3156-73-8

Basic information

• Product Name: 1-nitropropan-2-ol
• Synonyms: 1-Nitro-2-propanol; 2-propanol, 1-nitro-
• CAS NO: 3156-73-8
• Molecular Formula: C₃H₇NO₃
• Molecular Weight: 105.0926
• Mol File: 3156-73-8.mol

Chemical Properties

• Boiling Point: 208.7°C at 760 mmHg
• Flash Point: 99°C
• Density: 1.184g/cm³
• Vapor Pressure: 0.0488mmHg at 25°C
• Refractive Index: 1.441
• CAS DataBase Reference: 1-nitropropan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-nitropropan-2-ol(3156-73-8)
• EPA Substance Registry System: 1-nitropropan-2-ol(3156-73-8)

Safety Data

• Hazardous Substances Data: 3156-73-8(Hazardous Substances Data)

Usage

Physical state

Colorless to pale yellow liquid

Odor

Slightly sweet

Uses

Solvent, organic synthesis, production of pharmaceuticals and pesticides

Toxicity

Harmful if swallowed, inhaled, or absorbed through the skin

Upstream product

• 75-52-5 nitromethane 
• 75-07-0 acetaldehyde 
• 3156-70-5 1-Nitropropen 
• 187737-37-7 propene 
• 60-29-7 diethyl ether 
• 10544-72-6 dinitrogen tetraoxide 
• 563-70-2 bromonitromethane 
• 13324-20-4 Reactive blue 4 
• 108-30-5 succinic acid anhydride 
• 108-05-4 vinyl acetate 
• 110-86-1 pyridine 
• 69094-19-5 3-chloro-3-nitro-pentane-2,4-diol 

Downstream Products

• 3156-76-1 2-acetoxy-1-nitropropane 
• 115839-91-3 butyric acid-(β-nitro-isopropyl ester) 
• 126-11-4 2-hydroxymethyl-2-nitro-propane-1,3-diol 
• 17082-05-2 (E)-1-nitroprop-1-ene 
• 503-76-4 2-chloro-1-nitropropane 
• 78-96-6 3-amino-2-propanol 
• 598-78-7 (R,S)-2-chloropropionic acid 
• 115839-90-2 propionic acid-(β-nitro-isopropyl ester) 
• 3156-73-8 (+)-1-nitro-2-propanol 
• 3156-76-1 (+)-1-nitro-2-acetoxypropane 
• 27675-36-1 1-nitropropene 
• 164203-06-9 (S)-1-nitro-2-propanol 
• 3156-73-8 (R)-1-nitro-2-propanol 
• 75-52-5 nitromethane 

Relevant articles and documents

A Practical, Component-Based Synthetic Route to Methylthiolincosamine Permitting Facile Northern-Half Diversification of Lincosamide Antibiotics

The development of a flexible, component-based synthetic route to the amino sugar fragment of the lincosamide antibiotics is described. This route hinges on the application and extension of nitroaldol chemistry to forge strategic bonds within complex amino sugar targets and employs a glycal epoxide as a versatile glycosyl donor for the installation of anomeric groups. Through building-block exchange and late-stage functionalization, this route affords access to a host of rationally designed lincosamides otherwise inaccessible by semisynthesis and underpins a platform for the discovery of new lincosamide antibiotics.

BICYCLIC KETONE COMPOUNDS AND METHODS OF USE THEREOF

The invention provides novel compounds having the general formula (I): (I) wherein R1, the A ring and the B ring are as described herein, pharmaceutical compositions including the compounds, and methods of using the compounds.

LINCONSAMIDE ANTIBIOTICS AND USES THEREOF

Provided are lincosamide compounds for the treatment of infectious diseases. The lincosamides described herein are modified at the amino acid (southern) region. The lincosamides may have further modification at the C-1 and C-7 positions of the aminooctose (northern) region, thus distinguishing them from lincomycin and clindamycin. Also provided are methods for preparing the lincosamide compounds, pharmaceutical compositions comprising the lincosamide compounds, and methods of treating infectious diseases using the disclosed lincosamide compounds.

