5422-01-5

Usage

Uses

Used in Agrochemical Industry:
α-Butylpiperonyl Alcohol is used as an intermediate in the synthesis of insecticides, fungicides, and other pesticides for its effectiveness in controlling and preventing the growth of harmful insects and fungi that can damage crops and plants. Its chemical properties make it a valuable component in the development of these agrochemical products.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, α-Butylpiperonyl Alcohol may also find applications in the pharmaceutical industry due to its chemical structure and properties. It could potentially be used as a building block for the synthesis of various pharmaceutical compounds, targeting specific therapeutic areas.

InChI:InChI=1/C12H16O3/c1-2-3-4-10(13)9-5-6-11-12(7-9)15-8-14-11/h5-7,10,13H,2-4,8H2,1H3

Upstream product

• 42930-39-2 n-butylzinc chloride 
• 120-57-0 piperonal 
• 693-04-9 butyl magnesium bromide 
• 109-65-9 1-bromo-butane 
• 109-72-8 n-butyllithium 

Downstream Products

• 5432-27-9 1-propanoyloxy-1-(3,4-methylenedioxyphenyl)pentane 
• 1426578-40-6 N-(1-(benzo[d][1,3]dioxol-5-yl)pentyl)-4-methylbenzenesulfonamide 
• 687603-66-3 MDPV 
• 63740-98-7 1-(benzo[d]-1,3-dioxol-5-yl)pentan-1-one 
• 146721-06-4 (+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane 

Relevant academic research and scientific papers

Direct transformation of aryl 2-pyridyl esters to secondary benzylic alcohols by nickel relay catalysis

A direct transformation of aryl esters to secondary benzylic alcohols via tandem Ni-catalyzed cross-coupling reactions of aromatic 2-pyridyl esters with alkyl zinc reagents and carbonyl group reduction by Ni-H species is achieved. Preliminary mechanistic studies reveal that the Ni-H species is generated in situ via β-hydride elimination of the Negishi reagents. The reaction is catalyzed by bench-stable nickel salts under mild conditions with wide functional group tolerance.

Chiral resolution and absolute configuration of the enantiomers of the psychoactive designer drug 3,4-methylenedioxypyrovalerone

Illicit rac-MDPV (3,4-methylenedioxypyrovalerone), manufactured in clandestine labs, has become widely abused for its cocaine-like stimulant properties. It has recently been found as one of the toxic materials in the so-called bath salts, producing, among other effects, psychosis and tachycardia in humans when introduced by any of the several routes of administration (e.g., intravenous, oral, etc.). The considerable toxicity of this designer drug probably resides in one of the enantiomers of the racemate. In order to obtain a sufficient amount of the enantiomers of rac-MDPV to determine their activity, we improved the known synthesis of rac-MDPV and found chemical resolving agents, (+)- and (-)-2'-bromotetranilic acid, that gave the MDPV enantiomers in >96% enantiomeric excess as determined by 1H nuclear magnetic resonance and chiral high-performance liquid chromatography. The absolute stereochemistry of these enantiomers was determined by single-crystal X-ray diffraction studies. Chirality 27:287-293, 2015. Published 2015. This article is a U.S. Government work and is in the public domain in the USA.

Aromatic amides as potentiators of bioefficacy of anti-infective drugs

The present invention relates to an aromatic substituted pentadienoic acid amides and there use in combination of specific amounts of aromatic amides i.e. 4-alkyl-5-(substituted phenyl)-2(E),4(E)-pentadienoic acid amides, its geometrical isomers or their dihydro or tetrahydro derivatives and an anti-infective drug useful in potentiating the bioefficacy of antiinfective drug. The combination of the present invention is useful in the treatment of certain infections and disease at lower concentration of anti-infectives necessary to inhibit the growth of microbial strains and may also find applications in reducing the resistance in microorganisms.

Trichosporon beigelli esterase (TBE): A versatile esterase for the resolution of economically important racemates

A hydrolase producing strain Trichosporon beigelli esterase (TBE) isolated from local cottage cheese in its native form has displayed versatility and high efficacy in the kinetic resolution of a wide range of economically important substrates, which include racemic secondary alcohols, such as 1-(6-methoxy-2-naphthyl)ethanol (E ～ 316), 1-(3,4-methylenedioxyphenyl) ethanol and pentanol (E ～ 180 and 156 resp.), and alkyl esters of carboxylic acids such as ibuprofen (E ～ 340), 2-(benzylthio)propanoic acid (E ～ 1000). In other substrates such as in the primary alcohol 2-(6-methoxy-2- naphthyl)propan-1-ol and carboxylic acids such as 2-(5-bromo-6-methoxy-2- naphthyl)propanoic acid, 2-(2-naphthyloxy)propanoic acid, and substituted 2-thiopropanoic acids, it displayed moderate to low selectivity. Commercial lipases such as CCL, PPL, and PSL were also used in the resolution of the substrates for comparative studies.

Carbon-Carbon Bond-Forming Reactions Using Cerium Metal or Organocerium(III) Reagents

Carbon-carbon bond-forming reactions using cerium metal or organocerium(III) reagents have been investigated.Cerium amalgam is an effective reagent for the chemoselective preparation of homoallylic alcohols from allyl halides and carbonyl compounds.These same reagent can also be satisfactorily employed for the Reformatsky-type reaction of α-halo esters with carbonyl compounds.It has been shown that organocerium(III) reagents are conveniently generated by the reaction of organolithiums with cerium(III)iodide or cerium(III)chloride.The reagents are less basic thanorganolithiums or Grignard reagents, and they react cleanly at -78 to -65 deg C with various carbonyl compounds to afford the addition products in high yields, even though the substrates are susceptible to enolization or metal-halogen exchange with simple organolithiums.The same reagents react also with α,β-unsaturated compounds to yield 1,2-addition products in high selectivity.