139-84-4

Usage

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

• 39691-62-8 nonylmagnesium bromide 
• 172264-98-1 1-(3-methoxyphenyl)nonan-1-one 
• 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 
• 111-83-1 1-bromo-octane 
• 1700-37-4 3-Benzyloxybenzaldehyde 
• 17049-49-9 octylmagnesium bromide 
• 5813-86-5 m-methoxybenzamide 
• 603-35-0 triphenylphosphine 
• 42036-78-2 n-octyltriphenylphosphoniumbromide 
• 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 academic research and scientific papers

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.

Selective ethenolysis and oestrogenicity of compounds from cashew nut shell liquid

The ethenolysis of cardanol (2), a waste product from cashew kernel production, was carried out using a variety of metathesis catalysts. Surprisingly, the best activities and selectivities could be observed with ruthenium based 1st generation type catalysts converting cardanol (2) almost completely to the corresponding 1-octene (6) and 3-non-8-enylphenol (4), a potential detergent precursor. Detailed investigation of the reaction system showed that the high activity and selectivity were due to a combination of ethenolysis and internal self-metathesis of the unsaturated cardanol mixture, 2. Self-metathesis of cardanol (2) containing three double bonds led to the formation of 3-non-8-enylphenol (4) and 1,4-cyclohexadiene (7). The latter was crucial for a high selectivity and activity in the ethenolysis, not only of cardanol (2), but also of other substrates like methyl oleate (10) when using ruthenium based 1st generation catalysts. The endocrine disrupting properties of 3-nonylphenol and related compounds are compared. the Partner Organisations 2014.

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

Synthesis and antinematodal activity of 3-n-alkylphenols

Several 3-alkylphenols including 3-undecylphenol, which was isolated from a Sumatran rainforest plant, were synthesized to investigate their antinematodal activity against the phytopathogenic nematodes, Bursapherencus xylophilus. A three-step synthesis involving the treatment of 2-cyclohexen-1-one with the Grignard reagent, oxidation of the resulting 1-alkyl-2-cyclohexen-1-ol and subsequent aromatization of 3-alkyl-2-cyclohexen-1-one successfully afforded such phenols. Among the 3-alkylphenols, 3-nonylphenol showed the highest activity, while 3-decylphenol and 3-undecylphenol also showed high activity.

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.

USE OF NATURAL PRODUCTS AND RELATED SYNTHETIC COMPOUNDS FOR THE TREATMENT OF CARDIOVASCULAR DISEASE

Use of a compound of formula (I), wherein Ar is an aromatic ring system comprising one or more optionally substituted phenyl rings optionally linked to or fused with one or more other optionally substituted phenyl rings or one or more 5 or 6-membered, optionally substituted heterocyclic rings wherein the heteroatom is oxygen; and wherein the ring system comprises 1-4 phenyl rings and wherein Ar can be linked to another Ar via a group X wherein the Ar is independently selected; where X is optionally substituted C1-20alkylene, C1-20alkenylene or C2-20alkynylene; R is hydrogen; C1-12alkenyl , C2-20alkynyl, C2-20alkanoyl, C2-20alkynoyl, each of which can be optionally substituted; R1 is independently selected and is hydrogen; optionally substituted C1-12alkyl , C2-12alkenyl, C2-2oalkynyl; ?COOR'?NR'R', halogen, ?OR', ?COR', ?CONRR', =O , ?SR', ?SO3R'. ?SO2NR'R', ?SOR', ?SO2R', ?NO2, ?CN, glycoside, silyl; where R' is independently hydrogen; alkyl, alkenyl or alkynyl each optionally substituted; and where two groups R1 can be joined; wherein the optional substituents are one or more independently selected from C1-10alkyl, C2-10alkenyl, C2-10alkynyl; ?COOR"? NR"R", halogen, OR", ?COR", ?CONR"R", ?SR", =O , ?SO3R", ?SO2NR"R", ?SOR", ?S2", ?NO2 , ?CN: wherein R" is independently hydrogen, alkyl. alkenyl, or alkynyl; n=1, 2 or 3; m=1 , 2, 3 or 4; or a pharmaceutically acceptable derivative thereof in the manufacture of a medicament for inhibiting the action of Ca2+ -ATPase enzymes. Certain compounds of formula (I) and 8-lavandulyl flavone pharmaceutical formulations are new.