20570-70-1

Usage

General Description

2-methyl-4-nitropentan-3-ol, also known as Neopentyl glycol nitrate, is an organic compound with the chemical formula C6H13NO4. It is a colorless, odorless liquid that is commonly used as a stabilizer in the production of plastics and synthetic fibers. It is also used as a fuel additive in aviation and racing engines to increase octane rating and reduce engine knocking. Neopentyl glycol nitrate is considered to be a hazardous substance and should be handled with caution due to its flammability and potential toxicity. It is important to follow proper safety procedures when working with this chemical to prevent any harmful effects on human health or the environment.

Upstream product

• 79-24-3 Nitroethane 
• 78-84-2 isobutyraldehyde 
• 104858-69-7 2-Methyl-4-nitro-pentan-3-one 

Downstream Products

• 27748-52-3 (E)-4-methyl-2-nitro-2-pentene 
• 33972-68-8 4-methyl-2-nitropent-2-ene 
• 6986-70-5 4-Methyl-3-hydroxy-pentanon-(2) 

Relevant academic research and scientific papers

New open-chain tetrapyrroles as chromophores in the plant photoreceptor phytochrome

A series of six open-chain tetrapyrroles has been synthesized and used as chromophores for the plant photoreceptor protein phytochrome. The novel chromophores vary in the size of substituents 17 and 18 at ring D. This ring undergoes maximal conformational change upon light excitation (Z → E photoisomerization of the 15,16-double bond). Instead of methyl and vinyl substituents (positions 17, 18) as present in the native chromophore phytochromobilin, dimethyl, methyl and isopropyl, methyl and tert-butyl, ethyl and methyl, vinyl and methyl, and isopropyl and methyl substituents have been generated. All novel chromophores assemble with the apoprotein. The obtained chromoproteins show hypsochromic shifts of the absorbance maxima by 10 nm maximally, compared to the native pigment, except for the 17-isopropyl-18- methyl-substituted compound which showed a 100 nm hypsochromic shift of selectively the Pr form. The assembly kinetics were slowed down in correlation to the increasing size of the substituents, with stronger effects for modified substituents at position 17. The thermal stability of the photoinduced Pfr form for the 18-isopropyl and the 18-tert butyl substituents was even greater than that of the native pigments. Those chromophores carrying substituents at position 17 larger than the methyl group (ethyl and isopropyl) showed a very low stability of the respective P fr forms. Time-resolved detection of the Pfr to Pfr conversion (laser-induced flash photolysis) revealed a slower formation of the Pfr form for those chromophores carrying larger substituents at position 18, whereas the rise and decay kinetics of the early intermediates are only moderately changed. Introduction of larger substituents at position 17 (ethyl, vinyl, and isopropyl) causes drastic changes in the kinetics; in particular the formation of the first thermally stable intermediate, I 700, is significantly slowed, making a detection of its rise possible.

Concise synthesis of tetrahydropyrans by a tandem oxa-michael/tsuji-trost reaction

A novel domino sequence facilitates the rapid assembly of polysubstituted tetrahydropyrans. The one-pot relay process generates up to three new stereogenic centers, including a tetrasubstituted carbon center, in a highly concise and convergent fashion from simple starting materials. Copyright

Asymmetric Syn-selective Henry reaction catalyzed by the sulfonyldiamine-CuCl-pyridine system

(Chemical Equation Presented) A catalytic asymmetric Henry reaction has been developed with use of a sulfonyldiamine-CuCl complex as a catalyst. A series of new binaphthyl-containing sulfonyldiamine ligands (2a-h) were readily synthesized in two steps starting from commercially available chiral 1,2-diamines. The (R,R)-diamine-(R)-binaphthyl ligand (2d)-CuCl complex smoothly catalyzed the enantioselective Henry reaction with the assistance of pyridine to give the corresponding adduct with high enantiomeric excess (up to 93%). Moreover, the 2d-CuCl-pyridine system promotes the diastereoselective Henry reaction in syn-selective manner to give the adduct in up to 99% yield with 92:8 synlanti selectivity. The enantiomeric excess of the syn-adduct was 84% ee.

Potassium Phosphate Catalyzed Nitroaldol Reaction

Potassium phosphate was found to catalyze condensation of nitroalkanes with various aliphatic and aromatic aldehydes to form nitroaldols in excellent yields in acetonitrile medium at room temperature.

Use of heterogeneous catalyst KG-60-NEt2 in Michael and Henry reactions involving nitroalkanes

The N,N-diethylpropylamine supported on amorphous silica (KG-60-NEt2) catalyses the formation of carbon-carbon bonds by nitroalkanes through both the nitroaldol (Henry) and Michael reactions. The catalyst shows general utility with a variety of electrophilic acceptors. Moreover, the catalyst can be reused for two further cycles without loss of the activity.

P(RNCH2CH2)3N: An Efficient Promoter for the Nitroaldol (Henry) Reaction

The use of catalytic amounts of the proazaphosphatranes P(MeNCH2CH2)3N, P(i-PrNCH2CH2)3N and P(HNCH2CH2)(i-PrNCH2CH2) 2N as nonionic bases in the reaction of nitroalkanes with carbonyl compounds is reported. The reaction proceeds at room temperature in the presence of 2.2 equiv of magnesium sulfate to produce the corresponding β-nitroalkanols in generally superior yields. Aldehydes react quantitatively in 5-60 min, whereas ketones require up to 3 h to react with nitromethane and up to 7 h for the reaction of ketones with higher nitroalkanes.

Electrochemical reductive coupling reactions of aliphatic nitroalkenes

We describe how to selectively affect either β-to-β coupling (electrohydrodimerization) or coupling between the α and β centers of aliphatic nitroalkenes, the latter in a catalytic process that can be initiated both with and without electrochemistry. Of particular significance is our discovery of conditions that allow electrohydrodimerization to be conducted using aliphatic nitroalkenes bearing acidic protons. Thus, one can affect at will, either a catalytic α-to-β coupling or an electrohydrodimerization using substrates that bear acidic protons, as well as those that do not. We also describe both voltammetric and ESR studies of the simple 1-nitro-3,3-dimethyl-1-butene, as well as the results of quantum mechanical calculations that shed light upon the nature of radial anions derived from electron deficient olefins. Both calculation and experiment suggest that the reluctance of these materials to undergo electrohydrodimerization can be correlated with the low electron density on carbon and the corresponding high value on oxygen, of the radical anion.

Potassium Exchanged Layered Zirconium Phosphate as Base Catalyst in the Synthesis of 2-Nitroalkanols

The synthesis of 2-nitroalkanols from nitroalkanes and aldehydes occurs efficiently, in mild conditions without solvent, when mediated by layered Zr(KOPO3)2.The reaction has been tested in the preparation of ten different nitroalkanols and the data obtain

Highly selective reduction of 2-nitrocycloalkanones to 2-nitrocycloalkanols with zinc borohydride in DME

Clean and efficient reduction of 2-nitrocycloalkanones to 2-nitrocycloalkanols has been achieved using zinc borohydride in 1,2-dimethoxyethane.

PREPARATION AND OXIDATION OF α-NITRO ALCOHOLS WITH SUPPORTED REAGENTS.

Preparation of 2-nitro alkanols has been achieved by condensation of aldehydes with nitroalkanes in the presence of alumina-supported potassium fluoride.Nitroketones are produced by oxidation of nitroalkanols with montmorillonite - supported chromium trioxide.