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(E)-2-Buten-1-ol, also known as crotyl alcohol, is an organic compound characterized by its chemical formula C4H8O. This colorless liquid is insoluble in water but is miscible with most organic solvents. It is recognized for its slightly sweet, earthy odor and is known to be mildly toxic if ingested or inhaled, necessitating careful handling and the use of appropriate safety measures in laboratory or industrial environments.

542-72-3

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542-72-3 Usage

Uses

Used in Chemical Synthesis:
(E)-2-Buten-1-ol is utilized as a precursor in the synthesis of various chemicals, particularly esters. These esters are widely used in the flavor and fragrance industry due to their aromatic properties.
Used in Flavor and Fragrance Industry:
In the flavor and fragrance industry, (E)-2-Buten-1-ol is used as a key component in the creation of esters, which contribute to the distinctive scents and tastes of numerous products.
Used as a Solvent:
Additionally, (E)-2-Buten-1-ol serves as a solvent in certain industrial applications, taking advantage of its miscibility with most organic solvents.
Used in Organic Synthesis:
(E)-2-Buten-1-ol is also employed in organic synthesis, where its unique properties facilitate various chemical reactions and the production of different organic compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 542-72-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,4 and 2 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 542-72:
(5*5)+(4*4)+(3*2)+(2*7)+(1*2)=63
63 % 10 = 3
So 542-72-3 is a valid CAS Registry Number.

542-72-3Relevant academic research and scientific papers

Effect of the metal precursor on the properties of Ru/ZnO catalysts

Ramos-Fernández,Silvestre-Albero,Sepúlveda-Escribano,Rodríguez-Reinoso

, p. 221 - 227 (2010)

The effect of the ruthenium precursor (chlorinated or chlorine-free) on the properties and the catalytic behaviour of Ru/ZnO catalysts in the vapour phase hydrogenation of crotonaldehyde (2-butenal) has been studied. Two catalysts were prepared, using rut

Study of structure-performance relationships in Meerwein-Ponndorf-Verley reduction of crotonaldehyde on several magnesium and zirconium-based systems

Axpuac,Aramendía,Hidalgo-Carrillo,Marinas,Marinas,Montes-Jiménez,Urbano,Borau

, p. 183 - 190 (2012)

Several magnesia and zirconia systems were synthesized through the sol-gel process (calcination temperature in the 175-600°C range) and tested for liquid and gas-phase Meerwein-Ponndorf-Verley reduction of crotonaldehyde with 2-propanol. In the liquid pha

Hydrogenation of Cyclohexene in Aqueous Solvent Mixture Over a Sustainable Recyclable Catalyst Comprising Palladium and Monolacunary Silicotungstate Anchored to MCM-41

Patel, Anjali,Patel, Anish,Narkhede, Nilesh

, p. 423 - 429 (2019)

An efficient, highly stable, and ligand-free catalyst consisting of Pd and monolacunary silicotungstate anchored to MCM-41 was synthesized and characterized by various techniques. The synthesized catalyst was used for the hydrogenation reaction of cyclohe

The roles of metal-promoter interface on liquid phase selective hydrogenation of crotonaldehyde over Ir-MoOx/BN catalysts

Jia, Aiping,Lu, Jiqing,Luo, Mengfei,Tang, Cen,Wen, Yang,Xu, Yumeng,Zhou, Fangru

, (2021)

A series of MoOx-promoted Ir/BN catalysts were tested for liquid phase selective hydrogenation of crotonaldehyde. The MoOx-promotion could significantly improve the reactivity up to 5-fold. Such improvement was mainly due to the form

Mechanistic Insight to C-C Bond Formation and Predictive Models for Cascade Reactions among Alcohols on Ca- and Sr-Hydroxyapatites

Moteki, Takahiko,Flaherty, David W.

, p. 4170 - 4183 (2016)

Biomass-derived light alcohols (e.g., ethanol) may be upgraded via C-C bond formation to form larger alcohols and chemicals. The mechanism for coupling reactions among alcohols (i.e., Guerbet chemistry) is still debated, and the factors that determine the rates of subsequent, and inevitable, reactions among coupling products, and thus the product distributions, are not well understood. Here, the interpretation of the formation rates of products, in situ spectroscopy of surface intermediates, and evidence from isotope labeling experiments are combined to clarify the mechanism of the ethanol coupling over hydroxyapatite (HAP) catalysts. Initial C-C bonds are created by aldol condensation of acetaldehyde, derived in situ from ethanol, and involves a kinetically relevant deprotonation step to form the reactive enolate. In situ infrared spectra show that the coverage of ethanol-derived species far exceeds that of reactive aldehyde intermediates, which is consistent with C-C formation rates that inversely depend on ethanol pressure. Unsaturated aldehyde products are sequentially hydrogenated by the Meerwein-Ponndorf-Verley (MPV) reaction (i.e., C=O bond hydrogenation) and surface-mediated H-transfer (i.e., C=C bond hydrogenation). The MPV reaction simultaneously supplies reactive acetaldehyde needed for the coupling reaction by dehydrogenating ethanol. The rates of self- and cross-coupling reactions among C2-C4 alcohols are similar as are the values of the apparent activation enthalpies, which shows that self- and cross-coupling rates depend weakly on the structure of the reactants on HAP catalysts, with few exceptions. The carbon number distribution of the products from ethanol coupling closely matches predictions from an adapted step-growth model. Together, these findings show the mechanism for C-C bond formation between alcohol reactants on HAP catalysts and provide guidance for the production of higher carbon number species from alcohol coupling reactions.