Solvent-Free Henry and Michael Reactions with Nitroalkanes Promoted by Potassium Carbonate as a Versatile Heterogeneous Catalyst

The use of a simple weak inorganic base such as potassium carbonate facilitated the formation of carbon-carbon bonds through both the Henry and the Michael reactions with nitrocompounds. The application of this catalyst under environmentally friendly solventless heterogeneous conditions gave satisfactory to good yields of β-nitroalcohols, involving aliphatic and aromatic starting materials, as well as high to excellent yields in the formation of Michael adducts using several different Michael acceptors and nitroalkanes.

Lewis acid mediated intramolecular C-O bond formation of alkanol-epoxide leading to substituted morpholine and 1,4-oxazepane derivatives: Total synthesis of (±)-Viloxazine

Substituted morpholines have been efficiently synthesised in good yields from nitrogen tethered alkanol-epoxide mediated by boron trifluoride etherate. The methodology has been used for the total synthesis of (±)-viloxazine.

Highly enantioselective asymmetric Henry reaction catalyzed by novel chiral phase transfer catalysts derived from cinchona alkaloids

A new type of di-site chiral phase transfer catalyst has been designed and synthesized from cinchona alkaloids as a chiral precursor. The prepared catalysts are applied in the asymmetric Henry reaction to a wide range of aldehydes using mild concentration

Novel integrated carbon particle based three dimensional anodes for the electrochemical degradation of reactive dyes

Three-dimensional carbon bed electrochemical reactors have been recently applied for the degradation of several organic pollutants. However, the carbon particles in such reactors slowly undergo attrition. We fabricated a novel flow-through three-dimensional anode using granular activated carbon (GAC) particles and polyvinylidene fluoride (PVDF) binder that potentially avoids such attrition. Optimization of the composition of GAC and PVDF with respect to mechanical integrity and electrical conductivity is reported. The anodes were tested in the electro oxidation of the reactive dyes: Reactive Orange-16 (RO-16), Reactive Red-2 (RR-2), and Reactive Blue-4 (RB-4). A tentative mechanism of dye degradation was proposed based on the observed role of the supporting electrolyte and the cyclic voltammetric, UV-vis, FT-IR and GC-MS data. The decolorization efficiencies were 75 ± 3, 81 ± 5 and 88 ± 4% for RB-4, RO-16 and RR-2, respectively. The integrated 3-D anodes are advantageous because of the absence of carbon attrition, which is otherwise found when a bed of GAC is used in the electrochemical reactors.

Asymmetric N-heterocyclic carbene catalyzed addition of enals to nitroalkenes: Controlling stereochemistry via the homoenolate reactivity pathway to access δ-lactams

An asymmetric intermolecular reaction between enals and nitroalkenes to yield δ-nitroesters has been developed, catalyzed by a novel chiral N-heterocyclic carbene. Key to this work was the development of a catalyst that favors the δ-nitroester pathway over the established Stetter pathway. The reaction proceeds in high stereoselectivity and affords the previously unreported syn diastereomer. We also report an operationally facile two-step, one-pot procedure for the synthesis of δ-lactams.

Nitroaldol-reaction of aldehydes in the presence of non-activated Mg:Al 2:1 hydrotalcite; A possible new mechanism for the formation of 2-aryl-1,3-dinitropropanes

Commercially available, non-activated 2:1 Mg:Al hydrotalcite catalyzes the nitroaldol reaction between a variety of aromatic and aliphatic aldehydes and simple nitroalkanes such as nitromethane and nitroethane. A new mechanism is proposed for the formation of the 1,3-dinitropropanes. The threo/erythro diastereoselectivity of the nitroethane-adducts was determined by 1H NMR spectroscopy and was found to range from 50:50 to 70:30. The substituents of the aromatic aldehydes influenced the isomer ratio.

Tin(II)chloride mediated addition reaction of bromonitromethane to aldehydes

Bromonitromethane adds to aliphatic aldehydes in the presence of tin(II) chloride to yield β-nitro alcohols via a Reformatsky-type reaction in high yields, while aromatic aldehydes give low yields. The products were characterized by IR, NMR, and mass spectroscopy and by elemental analysis.