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3-methyl-1-phenylbutan-2-ol, also known as isovalerol phenyl ethyl alcohol, is a colorless liquid chemical compound with a molecular formula of C12H18O. It possesses a sweet, floral, and somewhat fruity odor, making it a versatile ingredient in various industries.

705-58-8

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705-58-8 Usage

Uses

Used in Fragrance Industry:
3-methyl-1-phenylbutan-2-ol is used as a fragrance ingredient for its sweet, floral, and fruity scent. It is incorporated into the production of perfumes, soaps, and other cosmetic products to enhance their aroma and appeal to consumers.
Used in Food Industry:
In the food industry, 3-methyl-1-phenylbutan-2-ol is used as a flavoring agent to impart a pleasant taste and aroma to various food products. Its unique scent profile adds depth and complexity to the flavor profiles of different food items.
Used in Pharmaceutical Industry:
3-methyl-1-phenylbutan-2-ol has been investigated for its potential use in the pharmaceutical industry due to its antimicrobial and antioxidant properties. Its ability to combat microbes and neutralize harmful free radicals makes it a promising candidate for the development of new drugs and treatments.
Used in Cosmetic Products:
3-methyl-1-phenylbutan-2-ol is used in cosmetic products as it is considered relatively safe when used in appropriate concentrations. Its sweet, floral, and fruity odor adds a pleasant scent to these products, enhancing their overall sensory experience for consumers.
However, it is important to note that 3-methyl-1-phenylbutan-2-ol may cause skin irritation, and therefore, it should be handled with care to avoid adverse effects on the skin.

Check Digit Verification of cas no

The CAS Registry Mumber 705-58-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,0 and 5 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 705-58:
(5*7)+(4*0)+(3*5)+(2*5)+(1*8)=68
68 % 10 = 8
So 705-58-8 is a valid CAS Registry Number.
InChI:InChI=1/C11H16O/c1-9(2)11(12)8-10-6-4-3-5-7-10/h3-7,9,11-12H,8H2,1-2H3

705-58-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-methyl-1-phenylbutan-2-ol

1.2 Other means of identification

Product number -
Other names methyl-3 phenyl-1 butanol-2

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:705-58-8 SDS

705-58-8Relevant academic research and scientific papers

INHIBITORS OF NOROVIRUS AND CORONAVIRUS REPLICATION

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Paragraph 002112-002114, (2021/10/15)

Compounds of Formula (I) and methods of inhibiting the replication of viruses in a biological sample or patient, of reducing the amount of viruses in a biological sample or patient, and of treating a virus infection in a patient, comprising administering to said biological sample or patient an effective amount of a compound represented by Formula (I), a compound of Table A or B or a pharmaceutically acceptable salt thereof.

Synergistic Relay Reactions To Achieve Redox-Neutral α-Alkylations of Olefinic Alcohols with Ruthenium(II) Catalysis

Kan, Jian,Li, Chao-Jun,Li, Chen-Chen,Li, Jianbin,Lv, Leiyang,Qiu, Zihang

supporting information, p. 4544 - 4549 (2020/02/04)

Herein, we report a ruthenium-catalyzed redox-neutral α-alkylation of unsaturated alcohols based on a synergistic relay process involving olefin isomerization (chain walking) and umpolung hydrazone addition, which takes advantage of the interaction between the two rather inefficient individual reaction steps to enable an efficient overall process. This transformation shows the compatibility of hydrazone-type “carbanions” and active protons in a one-pot reaction, and at the same time achieves the first Grignard-type nucleophilic addition using olefinic alcohols as latent carbonyl groups, providing a higher yield of the corresponding secondary alcohol than the classical hydrazone addition to aldehydes does. A broad scope of unsaturated alcohols and hydrazones, including some complex structures, can be successfully employed in this reaction, which shows the versatility of this approach and its suitability as an alternative, efficient means for the generation of secondary and tertiary alcohols.

Photocatalytic carbanion generation-benzylation of aliphatic aldehydes to secondary alcohols

Donabauer, Karsten,Maity, Mitasree,Berger, Anna Lucia,Huff, Gregory S.,Crespi, Stefano,K?nig, Burkhard

, p. 5162 - 5166 (2019/06/05)

We present a redox-neutral method for the photocatalytic generation of carbanions. Benzylic carboxylates are photooxidized by single electron transfer; immediate CO2 extrusion and reduction of the in situ formed radical yields a carbanion capable of reacting with aliphatic aldehydes as electrophiles giving the Grignard analogous reaction product.

Unusual traits of cis and trans-2,3-dibromo-1,1-dimethylindane on the way from 1,1-dimethylindene to 2-bromo-, 3-bromo-, and 2,3-dibromo-1,1-dimethylindene

Knorr, Rudolf,Stephenson, David S.,Lattke, Ernst,B?hrer, Petra,Ruhdorfer, Jakob

supporting information, p. 1178 - 1184 (2016/07/06)

Do not rely on the widely accepted rule that vicinal, sp3-positioned protons in cyclopentene moieties should always have more positive 3J NMR coupling constants for the cis than for the trans arrangement: Unrecognized exceptions might misguide one to wrong stereochemical assignments and thence to erroneous mechanistic conclusions. We show here that two structurally innocent-looking 2,3-dibromo-1,1-dimethylindanes violate the rule by means of their values of 3J(cis) = 6.1 Hz and 3J(trans) = 8.4 Hz. The stereoselective formation of the trans diastereomer from 1,1-dimethylindene was improved with the tribromide anion (Br3-) as the brominating agent in place of elemental bromine; the ensuing, regiospecific HBr elimination afforded 3-bromo-1,1-dimethylindene. The addition of elemental bromine to the latter compound, followed by thermal HBr elimination, furnished 2,3-dibromo-1,1-dimethylindene, whose Br/Li interchange reaction, precipitation, and subsequent protolysis yielded only 2-bromo-1,1-dimethylindene.

