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(E)-4-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl]phenol is a boronic ester chemical compound with the molecular formula C14H19BO3. It features a vinyl group and a phenol moiety, making it a versatile reagent in organic synthesis.

933986-82-4

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933986-82-4 Usage

Uses

Used in Organic Synthesis:
(E)-4-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl]phenol is used as a reagent for the Suzuki-Miyaura cross-coupling reaction, which is a widely utilized method for forming carbon-carbon bonds. Its boronic ester functionality enables the synthesis of a broad spectrum of functionalized organic molecules, making it a crucial tool in organic chemistry.
Used in Pharmaceutical Production:
In the pharmaceutical industry, (E)-4-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl]phenol is used as a key intermediate in the synthesis of various drugs. Its versatility and reactivity in chemical transformations allow for the development of new pharmaceutical compounds with potential therapeutic applications.
Used in Agrochemicals:
(E)-4-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl]phenol is also utilized in the agrochemical industry for the synthesis of pesticides and other chemical products that contribute to the enhancement of crop protection and yield.
Used in Materials Science:
(E)-4-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl]phenol is employed in materials science for the development of novel materials with specific properties. Its reactivity and functional groups allow for the creation of materials with tailored characteristics for various applications, such as in electronics, coatings, and composites.

Check Digit Verification of cas no

The CAS Registry Mumber 933986-82-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,3,3,9,8 and 6 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 933986-82:
(8*9)+(7*3)+(6*3)+(5*9)+(4*8)+(3*6)+(2*8)+(1*2)=224
224 % 10 = 4
So 933986-82-4 is a valid CAS Registry Number.

933986-82-4Downstream Products

933986-82-4Relevant academic research and scientific papers

The Boron-Wittig Olefination of Aldehydes and Ketones with Bis[(pinacolato)boryl]methane: an Extended Reaction Scope

Kovalenko, Maksym,Yarmoliuk, Dmytro V.,Serhiichuk, Dmytro,Chernenko, Daria,Smyrnov, Vladyslav,Breslavskyi, Artur,Hryshchuk, Oleksandr V.,Kleban, Ihor,Rassukana, Yuliya,Tymtsunik, Andriy V.,Tolmachev, Andrey A.,Kuchkovska, Yuliya O.,Grygorenko, Oleksandr O.

, p. 5624 - 5635 (2019/07/31)

Preparation of 2,2-disubstituted and 2-monosubstituted alkenylboronic acid esters from aliphatic and aromatic ketones and aldehydes by the boron-Wittig olefination with bis[(pinacolato)boryl]methane was examined and applied on the multigram scale. The influence of the substrate steric and electronic features on the overall efficiency and stereochemical outcome of the reaction was studied. Additionally, a series of diversely functionalized (hetera)cycloalkylidenemethyl and (hetera)cycloalkyl boronic acid-derived building blocks was synthesized.

NHC-copper-thiophene-2-carboxylate complex for the hydroboration of terminal alkynes

Jang, Won Jun,Kang, Byung-Nam,Lee, Ji Hun,Choi, Yoon Mi,Kim, Chong-Hyeak,Yun, Jaesook

supporting information, p. 5249 - 5252 (2019/06/07)

An air-stable N-heterocyclic carbene-copper thiophene-2-carboxylate (CuTC) complex has been prepared for the stereoselective hydroboration of terminal alkynes using pinacolborane (HBpin) or 1,8-naphthalenediaminatoborane (HBdan). The newly synthesized complex can be directly activated by hydroboranes without a cocatalyst such as a base, and exhibits high reactivity for the hydroboration of alkynes under mild conditions. A gram-scale hydroboration of terminal phenylacetylene demonstrated the applicability of the copper complex for the preparation of alkenyl boronates.

Mild Base Promoted Nucleophilic Substitution of Unactivated sp3-Carbon Electrophiles with Alkenylboronic Acids

Liu, Shiwen,Zeng, Xiaojun,Hammond, Gerald B.,Xu, Bo

supporting information, p. 3667 - 3671 (2018/09/12)

Diverse alkenylboronic acids react smoothly with various sp3-carbon electrophiles such as unactivated alkyl triflates in the presence of mild bases such as K3PO4. The reaction protocol is very mild and thereby enables high functional group tolerance. This transition metal-free condition is orthogonal towards the classic transition metal catalyzed Suzuki coupling. (Figure presented.).

RESVERATROL ANALOGS AND THERAPEUTIC USES THEREOF

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Paragraph 00222, (2014/12/12)

Resveratrol analogs and their use to inhibit Kv1.5 channels are provided. The resveratrol analogs are useful in the treatment of atrial arrhythmias, including atrial fibrillation (AF). Exemplary resveratrol analogs are compounds of general Formula (I):

BICYCLIC AROMATIC COMPOUNDS USEFUL AS INHIBITORS OF MITOGEN-ACTIVATED PROTEIN KINASE-ACTIVATED PROTEIN KINASE-2

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Page/Page column 48-49, (2008/06/13)

A compound of formula (I) or a pharmaceutically acceptable salt or prodrug ester thereof: wherein the groups R1-R6, A and Y are as defined in the specification, as inhibitors of (MK2 or MAPKAP kinase-2).

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