6302-74-5

Basic information

• Product Name: 1-nitroheptan-2-ol
• CAS NO: 6302-74-5
• Molecular Formula: C₇H₁₅NO₃
• Molecular Weight: 161.1989
• Mol File: 6302-74-5.mol

Chemical Properties

• Boiling Point: 258.3°C at 760 mmHg
• Flash Point: 109.7°C
• Density: 1.041g/cm³
• Vapor Pressure: 0.00204mmHg at 25°C
• Refractive Index: 1.455
• CAS DataBase Reference: 1-nitroheptan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-nitroheptan-2-ol(6302-74-5)
• EPA Substance Registry System: 1-nitroheptan-2-ol(6302-74-5)

Safety Data

• Hazardous Substances Data: 6302-74-5(Hazardous Substances Data)

Usage

Physical properties

Colorless to yellow liquid 1-nitroheptan-2-ol is a liquid that is colorless to yellow in appearance.
Slightly sweet odor 1-nitroheptan-2-ol has a slightly sweet smell.

Use

Intermediate in the production of pharmaceuticals and agricultural chemicals 1-nitroheptan-2-ol is primarily used as an intermediate in the production of other chemicals, specifically in the manufacture of pharmaceuticals and agricultural chemicals.

Chemical classification

Nitro alcohol 1-nitroheptan-2-ol is classified as a nitro alcohol, which is a type of organic compound that contains a nitro group (-NO2) and a hydroxyl group (-OH) attached to adjacent carbon atoms.

Structure

Seven-carbon chain with a nitro group and a hydroxyl group attached to adjacent carbon atoms 1-nitroheptan-2-ol has a structure that consists of a seven-carbon chain with a nitro group and a hydroxyl group attached to adjacent carbon atoms.

Toxicity

Toxic 1-nitroheptan-2-ol is considered to be toxic and can cause skin and eye irritation, as well as respiratory and gastrointestinal problems if ingested or inhaled.

Safety precautions

Handle with caution and use proper protective equipment It is important to handle 1-nitroheptan-2-ol with caution and to use proper protective equipment, such as gloves and safety glasses, and to follow safety protocols to avoid exposure to this chemical.

Upstream product

• 75-52-5 nitromethane 
• 66-25-1 hexanal 
• 51146-35-1 trimethylsilyl ester of aci-nitromethane 
• 111-71-7 heptanal 

Downstream Products

• 150367-19-4 (2-Ethyl-1-nitro-heptylselanyl)-benzene 
• 629-31-2 1-heptanal oxime 
• 611236-71-6 (1-nitromethyl-hexyloxy)-diphenyl-vinyl-silane 

Relevant articles and documents

A zinc/PyBisulidine catalyzed asymmetric Mannich reaction ofN-tosyl imines with 3-acyloxy-2-oxindoles

A Zn-PyBisulidine catalyzed asymmetric Mannich reaction of 3-acyloxy-2-oxindoles has been developed. Various quaternary substituted 3-acyloxy-2-oxindoles bearing vicinal amino alcohol motifs were obtained in good to excellent yields with moderate to excellent dr and excellent enantioselectivities. The utility of this reaction was demonstrated by the easy removal of the acyl group to give C3-hydroxy derivatives and their application as a key skeleton of the ligand for the Ni-catalyzed enantioselective Henry reaction.

A One-Pot Reaction toward the Diastereoselective Synthesis of Substituted Morpholines

The diastereoselective synthesis of various substituted morpholines has been achieved from vinyloxiranes and amino-alcohols under sequential Pd(0)-catalyzed Tsuji-Trost/Fe(III)-catalyzed heterocyclization. Using the same strategy, 2,6-, 2,5-, and 2,3-disubstituted as well as 2,5,6- and 2,3,5-trisubstituted morpholines were obtained in good to excellent yields and diastereoselectivities.

Organocatalytic Enantioselective Transfer Hydrogenation of β-Amino Nitroolefins

The asymmetric organocatalytic transfer hydrogenation of β-acylamino and β-tert-butyloxycarbonylamino nitroolefins has been successfully realised in excellent enantioselectivities and yields (up to >99% ee, 97% yield) with a simple thiourea catalyst and a Hantzsch ester as hydrogen source, giving a direct access to enantiomerically pure β-amino nitroalkanes. (Figure presented.).

