73635-75-3

Basic information

• Product Name: 3,4-DIHYDROXY-6-NITROBENZALDEHYDE
• Synonyms: 4,5-DIHYDROXY-2-NITROBENZALDEHYDE;3,4-DIHYDROXY-6-NITROBENZALDEHYDE;6-NITROPROTOCATECHUALDEHYDE;6-NITROPROTOCATECUALDEHYDE;2-nitro-4,5-dihydroxybenzaldehyde
• CAS NO: 73635-75-3
• Molecular Formula: C₇H₅NO₅
• Molecular Weight: 183.12
• Product Categories: Aromatic Aldehydes & Derivatives (substituted)
• Mol File: 73635-75-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 202-205°C
• Boiling Point: 417.0±45.0 °C(Predicted)
• Appearance: /
• Density: 1.667±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• PKA: 6.01±0.24(Predicted)
• CAS DataBase Reference: 3,4-DIHYDROXY-6-NITROBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIHYDROXY-6-NITROBENZALDEHYDE(73635-75-3)
• EPA Substance Registry System: 3,4-DIHYDROXY-6-NITROBENZALDEHYDE(73635-75-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36-36/37
• Hazardous Substances Data: 73635-75-3(Hazardous Substances Data)

Usage

Description

3,4-Dihydroxy-6-nitrobenzaldehyde is an organic compound with the molecular formula C7H5NO4. It is a yellow crystalline solid that serves as an important intermediate in the synthesis of various chemical compounds and has potential applications in different industries.

Uses

Used in Chemical Synthesis:
3,4-Dihydroxy-6-nitrobenzaldehyde is used as a key intermediate in the synthesis of various organic compounds, including pharmaceuticals, dyes, and other specialty chemicals. Its unique structure with hydroxyl and nitro groups allows for further functionalization and modification, making it a versatile building block in organic chemistry.
Used in Pharmaceutical Industry:
3,4-Dihydroxy-6-nitrobenzaldehyde is used as a reagent in the synthesis of 5,6-diacetoxyindole, which is a stable eumelanin precursor. Eumelanin is a pigment found in the skin, hair, and eyes of humans and animals, and its precursors have potential applications in the treatment of pigmentation disorders and as additives in the cosmetic industry.
Additionally, 3,4-dihydroxy-6-nitrobenzaldehyde is used in the preparation of 6-aminoisoproterenol, which is an impurity of the non-selective beta-adrenergic agonist, Isoproterenol (I874200, HCl). Isoproterenol is a medication used to treat certain heart conditions and asthma, and the synthesis of its impurities is essential for the development of safer and more effective drugs.

Upstream product

• 2454-72-0 6-nitrovanillin 
• 121-33-5 vanillin 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 75-34-3 1,1-dichloroethane 
• 73635-74-2 5-(Chloromethoxy)-4-hydroxy-2-nitrobenzaldehyde 
• 120-57-0 piperonal 
• 331-39-5 caffeic acid 
• 500284-46-8 (6-nitro-1,3-benzodioxol-5-yl)methylene diacetate 
• 7697-37-2 nitric acid 
• 108-24-7 acetic anhydride 
• 712-97-0 6-nitro-1,3-benzodioxole-5-carbaldehyde 

Downstream Products

• 220903-06-0 4,5-didodecyloxy-2-nitrobenzaldehyde 
• 220903-02-6 4,5-dioctyloxy-2-nitrobenzaldehyde 
• 1609073-29-1 2-amino-4,5-bis((4-methoxybenzyl)oxy)benzoic acid 
• 874518-60-2 4,5-bis(methoxymethoxy)-2-nitrobenzaldehyde 
• 1442442-23-0 C₂₀H₁₉N₃O₈ 
• 305-01-1 aesculetin 
• 73635-79-7 bis(benzyloxy)-6-nitroisoproterenol 
• 73635-77-5 4,5-bis(benzyloxy)-2-nitroepoxystyrene 

Relevant articles and documents

Amphiphilic molecule containing o-nitrobenzyl ester photo-degradation group

The invention discloses a novel photodegradable amphiphilic molecule and a synthetic method thereof, and belongs to the field of surfactants. The synthetic method comprises the five steps that (1) diethylenetriamine pentaacetic acid is taken as a raw material, acetic anhydride is taken as a dehydrating agent, and pyridine catalytic dehydration is performed to produce diethylenetriamine pentaaceticdianhydride; (2) methylene of 6-nitropiperonal is removed under the action of aluminum chloride and hydrobromic acid; (3) 4,5-dihydroxy-2-nitrobenzaldehyde and bromoalkane are subjected to an etherification reaction under an alkaline condition; (4) the 4,5-dihydroxy-2-nitrobenzaldehyde is reduced to 4,5-dihydroxy-2-nitrobenzyl alcohol under the action of a reducing agent; (5) the 4,5-dihydroxy-2-nitrobenzyl alcohol and the excess diethylenetriamine pentaacetic dianhydride are subjected to an esterification reaction to obtain the o-nitrobenzyl ester amphiphilic molecule. The novel photodegradable amphiphilic molecule and the synthetic method thereof have the advantages that the reaction condition of an o-nitrobenzyl alcohol derivative and the diethylenetriamine pentaacetic dianhydride is mild, the excess diethylenetriamine pentaacetic dianhydride is used for reducing the occurrence of side reactions, and the amphiphilic molecule has good ultraviolet photodegradability.

Mussel-inspired healing of a strong and stiff polymer

Self-healability will greatly improve the reliability, service life and maintenance of synthetic materials. However, it remains a big challenge to realize the self-healing of a strong and stiff polymer due to its poor molecular mobility. Inspired by the h

An approach to the asymmetric synthesis of 18F-labeled analog of l-threo-3,4-dihydroxyphenylserine (6-l-threo-[18F]FDOPS) - A new radiotracer for visualization of norepinephrine transporters by positron emission tomography

An asymmetric synthesis method has been suggested as a feasible approach for the preparation of fluorine-18-labeled (T 1/2 110 min) analog of l-threo-3,4-dihydroxyphenylserine, i.e., 6-l-threo-[18F]FDOPS ((2S,3R)-2-amino-3-(2-[1