Nanosized noble metals intercalated in clay as catalysts for selective hydrogenation

Dhanagopal, Manikandan,Duraiswami, Divakar,Valentine, Rupa A.,Ramalinga Viswanathan, Mangalaraja,Thiripuranthagan, Sivakumar

, p. 1200 - 1208 (2010)

The use of clay minerals in the synthesis of nanosized noble metal particles to give increased catalytic activity was investigated. Nanosized platinum and ruthenium catalysts intercalated in clay (montmorillonite/ hectorite) were synthesised and their catalytic activity was evaluated for the selective hydrogenation of three different α,β-unsaturated aldehydes, namely, crotonaldehyde, cinnamaldehyde, and citral, in a gas phase microreactor. The metal nano-sol was prepared by the chemical reduction of its precursor by the micellar technique in the presence of cetyl trimethyl ammonium bromide (CTAB), and the micelle stabilized metal particles were intercalated in the clay mineral by ion exchange. TEM micrographs of the catalyst particles showed that the metal particles were in the nanometre range. The average diameters of the particles were 1-25 nm. The effects of temperature, metal loading, and hydrogen flow rate on the catalytic activity and selectivity for α,β-unsaturated alcohol were studied. The results were correlated with the structural properties of the catalysts. The products formed in each reaction over the different catalysts showed that the catalysts were very active for hydrogenation, and the selectivity for the desired product, namely, α,β-unsaturated alcohol, was good. The metal catalysts intercalated in montmorillonite showed better selectivity than that in hectorite because of its higher acidity. Increased selectivity for α,β-unsaturated alcohol was observed with increased flow rate of hydrogen.

Non-Cryogenic, Ammonia-Free Reduction of Aryl Compounds

-

, (2022/03/31)

A method of reducing an aromatic ring or a cyclic, allylic ether in a compound includes preparing a reaction mixture including a compound including an aromatic moiety or a cyclic, allylic ether moiety, an alkali metal, and either ethylenediamine, diethylenetriamine, triethylenetetramine, or a combination thereof, in an ether solvent; and reacting the reaction mixture at from ?20° C. to 30° C. for a time sufficient to reduce a double bond in the aromatic moiety to a single bond or to reduce the cyclic, allylic ether moiety.

Probing the Interface between Encapsulated Nanoparticles and Metal-Organic Frameworks for Catalytic Selectivity Control

Lo, Wei-Shang,Chou, Lien-Yang,Young, Allison P.,Ren, Chenhao,Goh, Tian Wei,Williams, Benjamin P.,Li, Yang,Chen, Sheng-Yu,Ismail, Mariam N.,Huang, Wenyu,Tsung, Chia-Kuang

, (2021/02/16)

Encapsulating metal nanoparticles (NPs) in metal-organic frameworks (MOFs) to control catalytic selectivity has recently attracted great attention; however, an understanding of the NP-MOF interface is lacking. In this work, we used spectroscopy to investi

Preparation method of 2-butenol

-

Paragraph 0014-0040, (2021/08/14)

The invention discloses a preparation method of 2-butenol, which comprises the following steps of: reacting 2-butenol and isopropanol serving as reaction raw materials, aluminum isopropoxide serving as a catalyst I and metal chloride or metal oxide servin

Metal-doped mesoporous ZrO2catalyzed chemoselective synthesis of allylic alcohols from Meerwein-Ponndorf-Verley reduction of α,β-unsaturated aldehydes

Akinnawo, Christianah Aarinola,Bingwa, Ndzondelelo,Meijboom, Reinout

, p. 7878 - 7892 (2021/05/13)

Meerwein-Ponndorf-Verley reduction (MPVr) is a sustainable route for the chemoselective transformation of α,β-unsaturated aldehydes. However, tailoring ZrO2 catalysts for improved surface-active sites and maximum performance in the MPV reaction is still a challenge. Here, we synthesized mesoporous zirconia (ZrO2) and metal-doped zirconia (M_ZrO2, M = Cr, Mn, Fe, and Ni). The incorporation of metal dopants into zirconia's crystal framework alters its physico-chemical properties such as surface area and total acidity-basicity. The prepared catalysts were evaluated in the MPVr using 2-propanol as a hydrogen donor under mild reaction conditions. The catalysts' remarkable reactivity depends mainly on their surface mesostructure's intrinsic properties rather than the specific surface area. Cr_ZrO2, which is stable and sustainable, presented superior activity and 100% selectivity to unsaturated alcohols. The synergistic effect between Cr and Zr species in the binary oxide facilitated the Lewis acidity-induced performance of the Cr_ZrO2 catalyst. Our work presents the first innovative application of a well-designed mesoporous Cr_ZrO2 in the green synthesis of unsaturated alcohols with exceptional reactivity. This journal is

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