A General, Practical Triethylborane-Catalyzed Reduction of Carbonyl Functions to Alcohols

Peng, Dongjie,Zhang, Mintao,Huang, Zheng

supporting information, p. 14737 - 14741 (2015/10/19)

A combination of the abundant and low-cost triethylborane and sodium alkoxide generates a highly efficient catalyst for reduction of esters, as well as ketones and aldehydes, to alcohols using an inexpensive hydrosilane under mild conditions. The catalyst system exhibits excellent chemoselectivity and a high level of functional group tolerance. Mechanistic studies revealed a resting state of sodium triethylalkoxylborate that is the product of the reaction of BEt3 with sodium alkoxide. This borate species reacts with hydrosilane to form NaBEt3H, which rapidly reduces esters.

Examining the origin of selectivity in the reaction of racemic alcohols with chiral N-phosphoryl oxazolidinones

Crook, Samuel,Parr, Nigel J.,Simmons, Jonathan,Jones, Simon

, p. 1298 - 1308 (2015/01/09)

A range of known and novel N-phosphoryl oxazolidinones and imidazolidinones were prepared and screened in the kinetic resolution of a range of racemic magnesium chloroalkoxides. Models are proposed to account for the enantioselectivity achieved based on a combination of chiral relay effects, generation of transient stereochemistry and the structure of the intermediate magnesium alkoxide.

Synthesis of Chiral 3-Alkyl-3,4-dihydroisocoumarins by dynamic kinetic resolutions catalyzed by a Baeyer-Villiger Monooxygenase

Rioz-Martinez, Ana,De Gonzalo,Torres Pazmino, Daniel E.,Fraaije, Marco-W.,Gotor, Vicente

supporting information; experimental part, p. 2073 - 2076 (2010/06/17)

"Chemical Equation Presented" Baeyer-Villiger monooxygenases have been tested, in the oxidation of racemic benzofused ketones. When employing a single mutant of phenylacetone monooxygenase (M.446G PAMO) under the proper reaction conditions, it was possible to achieve 3-substituted 3,4-dihydroisocoumarins with, high yields and optical purities through regioselective dynamic kinetic resolution processes.

Generation of allylic and benzylic organolithium compounds by fluorine-lithium exchange: Reaction with electrophiles

Guijarro, David,Yus, Miguel

, p. 53 - 57 (2007/10/03)

The application of the naphthalene-catalysed lithiation methodology to allylic and benzylic fluorides 1 led to the corresponding allylic and benzylic organolithium reagents, which, in the presence of different electrophiles (Barbier-type reaction conditions), afforded the expected products 2 in moderate yields. The procedure was useful for the transformation of primary, secondary and tertiary benzylic fluorides into the corresponding lithium derivatives. When a two-step lithiation process was used (treatment of fluoride 1 with lithium and a catalytic amount of naphthalene, followed by addition of the electrophilic reagent), only Wurtz-type coupling products were formed.

Generation of allylic and benzylic organolithium reagents from the corresponding ester, amide, carbonate, carbamate and urea derivatives

Alonso, Emma,Guijarro, David,Martinez, Pedro,Ramon, Diego J.,Yus, Miguel

, p. 11027 - 11038 (2007/10/03)

The reaction of different allylic and benzylic non-enolisable esters or amides (1), carbonates (4), carbamates (6, 7) and ureas (8) with an excess of lithium powder and a catalytic amount of naphthalene (10%) in the presence of an electrophile [(i)PrCHO, (t)BuCHO, PhCHO, Me2CO, Et2CO, (CH2)5CO, Ph2CO, Me3SiCl] in THF at different temperatures (-78, -30 or 0°C) leads, after hydrolysis with water to the corresponding allylated or benzylated products (2).

Arene-catalysed lithiation of triflates and triflamides under Barbier-type conditions: An indirect transformation of alcohols and amines into organolithium compounds

Alonso, Emma,Ramon, Diego J.,Yus, Miguel

, p. 14341 - 14348 (2007/10/03)

The reaction of alkyl triflates 1 or benzyl triflamides 3 with an excess of lithium powder and a catalytic amount of naphthalene (4 mol%) in the presence of different electrophiles [Me3SiCl, Pr(i)CHO, Bu(t)CHO, PhCHO, 4-MeOC6H4-CHO, CH3(CH2)6CHO, Et2CO, (CH2)5CO, (c-C3H5)2CO, PhCOMe, 4-MeC6H4COPh, PhCh=NPh, n-C8H7CON(CH2)4] in THF at temperature ranging between -78 and 0°C leads, after hydrolysis with water, to the corresponding condensation products 2. When α,β-unsaturated carbonyl compounds are used as electrophilic compounds 1,2- (3-cyclohexenone) or 1,4-addition (cinnamaldehyde or benzylideneacetone) takes place depending on the electrophile used.

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