyl

Synthesis of 3-nitropropanol homologues

Addo, James K.,Teesdale-Spittle, Paul,Hoberg, John O.

, p. 1923 - 1925 (2007/10/03)

Several high yielding routes to oxygenated nitropropanes have been developed that include a palladium catalyzed nitro allylation of allylic carbonates, nitration of brominated compounds and a nitro aldol condensation/hydrogenation sequence. Georg Thieme Verlag Stuttgart.

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