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1504-55-8

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1504-55-8 Usage

Description

2-METHYL-3-PHENYL-2-PROPEN-1-OL, also known as trans-2-Methyl-3-phenyl-2-propen-1-ol, is an organic compound that has been synthesized for various applications. It is a derivative of propenol, characterized by its unique molecular structure that includes a methyl and phenyl group attached to a propenol backbone.

Uses

Used in Chemical Synthesis:
2-METHYL-3-PHENYL-2-PROPEN-1-OL is used as a synthetic intermediate for the preparation of various chemical compounds. Specifically, it has been utilized in the synthesis of 5-methyl-4-phenyl-5-hexen-2-one, a compound that may have potential applications in the chemical and pharmaceutical industries.
Occurrence:
2-METHYL-3-PHENYL-2-PROPEN-1-OL has apparently not been reported to occur naturally. Its synthesis and use are primarily confined to laboratory settings and industrial applications where its unique properties are harnessed for specific chemical reactions and product development.

Preparation

By selective hydrogenation of methylcinnamic aldehyde

Synthesis Reference(s)

Journal of the American Chemical Society, 117, p. 10417, 1995 DOI: 10.1021/ja00146a041

Metabolism

Cinnamic alcohol is mainly metabolized to benzoic acid, presumably via cinnamic acid, but substitution apparently prevents oxidation to benzoic acid, since 2-ethylcinnamic alcohol ( C 6H 5CH:C(C 2H 5)CH 2O H ) is partly (30-33%) excreted as α-ethylcinnamic acid (Williams, 1959)

Check Digit Verification of cas no

The CAS Registry Mumber 1504-55-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,0 and 4 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1504-55:
(6*1)+(5*5)+(4*0)+(3*4)+(2*5)+(1*5)=58
58 % 10 = 8
So 1504-55-8 is a valid CAS Registry Number.
InChI:InChI=1/C10H12O/c1-9(8-11)7-10-5-3-2-4-6-10/h2-7,11H,8H2,1H3/b9-7+

1504-55-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-METHYL-3-PHENYL-2-PROPEN-1-OL

1.2 Other means of identification

Product number -
Other names trans-2-Methyl-3-phenyl-2-propen-1-ol

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:1504-55-8 SDS

1504-55-8Relevant articles and documents

A Highly Active and Easily Accessible Cobalt Catalyst for Selective Hydrogenation of C=O Bonds

R?sler, Sina,Obenauf, Johannes,Kempe, Rhett

, p. 7998 - 8001 (2015)

The substitution of high-price noble metals such as Ir, Ru, Rh, Pd, and Pt by earth-abundant, inexpensive metals like Co is an attractive goal in (homogeneous) catalysis. Only two examples of Co catalysts, showing efficient C=O bond hydrogenation rates, are described. Here, we report on a novel, easy-to-synthesize Co catalyst family. Catalyst activation takes place via addition of 2 equiv of a metal base to the cobalt dichlorido precatalysts. Aldehydes and ketones of different types (dialkyl, aryl-alkyl, diaryl) are hydrogenated quantitatively under mild conditions partially with catalyst loadings as low as 0.25 mol%. A comparison of the most active Co catalyst with an Ir catalyst stabilized by the same ligand indicates the superiority of Co. Unique selectivity toward C=O bonds in the presence of C=C bonds has been observed. This selectivity is opposite to that of existing Co catalysts and surprising because of the directing influence of a hydroxyl group in C=C bond hydrogenation.

-

Braude,Evans

, p. 3333,3336 (1956)

-

CoOx@Co Nanoparticle-based Catalyst for Efficient Selective Transfer Hydrogenation of α,β-Unsaturated Aldehydes

Gong, Wanbing,Han, Miaomiao,Chen, Chun,Lin, Yue,Wang, Guozhong,Zhang, Haimin,Zhao, Huijun

, p. 1019 - 1024 (2020)

Currently, developing simple and effective catalysts for selective hydrogenation of α,β-unsaturated aldehydes to unsaturated alcohols is challenging. Herein, an efficient CoOx-shell/Co-core structured nanoparticle catalyst is synthesized by a facile ultrasonic-assisted carbothermal reduction method. The resultant catalyst exhibits outstanding catalytic performance toward the selective transfer hydrogenation of a wide spectrum of α,β-unsaturated aldehydes into corresponding unsaturated alcohols with over 90 % selectivity. This is the simplest nonprecious metal catalyst to be reported for the selective hydrogenation of unsaturated aldehydes.

Hf-MOF catalyzed Meerwein?Ponndorf?Verley (MPV) reduction reaction: Insight into reaction mechanism

Lin, Yamei,Bu, Qingxia,Xu, Jiaxian,Liu, Xiao,Zhang, Xueping,Lu, Guo-Ping,Zhou, Baojing

, (2021/01/25)

Hf-MOF-808 exhibits excellent activity and specific selectivity on the hydrogenation of carbonyl compounds via a hydrogen transfer strategy. Its superior activity than other Hf-MOFs is attributed to its poor crystallinity, defects and large specific surface area, thereby containing more Lewis acid-base sites which promote this reaction. Density functional theory (DFT) computations are performed to explore the catalytic mechanism. The results indicate that alcohol and ketone fill the defects of Hf-MOF to form a six-membered ring transition state (TS) complex, in which Hf as the center of Lewis stearic acid coordinates with the oxygen of the substrate molecule, thus effectively promoting hydrogen transfer process. Other reactive groups, such as –NO2, C = C, -CN, of inadequate hardness or large steric hindrance are difficult to coordinate with Hf, thus weakening their catalytic effect, which explains the specific selectivity Hf-MOF-808 for reducing the carbonyl group.

Method for synthesizing unsaturated primary alcohol in water phase

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Paragraph 0033-0034, (2021/07/14)

The invention discloses a method for synthesizing unsaturated primary alcohol in a water phase. The method comprises the following steps: taking unsaturated aldehyde as a raw material, selecting water as a solvent, and carrying out catalytic hydrogenation reaction on the unsaturated aldehyde in the presence of a water-soluble catalyst to obtain the unsaturated primary alcohol, wherein the catalyst is a metal iridium complex [Cp * Ir (2, 2'-bpyO)(OH)][Na]. Water is used as the solvent, so that the use of an organic solvent is avoided, and the method is more environment-friendly; the reaction is carried out at relatively low temperature and normal pressure, and the reaction conditions are mild; alkali is not needed in the reaction, so that generation of byproducts is avoided; and the conversion rate of the raw materials is high, and the yield of the obtained product is high. The method not only has academic research value, but also has a certain industrialization prospect.and.

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