1927-71-5

Usage

Uses

Used in Fragrance and Flavoring Industry:
4-phenoxybutan-1-ol is used as a key ingredient in the production of fragrances and flavorings for its distinctive floral or rose-like scent, enhancing the sensory appeal of perfumes, cosmetics, and food products.
Used in Solvent Applications:
In the ink and adhesive industries, 4-phenoxybutan-1-ol serves as an effective solvent, facilitating the blending and application processes of these materials, thereby improving their performance and quality.
Used in Pharmaceutical and Personal Care Products:
Leveraging its antimicrobial properties, 4-phenoxybutan-1-ol is utilized in pharmaceutical formulations and personal care products to ensure cleanliness and prevent microbial contamination, contributing to product safety and efficacy.
Used in Cosmetics:
4-phenoxybutan-1-ol is used as a fragrance component in cosmetics, adding a pleasant scent and enhancing the overall consumer experience while also providing preservative benefits due to its antimicrobial nature.

Upstream product

• 2364-59-2 γ-phenoxybutyric acid ethyl ester 
• 32833-70-8 4-phenoxybut-2-yn-1-ol 
• 110-63-4 Butane-1,4-diol 
• 108-95-2 phenol 
• 6303-58-8 4-phenyloxybutanoic acid 
• 930-68-7 cyclohexenone 
• 28899-97-0 triphenylbismuth(V) diacetate 
• 201230-82-2 carbon monoxide 
• 1746-13-0 allyl phenyl ether 
• 54149-26-7 N-(4-phenoxy-butoxy)-phthalimide 
• 351422-19-0 C₁₃H₁₉NO₂S₂ 
• 10181-61-0 3-Mercapto-2,2,4-trimethyldithio-3-pentenoic acid β-thiolactone 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 66003-76-7 Diphenyliodonium triflate 

Downstream Products

• 110-52-1 1,4-dibromo-butane 
• 1200-03-9 4-bromophenyl butyl ether 
• 628-21-7 1,4-Diiodobutane 
• 20549-72-8 4-phenoxybutyl iodide 
• 2651-46-9 (4-chlorobutoxy)benzene 
• 1927-72-6 Hydroxy-butyl-cyclohexyl-ether 
• 16654-51-6 4-Phenoxy-butyl-trimethylsilylaether 
• 374535-68-9 4-phenoxybutyl methanesulfonate 
• 476009-31-1 (E)-bis(4-hydroxybutyl)stilbene 4,4'-diether 
• 476009-35-5 4-{4-[(E)-2-(4-{4-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-butoxy}-phenyl)-vinyl]-phenoxy}-butan-1-ol 
• 128578-04-1 3-[3-(2-Carboxy-ethyl)-4-(4-phenoxy-butoxy)-benzoyl]-benzoic acid 
• 117424-85-8 5-[3-(Ethoxycarbonyl)benzoyl]-2-[4-phenoxybutoxy]benzenepropanoic acid, ethyl ester 
• 7170-40-3 5-phenoxyvaleric acid 
• 16654-52-7 5-phenoxy-1-pentanol 

Relevant academic research and scientific papers

Phosphorylation Organocatalysts Highly Active by Design

The activity of nucleophilic organocatalysts for alcohol/phenol phosphorylation was enhanced through attaching oligoether appendages to a benzyl substituent on imidazole- or aminopyridine-based active units, presumably because of stabilizing n-cation interactions of the ethereal oxygens with the positively charged aza-heterocycle in the catalytic intermediates, and was substantially higher than that of known benchmark catalysts for a range of substrates. Density functional theory calculations and the study of analogues having a lower potential for such stabilizing interactions support our hypothesis.

Probing the Hydrophobic Binding Pocket of G-Protein-Coupled Lysophosphatidylserine Receptor GPR34/LPS1 by Docking-Aided Structure-Activity Analysis

The ligands of certain G-protein-coupled receptors (GPCRs) have been identified as endogenous lipids, such as lysophosphatidylserine (LysoPS). Here, we analyzed the molecular basis of the structure-activity relationship of ligands of GPR34, one of the LysoPS receptor subtypes, focusing on recognition of the long-chain fatty acid moiety by the hydrophobic pocket. By introducing benzene ring(s) into the fatty acid moiety of 2-deoxy-LysoPS, we explored the binding site's preference for the hydrophobic shape. A tribenzene-containing fatty acid surrogate with modifications of the terminal aromatic moiety showed potent agonistic activity toward GPR34. Computational docking of these derivatives with a homology modeling/molecular dynamics-based virtual binding site of GPR34 indicated that a kink in the benzene-based lipid surrogates matches the L-shaped hydrophobic pocket of GPR34. A tetrabenzene-based lipid analogue bearing a bulky tert-butyl group at the 4-position of the terminal benzene ring exhibited potent GPR34 agonistic activity, validating the present hydrophobic binding pocket model.

Ligand-free Cu-catalyzed O-arylation of aliphatic diols

Coupling reaction between aryl iodides and aliphatic diols was realized with a ligand-free copper catalyst under mild conditions. This method was successfully applied in the process of scale-up synthesis of medicinal candidate product EMB-3.

