34211-48-8

Basic information

• Product Name: 1-4-NITROPHENOXY-2-3-PROPANEDIOL
• Synonyms: 3-(4-nitrophenoxy)propane-1;(S)-3-(4-ntrophenoxy)propane-1,2-diol;3-(4-nitrophenoxy)propane-1,2-diol
• CAS NO: 34211-48-8
• Molecular Formula: C₉H₁₁NO₅
• Molecular Weight: 213.19
• Product Categories: Organic Building Blocks;Oxygen Compounds;Polyols
• Mol File: 34211-48-8.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-4-NITROPHENOXY-2-3-PROPANEDIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-4-NITROPHENOXY-2-3-PROPANEDIOL(34211-48-8)
• EPA Substance Registry System: 1-4-NITROPHENOXY-2-3-PROPANEDIOL(34211-48-8)

Safety Data

• Hazardous Substances Data: 34211-48-8(Hazardous Substances Data)

Usage

Description

1-4-NITROPHENOXY-2-3-PROPANEDIOL, commonly known as nitrophenol, is a chemical compound that belongs to the class of nitrophenol and propanediol derivatives. It is a yellow to brown crystalline solid at room temperature and is soluble in water. 1-4-NITROPHENOXY-2-3-PROPANEDIOL is widely used in the production of various organic compounds, pharmaceuticals, and as an intermediate in the synthesis of agrochemicals. Due to its toxic and harmful nature, it is crucial to handle 1-4-NITROPHENOXY-2-3-PROPANEDIOL with care, as it can cause irritation to the skin and eyes upon contact and is harmful if ingested or inhaled.

Uses

Used in Pharmaceutical Industry:
1-4-NITROPHENOXY-2-3-PROPANEDIOL is used as an intermediate in the synthesis of pharmaceuticals for its versatile chemical properties, enabling the development of various medicinal compounds.
Used in Agrochemical Industry:
1-4-NITROPHENOXY-2-3-PROPANEDIOL is used as an intermediate in the synthesis of agrochemicals, contributing to the production of effective pesticides and other agricultural products.
Used in Organic Compound Production:
1-4-NITROPHENOXY-2-3-PROPANEDIOL is used as a key component in the production of various organic compounds, leveraging its chemical reactivity and properties to create a wide range of chemical products.

Upstream product

• 100-02-7 4-nitro-phenol 
• 96-24-2 3-monochloro-1,2-propanediol 
• 556-52-5 oxiranyl-methanol 
• 125228-75-3 4-nitrophenyl 2-oxiranylmethyl ether 

Downstream Products

• 58754-71-5 3-(4-aminophenoxy)propane-1,2-diol 
• 93801-39-9 2-(4-nitrophenoxy)acetaldehyde 
• 1568-66-7 1-allyloxy-4-nitrobenzene 
• 125228-75-3 4-nitrophenyl 2-oxiranylmethyl ether 
• 141540-66-1 Methyl 4-(4-nitrophenoxy)-2-N-formylaminobut-2(E)-enoate 
• 141540-75-2 Methyl 4-(4-nitrophenoxy)-2-N-formylaminobut-2(Z)-enoate 
• 141540-65-0 Methyl 4-(4-nitrophenoxy)-2-N-acetylaminobut-2(E)-enoate 
• 141540-74-1 Methyl 4-(4-nitrophenoxy)-2-N-acetylaminobut-2(Z)-enoate 
• 59117-67-8 1-amino-3-(4-nitro-phenoxy)-propan-2-ol; hydrochloride 
• 90643-72-4 4-(2,3-dihydroxypropoxy)anilinium chloride 

Relevant articles and documents

Synthesis and aminopeptidase n inhibiting activity of 3-(nitrophenoxymethyl)-[1,3,2]dioxaborolan-2-OLS and their open analogues

Aminopeptidase N (APN) represents a class of zinc metallopeptidases with broad substrate specifity. This enzyme is involved in control of angioneogenesis in cancer and microvascular conditions. It also serves as a superficial cellular receptor that enables attachment of some viruses including coronaviruses to the host cell. APN takes part also in metabolism of some important neuropeptides. That is why APN can be a promising therapeutic target and compounds which influence its activity interesting potential drugs. Here, synthesis of compounds which in most contain 3-phenoxypropan-1,2 diol moiety and evaluation of their inhibition activity against APN is described. 4-[1-, 2- and 3-(Nitrophenoxymethyl)]-[1,3,2]dioxaborolan-2-ols are novel compounds which have never been previously reported in the literature. 3-(Aminophenoxy)propyl-1,2-diols revealed greater activity than both 3-(nitrophenoxy)propyl-1,2-diols and 3-(nitrophenoxymethyl)-[1,3,2]dioxaborolan-2-ols. A QSAR study revealed a linear correlation between lipophilicity and inhibition activity.

A rare case of facial selectivity inversion for Sharpless asymmetric dihydroxylation in a series of structurally homogeneous substrates: Synthesis of non-racemic 3-(nitrophenoxy)-propane-1,2-diols

Asymmetric dihydroxylation of mono nitrophenyl allyl ethers leads to the corresponding non-racemic 3-(nitrophenoxy)-propane-1,2-diols 1a-c. As this takes place, regardless of the reagent used (AD-mix-α or AD-mix-β), the configuration of the predominant enantiomer for the para- and meta-nitrosubstituted products is opposite to the configuration of the ortho-nitrophenyl derivative. A correlation between the melting points and vibrational spectra of the racemic and enantiopure diols 1a-c allowed us to establish that all of the chiral substances investigated formed stable racemic compounds in the solid phase.

An unusual (R)-selective epoxide hydrolase with high activity for facile preparation of enantiopure glycidyl ethers

A novel epoxide hydrolase (BMEH) with unusual (R)-enantioselectivity and very high activity was cloned from Bacillus megaterium ECU1001. Highest enantioselectivities (E>200) were achieved in the bioresolution of ortho-substituted phenyl glycidyl ethers and para-nitrostyrene oxide. Worthy of note is that the substrate structure remarkably affected the enantioselectivities of the enzyme, as a reversed (S)-enantiopreference was unexpectedly observed for the ortho-nitrophenyl glycidyl ether. As a proof-of-concept, five enantiopure epoxides (>99% ee) were obtained in high yields, and a gram-scale preparation of (S)-ortho-methylphenyl glycidyl ether was then successfully performed within a few hours, indicating that BMEH is an attractive biocatalyst for the efficient preparation of optically active epoxides. Copyright