73033-58-6

Basic information

• Product Name: 5-Chloro-2-nitrobenzenemethanol
• Synonyms: (5-Chloro-2-nitrophenyl)methanol;5-Chloro-2-nitrobenzenemethanol;5-Chloro-2-nitrobenzyl alcohol
• CAS NO: 73033-58-6
• Molecular Formula: C₇H₆ClNO₃
• Molecular Weight: 187.5804
• EINECS: 277-241-5
• Product Categories: Alcohols;C7 to C8;Oxygen Compounds
• Mol File: 73033-58-6.mol
• Article Data: 10

Chemical Properties

• Melting Point: 77-82℃
• Boiling Point: 316.1 °C at 760 mmHg
• Flash Point: 145 °C
• Appearance: Light yellow to brown crystalline powder
• Density: 1.476 g/cm³
• Vapor Pressure: 0.000176mmHg at 25°C
• Refractive Index: 1.611
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 13.50±0.10(Predicted)
• CAS DataBase Reference: 5-Chloro-2-nitrobenzenemethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-2-nitrobenzenemethanol(73033-58-6)
• EPA Substance Registry System: 5-Chloro-2-nitrobenzenemethanol(73033-58-6)

Safety Data

• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S24/25:Avoid contact with skin and eyes.
• WGK Germany: 3
• Hazardous Substances Data: 73033-58-6(Hazardous Substances Data)

Usage

Chemical Properties

LIGHT YELLOW TO BROWN CRYSTALLINE POWDER

Uses

5-Chloro-2-nitrobenzyl alcohol was used in the synthesis of carbamates.

InChI:InChI=1/C7H6ClNO3/c8-6-1-2-7(9(11)12)5(3-6)4-10/h1-3,10H,4H2

Upstream product

• 6628-86-0 5-chloro-2-nitrobenzaldehyde 
• 2516-95-2 5-chloro-2-nitrobenzoic acid 

Downstream Products

• 57750-81-9 4-chloro-2-(chloromethyl)-1-nitrobenzene 
• 6628-86-0 5-chloro-2-nitrobenzaldehyde 
• 209688-13-1 5-chloro-2-nitrobenzyl methanesulfonate 
• 301522-85-0 dodecyl-carbamic acid 5-chloro-2-nitro-benzyl ester 
• 366820-50-0 [6-(5-chloro-2-nitro-benzyloxycarbonylamino)-hexyl]-carbamic acid tert-butyl ester 
• 209688-45-9 4-methoxycarbonylphenyl 5-chloro-2-aminobenzyl ether 
• 209688-14-2 methyl 4-[(5-chloro-2-nitrobenzyl)oxy]benzoate 
• 209685-41-6 methyl 4-[(5-chloro-2-{[(4-chlorophenyl)sulfonyl]amino}benzyl)oxy]benzoate 
• 479637-69-9 trichloroacetic acid (5-dimethylamino-2-nitro-phenyl)-methyl ester 
• 258850-11-2 7-chloro-3-isopropyl-1,3,4,5-tetrahydro-benzo[e][1,4]diazepin-2-one 
• 258850-20-3 (+/-)-methyl 2-[[(2-amino-5-chlorophenyl)methyl]amino]-3-methylbutanoate 
• 258850-18-9 (S)-ethyl N-[(2-amino-5-chlorophenyl)methyl]alanine 
• 258850-12-3 7-chloro-3-phenyl-1,3,4,5-tetrahydro-benzo[e][1,4]diazepin-2-one 
• 258850-21-4 (+/-)-α-[[(2-amino-5-chlorophenyl)methyl]amino]benzeneacetic acid methyl ester 

Relevant articles and documents

Reaction of Diisobutylaluminum Borohydride, a Binary Hydride, with Selected Organic Compounds Containing Representative Functional Groups

The binary hydride, diisobutylaluminum borohydride [(iBu)2AlBH4], synthesized from diisobutylaluminum hydride (DIBAL) and borane dimethyl sulfide (BMS) has shown great potential in reducing a variety of organic functional groups. This unique binary hydride, (iBu)2AlBH4, is readily synthesized, versatile, and simple to use. Aldehydes, ketones, esters, and epoxides are reduced very fast to the corresponding alcohols in essentially quantitative yields. This binary hydride can reduce tertiary amides rapidly to the corresponding amines at 25 °C in an efficient manner. Furthermore, nitriles are converted into the corresponding amines in essentially quantitative yields. These reactions occur under ambient conditions and are completed in an hour or less. The reduction products are isolated through a simple acid-base extraction and without the use of column chromatography. Further investigation showed that (iBu)2AlBH4 has the potential to be a selective hydride donor as shown through a series of competitive reactions. Similarities and differences between (iBu)2AlBH4, DIBAL, and BMS are discussed.

Green and convenient protocols for the efficient reduction of nitriles and nitro compounds to corresponding amines with NaBH4 in water catalyzed by magnetically retrievable CuFe2O4 nanoparticles

Abstract: In this study, firstly, CuFe2O4 nanoparticles were prepared by a simple operation. The structure of the mentioned nanoparticles was characterized by Fourier transform infrared spectroscopy, X-ray diffraction, scanning electron microscopy, transmission electron microscopy, energy-dispersive X-ray spectroscopy, inductively coupled plasma-optical emission spectrometry, vibrating sample magnetometer and also Brunauer–Emmett–Teller and Barrett–Joyner–Halenda analyses. The prepared magnetically copper ferrite nanocomposite was successfully applied as a simple, cost-effective, practicable, and recoverable catalyst on the green, highly efficient, fast, base-free, and ligand-free reduction of nitriles and also on the affordable and eco-friendly reduction of nitro compounds with the broad substrate scope to the corresponding amines with NaBH4 in water at reflux in high to excellent yields. Graphical abstract: [Figure not available: see fulltext.].

Enantioselective Organocatalytic Intramolecular Aza-Diels–Alder Reaction

A highly efficient catalytic enantioselective intramolecular Povarov reaction was developed with primary anilines as 2-azadiene precursors. A wide variety of angularly fused azacycles were obtained without column chromatography in high to excellent yields and with excellent diastereo- and enantioselectivity (d.r.>99:1 and up to e.r. 99:1). Furthermore, the catalyst loading could be lowered to 1 mol %, and the obtained azacycles could be used as key intermediates for further transformations to generate additional molecular diversity.