Copper(II)-catalyzed monoarylation of vicinal diols with diaryliodonium salts

Selective and efficient: The copper(II)-catalyzed selective monoarylation of vicinal diols with diaryliodonium triflates was successfully developed. In this catalytic process high chemoselectivity was achieved, even in the presence of a 1:1 mixture of the 1,2-diol and the mono-ol, and a wide range of substrates was tolerated, giving the monoarylated products in good to excellent yields (see scheme). Copyright

End-quenching of TiCl4-catalyzed quasiliving polyisobutylene with alkoxybenzenes for direct chain end functionalization

Alkoxybenzenes were used to end-quench TiCl4-catalyzed quasiliving isobutylene polymerizations initiated from 2-chloro-2,2,4- trimethylpentane or 5-tert-butyl-1,3-di(1-chloro-1-methylethyl)benzene at -70 °C in 40/60 (v/v) hexane/methyl chloride. The alkoxybenzene/chain end molar ratios were in the range 2.5-4. Effective alkoxybenzene quenchers included those with simple alkyl groups, such as anisole and isopropoxybenzene, haloalkyl tethers, such as (3-bromopropoxy)benzene and (2-chloroethoxy)benzene, and even those with hydroxyl and amine functionality, such as 4-phenoxy-1-butanol and 6-phenoxyhexylamine. Alkylation was generally quantitative and occurred exclusively in the para position; multiple alkylations on the same alkoxybenzene were not observed. The alkylation reactions were tolerant of temperatures ranging from -70 to -30 °C and were unimpeded by the presence of endo- or exo-olefin termini. In situ cleavage of the ether linkage of anisole and isopropoxybenzene termini allowed single pot syntheses of phenol-terminated polyisobutylenes.

Reaction of 3,3,5,5-tetramethylthiolane-2,4-dithione with benzyne: Novel formation of benzodithiole

Reaction of 3,3,5,5-tetramethylthiolane-2,4-thione with benzyne gave a new type of benzodithiole in 78% yield. Dithioester's thiocarbonyl group initially attacked benzyne to afford the corresponding betaine, which finally rearranged to give benzodithiole.

Synthesis, structure, and photochemistry of exceptionally stable synthetic DNA hairpins with stilbene diether linkers

The structure and properties of 18 hairpin-forming bis(oligonucleotide) conjugates possessing stilbene diether linkers are reported. Conjugates possessing bis(2-hydroxyethyl)stilbene 4,4′-diether linkers form the most stable DNA hairpins reported to date. Hairpins with as few as two T:A base pairs or four noncanonical G:G base pairs are stable at room temperature. Increasing the length of the hydroxyalkyl groups results in a decrease in hairpin thermal stability. On the basis of the investigation of their circular dichroism spectra, all of the hairpins investigated adopt B-DNA structures, except for a hairpin with a short poly(G:C) stem which forms a Z-DNA structure. Both the strong fluorescence of the stilbene diether linkers and their trans-cis photoisomerization are totally quenched in hairpins possessing neighboring T:A and G:C base pairs. Quenching is attributed to an electron-transfer mechanism in which the singlet stilbene serves as an electron donor and T or C serves as an electron acceptor. In contrast, in denatured hairpins and hairpins possessing neighboring G:G base pairs the stilbene diether linkers undergo efficient photoisomerization.

A new convenient method for the generation of alkoxy radicals from N-alkoxydithiocarbamates

N-Alkoxydithiocarbamates 2, which can be conveniently prepared from alkyl halides or alcohols using N-methylhydroxydithiocarbamate 1, are very useful precursors of alkoxy radicais.

Facile generation of alkoxy radicals from N-alkoxyphthalimides

N-Alkoxyphthalimides, stable and readily accessible from alcohols and alkyl halides, are found to be very efficient alkoxy radical precursors.

Hydrocarbonylation of prop-2-en-1-ol to butane-1,4-diol and 2-methylpropan-1-ol catalysed by rhodium triethylphosphine complexes

The hydrocarbonylation of prop-2-ene-1-ol catalysed by [Rh2(O2CMe)4]-PEt3, which gives [RhH(CO)(PEt3)2] as the active species, has been found to produce predominantly butane-1,4-diol and 2-methylpropan-1-ol with small amounts of 2-methylpropane-1,3-diol and propan-1-ol. Neither 2-methylprop-2-enal nor 2-methylprop-2-en-1-ol are intermediates in the production of 2-methylpropan-1-ol. By carrying out the reaction under a variety of reaction conditions and by using deuterium-labelling studies it was possible to formulate a mechanism for the production of 2-methylpropan-1-ol which involves formation of the vinyl alcohol, 2-methylprop-1-en-1-ol, as the primary product followed by tautomerism and hydrogenation, provided that at least two PEt3 groups are co-ordinated to the rhodium. A dehydration is proposed to occur during the catalytic cycle from a cationic hydroxycarbene intermediate. Using propenyl ethers as substrates similar products are obtained presumably via loss of alcohol rather than dehydration. If less than two PEt3 groups are co-ordinated to rhodium the major branched-chain product from prop-2-en-1-ol is 2-methylpropane-1,3-diol. This is interpreted as indicating that protonation of the acyl intermediate and dehydration of the hydroxycarbene do not occur because of the lower electron density on the acyl O atom.