5458-48-0

Basic information

• Product Name: 4-CYCLOHEXYL-1-NITROBENZENE 98
• Synonyms: 4-CYCLOHEXYL-1-NITROBENZENE 98;1-cyclohexyl-4-nitrobenzene;4-Cyclohexyl-1-nitrobenzene 98%;p-Cyclohexyl-1-nitrobenzene;1-Nitro-4-cyclohexylbenzene;4-Cyclohexylnitrobenzene;NSC 23569;p-Cyclohexylnitrobenzene
• CAS NO: 5458-48-0
• Molecular Formula: C₁₂H₁₅NO₂
• Molecular Weight: 205.253
• EINECS: 226-720-7
• Product Categories: Amines;blocks
• Mol File: 5458-48-0.mol

Chemical Properties

• Melting Point: 60-62
• Boiling Point: 343.93°C (rough estimate)
• Flash Point: 146.8 °C
• Appearance: /
• Density: 1.124
• Vapor Pressure: 0.000398mmHg at 25°C
• Refractive Index: 1.5400 (estimate)
• Storage Temp.: Keep Cold
• CAS DataBase Reference: 4-CYCLOHEXYL-1-NITROBENZENE 98(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CYCLOHEXYL-1-NITROBENZENE 98(5458-48-0)
• EPA Substance Registry System: 4-CYCLOHEXYL-1-NITROBENZENE 98(5458-48-0)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 5458-48-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H15NO2/c14-13(15)12-8-6-11(7-9-12)10-4-2-1-3-5-10/h6-10H,1-5H2

Upstream product

• 827-52-1 1-phenyl-1-cyclohexane 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 108-24-7 acetic anhydride 
• 4441-56-9 cyclohexylboronic acid 
• 586-78-7 para-nitrophenyl bromide 
• 108-93-0 cyclohexanol 
• 51367-64-7 3-chloro-5-phenylcyclohex-2-en-1-one 
• 38383-07-2 1-bromo-3-phenyl-cyclohexane 
• 49673-74-7 3-phenyl-1-cyclohexanol 
• 542-18-7 cyclohexyl chloride 
• 493-72-1 5-phenyl-cyclohexane-1,3-dione 
• 71-43-2 benzene 
• 108-85-0 1-bromocyclohexane 

Downstream Products

• 80998-21-6 4-cyclohexylphenylhydroxylamine 
• 62-23-7 4-nitro-benzoic acid 
• 29030-57-7 N-(4-cyclohexylphenyl)acetamide 
• 102160-86-1 N-(4-cyclohexyl-phenyl)-N'-phenyl-thiourea 
• 763130-01-4 2-(((4-cyclohexylphenyl)amino)methyl)-5-methoxyphenol 

Relevant articles and documents

Structure-activity relationship study of E6 as a novel necroptosis inducer

Necroptosis inducers represent a promising potential treatment for drug-resistant cancer. We herein describe the structure modification of E6, which was identified recently as a potent and selective necroptosis inducer. The studies described herein demonstrate for the first time that functionalized biphenyl derivatives possess necroptosis inducer activity. Furthermore, these studies have led to the identification of two promising compounds (5h and 5j) that can be used for further optimization studies as well as mechanism of action investigations.

METHOD FOR CARRYING OUT CHEMICAL REACTIONS INVOLVING COMPOUNDS ADSORBED ON FLUORINATED CARRIER MATERIALS BY MEANS OF FLUORINE-FLUORINE INTERACTIONS

The invention relates to a method for carrying out a chemical reaction of a compound (B), involving a compound (A-F) which is adsorbed on a fluorinated carrier material (FT) by means of fluorine-fluorine interactions, forming an addition compound (A-F):(FT). The inventive method is characterised in that said addition compound (A-F):(FT) is suspended in a suitable solvent containing the compound B, whereby said compound B is reacted to form the reaction product B', in the presence of the adsorbed compound A-F.

