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(R)-(+)-1-Phenyl-1-pentanol, also known as (R)-(+)-1-phenylpentan-1-ol, is an organic compound that belongs to the class of alcohols. It is a chiral molecule, which means it has a non-superimposable mirror image, and the (R)-enantiomer is the naturally occurring form. (R)-(+)-1-Phenyl-1-pentanol is characterized by its unique structure and properties, making it a versatile compound with various applications across different industries.

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  • 19641-53-3 Structure
  • Basic information

    1. Product Name: (R)-(+)-1-Phenyl-1-pentanol
    2. Synonyms: (R)-(+)-1-Phenyl-1-pentanol;(+)-1-Phenylpentan-1-ol;(R)-(+)-α-Hydroxypentylbenzene;(R)-1-Phenylpentanol;(R)-Butyl phenyl carbinol;(R)-α-Butylbenzenemethanol;Benzenemethanol, α-butyl-, (R)-;Benzenemethanol, α-butyl-, (αR)-
    3. CAS NO:19641-53-3
    4. Molecular Formula: C11H16O
    5. Molecular Weight: 164.24414
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 19641-53-3.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: (R)-(+)-1-Phenyl-1-pentanol(CAS DataBase Reference)
    10. NIST Chemistry Reference: (R)-(+)-1-Phenyl-1-pentanol(19641-53-3)
    11. EPA Substance Registry System: (R)-(+)-1-Phenyl-1-pentanol(19641-53-3)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 19641-53-3(Hazardous Substances Data)

19641-53-3 Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
(R)-(+)-1-Phenyl-1-pentanol is used as a chiral building block for the synthesis of various pharmaceuticals and agrochemicals. Its unique chiral properties allow for the creation of enantiomerically pure compounds, which are essential in the development of effective and safe drugs and agrochemicals.
Used in the Food Industry:
(R)-(+)-1-Phenyl-1-pentanol is used as a flavoring agent, providing a floral and fruity aroma to various food products. Its ability to enhance the taste and aroma of food items makes it a valuable addition to the flavor industry.
Used in Perfumes and Personal Care Products:
(R)-(+)-1-Phenyl-1-pentanol is also used as a fragrance in perfumes and personal care products. Its pleasant and distinctive scent makes it a popular choice for creating appealing and long-lasting fragrances.
Used in Organic Synthesis:
(R)-(+)-1-Phenyl-1-pentanol has applications in organic synthesis, where it can be used as a starting material or an intermediate in the production of various organic compounds.
Used in Chemical Research:
(R)-(+)-1-Phenyl-1-pentanol serves as a reagent in chemical research, where it can be used to study the properties and reactions of chiral molecules. Its unique structure and properties make it an important tool for understanding the behavior of chiral compounds in various chemical processes.

Check Digit Verification of cas no

The CAS Registry Mumber 19641-53-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,9,6,4 and 1 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 19641-53:
(7*1)+(6*9)+(5*6)+(4*4)+(3*1)+(2*5)+(1*3)=123
123 % 10 = 3
So 19641-53-3 is a valid CAS Registry Number.

19641-53-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (1R)-1-phenylpentan-1-ol

1.2 Other means of identification

Product number -
Other names (+)-1-Phenylpentanol

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:19641-53-3 SDS

19641-53-3Relevant articles and documents

Synthesis of the first per(3-deoxy)-cyclooligosaccharide: Hepta(manno-3- deoxy-6-O-t-butyldimethylsilyl)-β-cyclodextrin

Kelly, David R.,Mish'al, Adel K.

, p. 3627 - 3648 (1999)

Reduction of hepta(manno-2,3-anhydro-6-O-t-butyldimethylsilyl)-β- cyclodextrin with lithium triethylborohydride gives hepta(manno-3-deoxy-6-O- t-butyldimethylsilyl)-β-cyclodextrin. This compound plus the hepta(2-O- methyl)- and hepta(2-O-benzyl)-derivativ

Enantioselective addition of organocerium reagents to aldehydes -effects of TADDOL ligand structure

Greeves, Nicholas,Pease, J. Elizabeth,Bowden, Martin C.,Brown, Stephen M.

, p. 2675 - 2678 (1996)

A range of TADDOL organocerium reagents have been prepared and the effect of TADDOL structure on their enantioselective addition to aldehydes has been studied. Copyright

ASYMMETRIC REDUCTION OF ALKYL ARYL KETONES WITH LITHIUM BOROHYDRIDE USING N-BENZOYLCYSTEINE AS CHIRAL LIGAND

Soai, Kenso,Yamanoi, Takashi,Oyamada, Hidekazu

, p. 251 - 254 (1984)

N-Benzoylcysteine, a chiral ligand posessing sulfur donor atom, was found to be highly effective in enentioselective reduction of alkyl aryl ketones with lithium borohydride (up to 92-93percente.e.).