Enantio- & chemo-selective preparation of enantiomerically enriched aliphatic nitro alcohols using Candida parapsilosis ATCC 7330

Enantiomerically pure β- and γ-nitro alcohols were prepared from their respective nitro ketones by asymmetric reduction mediated by the biocatalyst, Candida parapsilosis ATCC 7330 under optimized reaction conditions (ee up to >99%; yields up to 76%). This

Design aspects of metal-free nitrogen-based catalysts and their influence on the yield in the Henry reaction

Design aspects of metal-free nitrogen-based catalysts and their influence on the yield in the Henry reaction are disclosed. C 1-Symmetric, N,N-1,2-disposed amine-imine type catalysts were found to be most efficient. C 1-N,N-1,2-Disposed 1,2,3,4-tetrahydro-1,1′-biisoquinoline selectively and efficiently catalyzed the addition of nitromethane to α-keto esters and aldehydes giving exclusively the corresponding β-nitro alcohol adducts in excellent yields under very mild conditions. Georg Thieme Verlag Stuttgart New York.

Henry reaction in aqueous media at neutral pH

An efficient method for the synthesis of β-nitro alcohols from nitro alkanes and aldehydes in aqueous phosphate buffer under neutral pH conditions at room temperature is reported. In the case of higher nitro alkanes, the reaction showed very good diastereoselectivity to give syn β-nitro alcohols in preference to their anti products. Copyright

One-pot solid phase synthesis of (E)-nitroalkenes

An efficient one-pot protocol for the synthesis of (E)-nitroalkenes by reaction of aldehydes and nitroalkanes in the presence of polymer-bound triphenylphosphine, iodine and imidazole is described. Although the reaction works with similar efficiency with triphenylphosphine and its polymer-bound version, easy removal of the unwanted polymer-bound triphenylphosphine oxide and its recovery as triphenylphosphine provide the edge for practical application of the method.

Crown ether complex cation ionic liquids: Preparation and applications in organic reactions

A series of crown ether complex cation ionic liquids (CECILs) were designed, synthesised and characterised by NMR spectroscopy, HRMS, thermogravimetric differential thermal analysis (TG-DTA) and elemental analysis. Their applications in various organic reactions were investigated: [15-C-5Na][OH], [15-C-5Na][OAc], [18-C-6K][OH] and [18-C-6K][OAc] (15-C-5=[15]crown-5; 18-C-6=[18]crown-6) efficiently catalysed the Michael addition of alkenes and relevant nucleophiles; [18-C-6K][OH] and [15-C-5Na][OH] effectively catalysed the Henry reaction of nitromethane and aromatic aldehydes; [18-C-6K][OH] has excellent catalytic efficiency for Knoevenagel condensation of aromatic aldehydes and malononitrile; PdCl2/[18-C-6K] 3[PO4]/K2CO3 efficaciously catalysed the Heck reaction of olefins and aromatic halides; [18-C-6K][BrO3] can be used as both oxidant and solvent in the oxidation reaction of aromatic alcohols. The CECIL catalysts [15-C-5Na][OH] (Michael addition) and [18-C-6K][OH] (Henry reaction) can be recycled and reused several times without obvious loss of activity and their recovery is very simple.

The first example of trimethylsilyl methylenenitronate reacting with aldehydes under an apparent Mukaiyama nitro-aldol reaction

Trimethylsilyl methylenenitronate reacts with both aliphatic and aromatic aldehydes in the presence of catalytic amounts of scandium(III) triflate to form the Henry reaction products in low (25%) to good yields (77%). This is the first example of this silyl nitronate undergoing a nitro-aldol reaction under an acid environment.

A highly effective bis(Sulfonamide)-diamine ligand: A unique chiral skeleton for the enantioselective Cu-catalyzed Henry reaction

(Figure Presented) A skeleton in the closet! As a unique chiral skeleton, the newly developed bis(sulfonamide)-diamine, which contains both diamine and bis(sulfonamide) moieties, was a highly effective ligand for the asymmetric Cu(OAc)2-catalyz