Alkylation of nitroaromatics with trialkyborane

When p-dinitrobenzene is reacted with Et3B in t-BuOH or THF in the presence oft-BuOK, it yields p-nitroethylbenzene. In this report we examine the scope of this transformation by monitoring the effect of various parameters on the reaction. It has been found that the reaction is extremely sensitive to temperature and rather insensitive to the base-solvent combination used. It is also insensitive to the steric hindrance of the base: good yields were obtained using sodium 2,6-diisopropylphenoxide or when using NaH. Alkylation was obtained With a large variety of alkylboranes ranging from linear to polycyclic. Yields drop significantly if one of the nitro groups is replaced by another electron-withdrawing group. In all cases studied (CHO, PHCO, SO2Ph, and CN), it is the latter group which was preferentially displaced by the alkyl group. According to the suggested mechanism, the radical anion of the substrate combines with the alkyl radical released from the boranyl radical to form a Meisenheimer complex. The reaction takes place at the ring carbon bearing the highest spin density in accordance with ab initio calculations at the B3LYP/ 6-31+G level.

Method for preparing aromatic secondary amino compound

Disclosed are (1) a method for preparing an aromatic secondary amino compound which comprises reacting an N-cyclohexylideneamino compound in the presence of a hydrogen moving catalyst and a hydrogen acceptor by the use of a sulfur-free polar solvent and/or a cocatalyst, and (2) a method for preparing an aromatic secondary amino compound which comprises reacting cyclohexanone or a nucleus-substituted cyclohexanone, an amine and a nitro compound corresponding to the amine in a sulfur-free polar solvent in the presence of a hydrogen moving catalyst, a cocatalyst being added or not added. In a further aspect, a method is provided for the preparation of aminodiphenylamine by reacting phenylenediamine and cyclohexanone in the presence of a hydrogen transfer catalyst in a sulfur-free polar solvent while using nitroaniline as a hydrogen acceptor.

Arylhydroxamic acid N,O-acyltransferase substrates. Acetyl transfer and electrophile generating activity of N-hydroxy-N-(4-alkenyl-, and 4-cyclohexylphenyl)acetamides

Arylhydroxamic acid N,O-acyltransferase (AHAT) is an enzyme system that is capable of converting many N-arylhydroxamic acids into reactive electrophilic species. As part of an investigation into the influence of the structure of the aryl group upon the ability of N-arylhydroxamic acids to serve as substrates for AHAT, a series of N-hydroxy-N-(4-alkyl-, 4-alkenyl-, and 4-cyclohexylphenyl) acetamides was prepared and evaluated in vitro with partially purified rat and hamster hepatic AHAT. The nature of the 4-substituent markedly influenced the ability of the hydroxamic acids to serve as acetyl donors in the AHAT-catalyzed transacetylation of 4-aminoazobenzene (AAB). As the length of the 4-substituent was increased from methyl to pentyl, the compounds became increasingly more effective substrates. The compounds containing vinyl, propenyl, and 2-methylpropenyl 4-substituents were more effective acetyl donors than the corresponding compounds containing saturated 4-substituents. The three most effective AHAT substrates in the AAB transacetylation assay were N-hydroxy-N-(4-pentylphenyl)- (7), N-hydroxy-N-(4-propenylphenyl)- (10), and N-hydroxy-N-[4-(2-methylpropenyl)phenyl]acetamide (11), each of which was approximately as active as the standard compound, N-hydroxy-4-acetamidobiphenyl (1), with rat hepatic AHAT and approximately 60% as active as 1 with hamster hepatic AHAT. Both 1 and N-hydroxyl-N-(4-cyclohexylphenyl)acetamide (8) were activated by hamster hepatic AHAT to yield electrophilic intermediates that formed adducts with 2-mercaptoethanol. The 2-mercaptoethanol adducts were characterized by mass spectrometry and were identified as 4-phenyl-2-[(2-hydroxyethyl)thio]aniline (22) and 4-cyclohexyl-2-[(2-hydroxyethyl)thio]aniline (21). The structure of compounds 21 and 22 were confirmed by an unambiguous chemical synthesis. Both compounds 1 and 8 irreversibly inactivated hamster hepatic AHAT by a time-dependent process. The results of the inactivation experiments confirmed that 1 inactivates AHAT primarily via a suicide substrate mechanism and revealed that 8 inactivates the enzyme by a process consisting primarily of a pathway in which electrophiles are released into the medium and subsequently react with nucleophiles present on AHAT.