[1,2]-Wittig rearrangement of acetals iii [1]. New 1,2-alkoxyalcohols, 1,2-alkoxyamines and 1,2-dialkoxy compounds as chiral ligands for organomagnesium and organolithium compounds and for lithium aluminum hydride

Gaertner, Peter,Letschnig, Martin,Knollmueller, Max

, p. 867 - 877 (2000)

Eight O-substituted 1,2-diols and one O,N-substituted 1,2-aminoalcohol derived from 2-alkoxyoctahydro-7,8,8-trimethyl-4,7-methanobenzofurans via a [1,2]-Witting rearrangement and subsequent substitution were synthesized and tested as additives for the ena

Reusable cobalt(III) complex catalysts for enantioselective borohydride reduction of ketones

Tsubo, Tatsuyuki,Chen, Hsiu-Hui,Yokomori, Minako,Kikuchi, Satoshi,Yamada, Tohru

, p. 983 - 986 (2013)

A reusable catalytic system was developed for the catalytic enantioselective borohydride reduction of ketones. The optically active 1-chlorovinylketoiminatocobalt(III) complexes were recovered after the reaction by silica gel column chromatography, and th

Asymmetric synthesis of alkylarylcarbinols via reaction of a chiral pinanediol alkylboronic ester with arylmethyl chlorides

Kabalka, George W.,Li, Nan-Sheng,Yu, Su

, p. 3843 - 3846 (1997)

The reaction of arylmethyl chlorides with chiral pinanediol esters of alkylboronic acids in the presence of lithium dicyclohexylamide affords chiral alkylarylcarbinols in good stereochemical yields after oxidation.

Asymmetric Carbonyl Addition and Asymmetric Polymerization Assisted by Axially Chiral Diamines Give Disparate Ligand/Product Configurational Correlations

Kanoh, Shygeyoshi,Muramoto, Hiroki,Maeda, Kazunobu,Kawaguchi, Naotaka,Motoi, Masatoshi,Suda, Hiroshi

, p. 2244 - 2246 (1988)

Organolithium reagents complexed with axially chiral biphenyl-substituted N,N,N',N'-tetramethylethylenediamines (1 and 2) add to aldehydes in good enantioface selectivity.The pattern of the stereoselection, however, disagrees with that of the helical choi

Bio-inspired asymmetric aldehyde arylations catalyzed by rhodium-cyclodextrin self-inclusion complexes

Asahi, Kaoru,Fujiwara, Shin-Ichi,Iwasaki, Takanori,Kambe, Nobuaki,Takahashi, Ryota,Tsuda, Susumu,Ueda, Ryoji,Yamauchi, Hiroki

supporting information, p. 801 - 807 (2022/02/03)

Transition-metal catalysts are powerful tools for carbon-carbon bond-forming reactions that are difficult to achieve using native enzymes. Enzymes that exhibit inherent selectivities and reactivities through host-guest interactions have inspired widesprea

Manganese catalyzed asymmetric transfer hydrogenation of ketones

Zhang, Guang-Ya,Ruan, Sun-Hong,Li, Yan-Yun,Gao, Jing-Xing

supporting information, p. 1415 - 1418 (2020/11/20)

The asymmetric transfer hydrogenation (ATH) of a wide range of ketones catalyzed by manganese complex as well as chiral PxNy-type ligand under mild conditions was investigated. Using 2-propanol as hydrogen source, various ketones could be enantioselectively hydrogenated by combining cheap, readily available [MnBr(CO)5] with chiral, 22-membered macrocyclic ligand (R,R,R',R')-CyP2N4 (L5) with 2 mol% of catalyst loading, affording highly valuable chiral alcohols with up to 95% ee.

Highly Active Cooperative Lewis Acid—Ammonium Salt Catalyst for the Enantioselective Hydroboration of Ketones

Titze, Marvin,Heitk?mper, Juliane,Junge, Thorsten,K?stner, Johannes,Peters, René

supporting information, p. 5544 - 5553 (2021/02/05)

Enantiopure secondary alcohols are fundamental high-value synthetic building blocks. One of the most attractive ways to get access to this compound class is the catalytic hydroboration. We describe a new concept for this reaction type that allowed for exceptional catalytic turnover numbers (up to 15 400), which were increased by around 1.5–3 orders of magnitude compared to the most active catalysts previously reported. In our concept an aprotic ammonium halide moiety cooperates with an oxophilic Lewis acid within the same catalyst molecule. Control experiments reveal that both catalytic centers are essential for the observed activity. Kinetic, spectroscopic and computational studies show that the hydride transfer is rate limiting and proceeds via a concerted mechanism, in which hydride at Boron is continuously displaced by iodide, reminiscent to an SN2 reaction. The catalyst, which is accessible in high yields in few steps, was found to be stable during catalysis, readily recyclable and could be reused 10 times still efficiently working.

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