139-84-4

Basic information

• Product Name: m-nonylphenol
• Synonyms: m-nonylphenol;3-Nonylphenol
• CAS NO: 139-84-4
• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.35046
• EINECS: 205-376-1
• Mol File: 139-84-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 331.8°Cat760mmHg
• Flash Point: 185.1°C
• Appearance: /
• Density: 0.932g/cm³
• CAS DataBase Reference: m-nonylphenol(CAS DataBase Reference)
• NIST Chemistry Reference: m-nonylphenol(139-84-4)
• EPA Substance Registry System: m-nonylphenol(139-84-4)

Safety Data

• Hazardous Substances Data: 139-84-4(Hazardous Substances Data)

Usage

Description

m-Nonylphenol (m-NP) is an organic compound that is an isomer of nonylphenol, derived from phenol and nonene through a three-step process. It is primarily used in the production of nonylphenol ethoxylates, detergents, and other industrial processes. m-NP has been identified as an endocrine disruptor due to its potential to interfere with hormonal function, and it is considered both biodegradable and persistent in the environment. Its persistence and potential toxicity to aquatic species have raised concerns about its environmental and health impacts.

Uses

Used in Detergent Production:
m-Nonylphenol is used as a raw material for the production of nonylphenol ethoxylates, which are commonly used as surfactants in detergents. The ethoxylation process enhances the solubility and effectiveness of these compounds in cleaning applications.
Used in Industrial Processes:
m-Nonylphenol is utilized in various industrial processes, where its chemical properties contribute to the production of different products. Its versatility in these applications is due to its ability to interact with other compounds and facilitate reactions.
Used in Environmental and Health Research:
Due to its classification as an endocrine disruptor and its persistence in the environment, m-Nonylphenol is a subject of study in environmental and health research. Scientists investigate its effects on aquatic species and human health, as well as explore alternatives to reduce its environmental footprint and potential toxicity.

InChI:InChI=1/C15H24O/c1-2-3-4-5-6-7-8-10-14-11-9-12-15(16)13-14/h9,11-13,16H,2-8,10H2,1H3

Upstream product

• 52302-99-5 3-Δ⁸-pentadecenylphenol 
• 1415155-47-3 3-(non-8-enyl)phenol 
• 84602-61-9 3-n-nonyanisole 
• 2398-37-0 3-methoxyphenyl bromide 
• 693-58-3 1-Bromononane 
• 17049-49-9 octylmagnesium bromide 
• 172264-98-1 1-(3-methoxyphenyl)nonan-1-one 
• 5813-86-5 m-methoxybenzamide 
• 1700-37-4 3-Benzyloxybenzaldehyde 
• 111-83-1 1-bromo-octane 
• 603-35-0 triphenylphosphine 
• 42036-78-2 n-octyltriphenylphosphoniumbromide 
• 39691-62-8 nonylmagnesium bromide 
• 137081-63-1 3-nonyl-cyclohex-2-enone 

Downstream Products

• 1108607-42-6 di(4-hydroxy-2-n-nonylphenyl)sulphide 
• 180609-89-6 2-hydroxy-4-n-nonylbenzaldehyde 

Relevant articles and documents

SYNTHETIC METHOD

The invention relates to a method of alkene metathesis. In the method, at least one monoalkene is subjected to ethenolysis in the presence of a diene. The invention also relates to the use of a diene to promote an ethenolysis reaction conducted on a monoalkene.

A 'meta effect' in the fragmentation reactions of ionised alkyl phenols and alkyl anisoles

The competition between benzylic cleavage (simple bond fission [SBF]) and retro-ene rearrangement (RER) from ionised ortho, meta and para RC 6H4OH and RC6H4OCH3 (R = n-C3H7, n-C4H9, n-C5H11, n-C7H15, n-C9H19, n-C 15H31) is examined. It is observed that the SBF/RER ratio is significantly influenced by the position of the substituent on the aromatic ring. As a rule, phenols and anisoles substituted by an alkyl group in meta position lead to more abundant methylene-2,4-cyclohexadiene cations (RER fragmentation) than their ortho and para homologues. This 'meta effect' is explained on the basis of energetic and kinetic of the two reaction channels. Quantum chemistry computations have been used to provide estimate of the thermochemistry associated with these two fragmentation routes. G3B3 calculation shows that a hydroxy or a methoxy group in the meta position destabilises the SBF and stabilises the RER product ions. Modelling of the SBF/RER intensities ratio has been performed assuming two single reaction rates for both fragmentation processes and computing them within the statistical RRKM formalism in the case of ortho, meta and para butyl phenols. It is clearly demonstrated that, combining thermochemistry and kinetics, the inequality (SBF/RER) metaorthopara holds for the butyl phenols series. It is expected that the 'meta effect' described in this study enables unequivocal identification of meta isomers from ortho and para isomers not only of alkyl phenols and alkyl anisoles but also in other alkyl benzene series. Copyright

The separation and synthesis of lipidic 1,2- and 1,3-diols from natural phenolic lipids for the complexation and recovery of boron

A study has been made of the semi-synthesis of 1,3-diols (anacardic alcohols) from natural phenolic lipid resources from Anacardium occidentale and Anacardium giganteum which have given C15 and C11 derivatives, respectively. An isomeric 1,3-diol (isoanacardic alcohol) has been obtained from cardanol separated from technical cashew nut-shell liquid. Homologous1,3-diols have been synthesised from a range of synthetic 2-alkyl-, 3-alkyl- and 4-alkylphenols and from 6-alkylsalicylic acids. The natural 1,2-diol, urushiol, from Rhus vernicifera has been purified. All these lipidic compounds have been studied for their complexation and the potential recovery of boron as boric acid.