37567-58-1

Basic information

• Product Name: 1-Aci-nitro-2-(p-hydroxyphenyl)ethane
• Synonyms: 1-Aci-nitro-2-(p-hydroxyphenyl)ethane;1-nitro-2-(4-hydroxyphenyl)ethane
• CAS NO: 37567-58-1
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 0
• Mol File: 37567-58-1.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 341.1°Cat760mmHg
• Flash Point: 154.4°C
• Appearance: /
• Density: 1.252g/cm³
• Vapor Pressure: 4.16E-05mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: 1-Aci-nitro-2-(p-hydroxyphenyl)ethane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Aci-nitro-2-(p-hydroxyphenyl)ethane(37567-58-1)
• EPA Substance Registry System: 1-Aci-nitro-2-(p-hydroxyphenyl)ethane(37567-58-1)

Safety Data

• Hazardous Substances Data: 37567-58-1(Hazardous Substances Data)

Usage

Type of compound

Nitro compound

Structural feature

Contains a hydroxyphenyl group

Applications

a. Production of pharmaceuticals
b. Production of agrochemicals
c. Production of dyes

Potential uses

a. Organic synthesis
b. Medicinal chemistry

Reactivity

Valuable building block for the synthesis of various biologically active compounds

Safety

Handle with caution and follow proper safety protocols

InChI:InChI=1/C8H9NO3/c10-8-3-1-7(2-4-8)5-6-9(11)12/h1-4,10H,5-6H2

Upstream product

• 3179-08-6 4-(2-nitrovinyl)phenol 
• 22568-49-6 (E)-1-(4-hydroxyphenyl)-2-nitroethene 
• 649758-25-8 4-(-2-nitroethyl)-1-<(6-O-β-D-xylopyranosyl-β-D-glucopyranosyl)oxy>benzene 
• 1082703-37-4 (Z)-1-hydroxy-4-(2-nitroethenyl)benzene 
• 75-52-5 nitromethane 
• 623-05-2 (4-hydroxyphenyl)methanol 
• 74213-97-1 2',3',4',6'-tetra-O-acetylthalicoside 
• 123-08-0 4-hydroxy-benzaldehyde 
• 74213-96-0 glucoside de 4-(-2-nitroethyl) phenol 

Downstream Products

• 51-67-2 tyrosamine 
• 119045-87-3 N-ethyl-p-tyramine 
• 74213-99-3 (2R,3S,4S,5R,6R)-2-Hydroxymethyl-6-[4-(2-nitro-ethyl)-phenoxy]-tetrahydro-pyran-3,4,5-triol 
• 1054812-72-4 Acetic acid (2R,3R,4S,5R,6S)-4,5-diacetoxy-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-6-[4-(2-nitro-ethyl)-phenoxy]-tetrahydro-pyran-3-yl ester 
• 1053728-19-0 (2R,3S,4S,5R,6S)-2-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-6-[4-(2-nitro-ethyl)-phenoxy]-tetrahydro-pyran-3,4,5-triol 
• 153042-86-5 Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-hydroxymethyl-2-[4-(2-nitro-ethyl)-phenoxy]-tetrahydro-pyran-3-yl ester 
• 74213-96-0 glucoside de 4-(-2-nitroethyl) phenol 
• 74213-97-1 2',3',4',6'-tetra-O-acetylthalicoside 
• 74213-98-2 Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[4-(2-nitro-ethyl)-phenoxy]-tetrahydro-pyran-3-yl ester 

Relevant articles and documents

Iridium-catalyzed highly chemoselective and efficient reduction of nitroalkenes to nitroalkanes in water

An iridium-catalyzed highly chemoselective and efficient transfer hydrogenation reduction of structurally diverse nitroalkenes was realized at very low catalyst loading (S/C = up to 10000 or 20?000), using formic acid or sodium formate as a traceless hydride donor in water. Excellent functionality tolerance is also observed. The turnover number and turnover frequency of the catalyst reach as high as 18?600 and 19?200 h-1, respectively. An inert atmosphere protection is not required. The reactivities of nitroalkenes are dependent on their substitution pattern, and the pH value is a key factor to accomplish the complete conversion and excellent chemoselectivity. Purification of products is achieved by simple extraction without column chromatography. The reduction procedure is facilely amplified to 10 g scale at 10?000 S/C ratio. The potential of this green reduction in enantioselective hydrogenation has been demonstrated.

S-benzyl isothiouronium chloride as a recoverable organocatalyst for the reduction of conjugated nitroalkenes with Hantzsch ester

The reduction of conjugated nitroalkenes into nitroalkanes with Hantzsch ester using S-benzyl isothiouronium chloride as a recoverable organocatalyst was successfully accomplished with high yield and excellent chemoselectivity.

Organocatalytic biomimetic reduction of conjugated nitroalkenes

A thiourea-catalyzed biomimetic reduction of conjugated nitroalkenes has been developed. Various aromatic and aliphatic conjugated nitroalkenes can be reduced to give the respective nitroalkanes with good yields under mild conditions. This protocol is not only practical, but may also provide insight into the mechanisms of redox transformations in biological systems. Georg Thieme Verlag Stuttgart.