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611-69-8

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611-69-8 Usage

Description

2-METHYL-1-PHENYL-1-PROPANOL, also known as 1-Phenyl-2-methylpropan-1-ol, is an organic compound with the molecular formula C10H14O. It is a colorless to pale yellow liquid with a distinctive aromatic odor. 2-METHYL-1-PHENYL-1-PROPANOL is characterized by its hydroxyl group and a phenyl ring attached to a three-carbon chain with a methyl group.

Uses

Used in Pharmaceutical Industry:
2-METHYL-1-PHENYL-1-PROPANOL is used as an intermediate in the large-scale preparation of (R)-and (S)-1-(2, 4, 6-triisopropylphenyl) ethanol, which are important chiral building blocks for the synthesis of various pharmaceutical compounds. Its application in this industry is due to its ability to provide a versatile starting material for the development of new drugs with potential therapeutic benefits.
Used in Flavor and Fragrance Industry:
2-METHYL-1-PHENYL-1-PROPANOL is used as a key component in the synthesis of various fragrances and flavor compounds. Its aromatic properties make it a valuable addition to the creation of scents and flavors for the perfume, cosmetics, and food industries.
Used in Chemical Synthesis:
2-METHYL-1-PHENYL-1-PROPANOL is utilized in the baker's yeast mediated asymmetric reduction of cinnamaldehyde derivatives. This process is significant in the production of chiral alcohols, which are essential in the synthesis of various chemicals, including pharmaceuticals, agrochemicals, and specialty chemicals. The use of this compound in this application is attributed to its ability to facilitate the selective reduction of cinnamaldehyde derivatives, leading to the formation of valuable chiral alcohols with high enantiomeric purity.

Synthesis Reference(s)

Tetrahedron, 50, p. 3447, 1994 DOI: 10.1016/S0040-4020(01)87024-1

Check Digit Verification of cas no

The CAS Registry Mumber 611-69-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 1 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 611-69:
(5*6)+(4*1)+(3*1)+(2*6)+(1*9)=58
58 % 10 = 8
So 611-69-8 is a valid CAS Registry Number.
InChI:InChI=1/C10H14O/c1-8(2)10(11)9-6-4-3-5-7-9/h3-8,10-11H,1-2H3

611-69-8 Well-known Company Product Price

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  • Alfa Aesar

  • (B20729)  2-Methyl-1-phenyl-1-propanol, 98%   

  • 611-69-8

  • 5g

  • 874.0CNY

  • Detail
  • Alfa Aesar

  • (B20729)  2-Methyl-1-phenyl-1-propanol, 98%   

  • 611-69-8

  • 25g

  • 2096.0CNY

  • Detail

611-69-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Phenyl-2-methylpropyl alcohol

1.2 Other means of identification

Product number -
Other names 1-Phenyl-2-methyl-1-propanol

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:611-69-8 SDS

611-69-8Relevant articles and documents

Catalytic asymmetric transfer hydrogenation of ketones using terpene-based chiral β-amino alcohols

Watts, Cian Christopher,Thoniyot, Praveen,Cappuccio, Frank,Verhagen, Joelle,Gallagher, Brain,Singaram, Bakthan

, p. 1301 - 1307 (2006)

Catalytic asymmetric transfer hydrogenations of aromatic alkyl ketones have been studied using [RuCl2(p-cymeme)]2 and terpene-based β-amino alcohols. The limonene derived amino alcohol, (1S,2S,4R)-1-methyl-4-(1-methylethenyl)-2-(meth

Pinacol versus para coupling of aromatic ketones

Maury, Olivier,Villiers, Claude,Ephritikhine, Michel

, p. 6591 - 6594 (1997)

Aromatic ketones PhCOR were coupled with uranium complexes to give, after deuterolysis, the pinacol 3 and the keto-alcohol 4 resulting respectively from the pinacol and para coupling of the carbonyl substrate. The organometallic precursors of 3 and 4 were

Cyclometalated (NNC)Ru(ii) complex catalyzed β-methylation of alcohols using methanol

Belkova, Natalia V.,Ganguli, Kasturi,Kundu, Sabuj

supporting information, p. 4354 - 4365 (2022/04/07)

Indolyl fragment containing phenanthroline based new ligands and their corresponding Ru(ii) complexes were synthesized and fully characterized by various spectroscopic techniques. The catalytic activity of these newly synthesized cyclometalated (NNC)Ru(ii) complexes was explored towards the β-methylation of alcohols using methanol. Notably, these complexes displayed superior reactivity compared to various (NNN)Ru(ii) complexes. Utilizing this strategy, a wide range of primary, secondary, and aliphatic straight chain alcohols were selectively methylated. This protocol was further employed for the methylation of a few natural products and the gram scale synthesis of β-methylated alcohols. A series of control experiments and kinetic studies were performed to understand the plausible reaction mechanism.

Highly efficient NHC-iridium-catalyzed β-methylation of alcohols with methanol at low catalyst loadings

Lu, Zeye,Zheng, Qingshu,Zeng, Guangkuo,Kuang, Yunyan,Clark, James H.,Tu, Tao

, p. 1361 - 1366 (2021/06/30)

The methylation of alcohols is of great importance since a broad number of bioactive and pharmaceutical alcohols contain methyl groups. Here, a highly efficient β-methylation of primary and secondary alcohols with methanol has been achieved by using bis-N-heterocyclic carbene iridium (bis-NHC-Ir) complexes. Broad substrate scope and up to quantitative yields were achieved at low catalyst loadings with only hydrogen and water as by-products. The protocol was readily extended to the β-alkylation of alcohols with several primary alcohols. Control experiments, along with DFT calculations and crystallographic studies, revealed that the ligand effect is critical to their excellent catalytic performance, shedding light on more challenging Guerbet reactions with simple alcohols. [Figure not available: see fulltext.].

Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition-Metal Catalysts

Oestreich, Martin,Seliger, Jan

supporting information, p. 247 - 251 (2020/10/29)

A nonenzymatic dynamic kinetic resolution of acyclic and cyclic benzylic alcohols is reported. The approach merges rapid transition-metal-catalyzed alcohol racemization and enantioselective Cu-H-catalyzed dehydrogenative Si-O coupling of alcohols and hydrosilanes. The catalytic processes are orthogonal, and the racemization catalyst does not promote any background reactions such as the racemization of the silyl ether and its unselective formation. Often-used ruthenium half-sandwich complexes are not suitable but a bifunctional ruthenium pincer complex perfectly fulfills this purpose. By this, enantioselective silylation of racemic alcohol mixtures is achieved in high yields and with good levels of enantioselection.

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