1186-31-8

Usage

Uses

Used in Fragrance Industry:
4-Methyl-1-hepten-4-ol is used as a fragrance ingredient for its distinctive floral, sweet, and fruity scent. It is incorporated into various consumer products such as perfumes, soaps, and lotions to enhance their olfactory appeal.
Used in Flavorings:
Beyond its application in fragrances, 4-Methyl-1-hepten-4-ol is also utilized in flavorings to impart a unique taste and aroma to food and beverage products.
Used as a Chemical Intermediate:
In the realm of chemical synthesis, 4-Methyl-1-hepten-4-ol serves as an intermediate for the production of other compounds, contributing to the development of new materials and substances.
Safety Considerations:
It is crucial to handle 4-Methyl-1-hepten-4-ol with care due to its potential to cause irritation to the skin, eyes, and respiratory system when exposed to high concentrations. Proper safety measures should be taken during its use and storage to minimize any adverse effects.

InChI:InChI=1/C8H16O/c1-4-6-8(3,9)7-5-2/h4,9H,1,5-7H2,2-3H3/t8-/m0/s1

Upstream product

• 13891-87-7 pent-4-en-2-one 
• 556-56-9 allyl iodid 
• 107-87-9 2-Pentanone 
• 106-95-6 allyl bromide 
• 36219-40-6 1-bromo-2-hydroxy-2-methyl-3-butene 
• 2417-93-8 propyllithium 
• 81430-05-9 2-allyl-1,2-oxaborolane 
• 1730-25-2 allylmagnesium bromide 
• 762-72-1 allyl-trimethyl-silane 
• 15336-98-8 diallyldibutyltin 
• 24850-33-7 allyltributylstanane 
• 107-05-1 3-chloroprop-1-ene 
• 7393-43-3 tetraallyl tin 

Downstream Products

• 58888-76-9 3-hydroxy-3-methyl-hexanoic acid 
• 107-87-9 2-Pentanone 
• 124-38-9 carbon dioxide 
• 17603-57-5 methyl-4 heptadiene-1,3 
• 1537222-88-0 (((4-methylhept-1-en-4-yl)oxy)methyl)benzene 
• 1537222-99-3 4-(benzyloxy)-4-methylheptanal 
• 1537223-03-2 C₁₅H₂₂O₂ 
• 5675-29-6 4-methyl-1,4-heptadiene 
• 40095-04-3 (Z)-4-methylhepta-1,3-diene 
• 40095-05-4 (E)-4-methylhepta-1,3-diene 
• 32852-38-3 2-n-Propyl-1,4-pentadiene 

Relevant academic research and scientific papers

Preparation method and application of 2-hydroxymethyloxetane derivative

The invention discloses a preparation method and application of a 2-hydroxymethyloxetane derivative. The method comprises the following steps that a compound II and a compound III are used as raw materials; Barbier reaction is performed to obtain a compound IV; olefinic bonds in the compound IV are cyclized and oxidized to obtain a compound V; under the alkaline condition, ring opening is performed to generate a compound VI; after ring closing reaction, a compound VII is obtained; finally, benzyl protecting groups are removed to obtain the 2-hydroxymethyloxetane derivative (the compound I).

Efficient synthesis of homoallylic alcohols/amines from allyltributylstannane and carbonyl compounds/imines using iodine as catalyst under acetic acid-water medium

This paper describes a general method for the synthesis of homoallylic alcohols and amines by nucleophilic addition reaction of allyltributylstannane to carbonyl compounds and aldimines where iodine acts as a catalyst in H2O/acetic acid (1:1) medium. Only 10 mol% of I2 is required for various organic transformations. By using this process, various homoallylic alcohols and amines are produced in good to excellent yields.

Rapid access to homoallylic alcohols via Pd(OAc)2 catalyzed Barbier type allylation in presence of DMAP

DMAP was found to accelerate significantly the rate of Pd(OAc)2 catalyzed Barbier type allylation of carbonyl compounds by allylbromide using SnCl2·2H2O as reducing agent. Both aldehyde as well as ketones produced excellent yields within a short reaction time in the presence of 3 mol % of Pd(OAc)2 and 12 mol % of DMAP at room temperature. Aldehydes could be allylated within 5-10 min whereas, in case of ketones, the reaction completes in 45-120 min.

SnCl2·2H2O-mediated Barbier-type allylation: A comparative evaluation of the catalytic performance of CuI and Pd(OAc) 2

A systematic investigation has been carried out for the allylation of carbonyl compounds under SnCl2·2H2O-mediated Barbier-type conditions, using CuI and Pd(OAc)2 as catalysts. Ketones, which are not reactive under the influence of CuI, however, could be activated by using Pd(OAc)2 as a catalyst.

SnCl2-mediated carbonyl allylation of aldehydes and ketones in ionic liquid

In ionic liquid [bmim]BF4, SnCl2·2H 2O acts as an inexpensive and efficient metal salt for carbonyl allylation. By applying ionic liquid, some previously reported serious operational problems associated with the SnCl2-mediated allylation reaction are avoided. Furthermore, ketones, which are less reactive than aldehydes, can also be allylated in high yields with this system.

Indium triflate catalyzed allylation of ketones with diallyldibutyltin

A series of ketones underwent an allylation reaction using diallyldibutyltin in the presence of a catalytic amount of In(OTf)3. The method was found to be superior to most of the known methods. Thus, a new allyltin reagent Bu2Sn(allyl)2/In(OTf)3 for ketones was developed.

Allylation of unactivated ketones by tetraallyltin accelerated by phenol. Application to asymmetric allylation using a tetraallyltin-BINOL system

The tetraallyltin-phenol system was mild and effective for allylation of unactivated ketones, giving tertiary alcohols in high yields. The asymmetric allylation was achieved by a tetraallyltin-homochiral BINOL (1,1'-bi-2-naphthol) system. The addition of

Bis(fluorosulfuryl)imide: A Broensted acid catalyst for the addition of allyltrimethylsilane to carbonyl compounds

The Broensted acid HN(SO2F)2 catalyses the addition of allyltrimethylsilane to carbonyl compounds to give the corresponding homoallylic alcohols in high yields.

Allylboration of some ketones and aldehydes with 2-allyl-1,2-oxaborolane. Isolation of their intermediate adducts and synthesis of homoallylic alcohols

2-Allyl-1,2-oxaborolane (II), prepared by the reaction of 2-allyloxy-1,2-oxaborolane (I) with allylmagnesium bromide in ether, is an extremely reactive allylborane.This cyclic borinate ester II is a BCCO-type organoborane and can be used as a novel allylborating reagent.As is usual with allylboranes, II can also add smoothly to various ketones or aldehydes, and when followed by deboronation with diethanolamine gives the corresponding homoallylic alcohols IV.The adducts III, formed via a six-centre cyclic mechanism and allylic rearrangement, have been isolated and identified as a kind of 2-alkenoxy-1,2-oxaborolane.

Preparation and Stereochemistry of Some 1,1-Disubstituted Buta-1,3-dienes

The preparation of five (E)- and five (Z)-1,1-disubstituted buta-1,3-dienes is described and their stereochemistry assigned.The effect of the Z-E isomerism on the chemical shifts in the 13C and 1H n.m.r. spectra is discussed.