165059-42-7

Basic information

• Product Name: (E)-2-(3-METHOXY-1-PROPEN-1-YL)-4 4 5 5&
• Synonyms: (E)-2-(3-METHOXY-1-PROPEN-1-YL)-4 4 5 5&;trans-3-Methoxy-1-propenylboronic acid pinacol ester, 95%;(e)-2-(3-methoxy-1-propen-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;(E)-3-Methoxy-1-propen-1-ylboronic acid, pinacol ester;trans-3-Methoxy-1-propenylboronic acid pinacol ester 95%;2-(3-Methoxyprop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS NO: 165059-42-7
• Molecular Formula: C₁₀H₁₉BO₃
• Molecular Weight: 198.07
• Mol File: 165059-42-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 229-230 °C(lit.)
• Flash Point: 214 °F
• Appearance: /
• Density: 0.933 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.279mmHg at 25°C
• Refractive Index: n20/D 1.4430(lit.)
• CAS DataBase Reference: (E)-2-(3-METHOXY-1-PROPEN-1-YL)-4 4 5 5&(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-(3-METHOXY-1-PROPEN-1-YL)-4 4 5 5&(165059-42-7)
• EPA Substance Registry System: (E)-2-(3-METHOXY-1-PROPEN-1-YL)-4 4 5 5&(165059-42-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 165059-42-7(Hazardous Substances Data)

Usage

General Description

The chemical (E)-2-(3-Methoxy-1-propen-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, also known as 3-Methoxy-1-propenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, is a compound with a molecular formula C11H21BO2 and a molecular weight of 192.09 g/mol. It is a boronic ester derivative that may be used in organic synthesis and as a reagent in the preparation of various organic compounds. It is commonly used as a building block in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. (E)-2-(3-METHOXY-1-PROPEN-1-YL)-4 4 5 5& is a colorless to pale yellow liquid with a characteristic odor, and it is typically stored in a cool, dry place away from direct sunlight and sources of ignition.

InChI:InChI=1/C10H19BO3/c1-9(2)10(3,4)14-11(13-9)7-6-8-12-5/h6-7H,8H2,1-5H3/b7-6+

Upstream product

• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 627-41-8 propargyl alcohol methyl ether 
• 73183-34-3 bis(pinacol)diborane 

Downstream Products

• 1026786-84-4 3-hydroxy-5-[(1E)-3-(methyloxy)-1-propen-1-yl]benzaldehyde 
• 1026787-07-4 methyl 3,5-bis((1E)-3-methoxy-prop-1-en-1-yl)-benzoate 
• 1140918-69-9 N-{(3E)-5-tert-butyl-1-methyl-2-[(2R)-tetrahydrofuran-2-ylmethyl]-1,2-dihydro-3H-pyrazol-3-ylidene}-2-[(1E)-3-methoxyprop-1-enyl]-5-(trifluoromethyl)benzamide 
• 1146161-51-4 (S,E)-tert-butyl 3-(2-(2-hydroxyphenyl)-7-(3-methoxyprop-1-enyl)quinazolin-4-ylamino)pyrrolidine-1-carboxylate 
• 1190979-40-8 (E)-5-ethyl-2-(4-(2-(3-methoxyprop-1-enyl)-4-((4-(methylsulfonyl)piperazin-1-yl)methyl)phenoxy)piperidin-1-yl)pyrimidine 
• 1186637-50-2 (E)-3-chloro-5-(3-methoxyprop-1-enyl)picolinonitrile 
• 1229245-04-8 3-[(1E)-3-methoxyprop-1-en-1-yl]-5-(trifluoromethyl)benzaldehyde 
• 1229245-00-4 methyl 3-bromo-5-[(1E)-3-methoxy-1-propen-1-yl]-4-methylbenzoate 
• 1229245-69-5 N-({3-chloro-5-[(1E)-3-(methyloxy)-1-propen-1-yl]phenyl}methyl)cyclopropanamine 
• 1229246-36-9 N-({2,3-dichloro-5-[(1E)-3-(methyloxy)-1-propen-1-yl]phenyl}methyl)cyclopropanamine 
• 1229245-30-0 N-cyclopropyl-5-[(1E)-3-methoxy-1-propen-1-yl]-2,3-dimethylbenzamide 
• 1229245-22-0 3-bromo-N-cyclopropyl-5-[(1E)-3-methoxyprop-1-en-1-yl]-4-methylbenzamide 
• 1229245-15-1 tert-butyl {3,5-bis[(1E)-3-methoxy-1-propen-1-yl]benzyl}cyclopropylcarbamate 
• 1229245-12-8 tert-butyl cyclopropyl{3-formyl-5-[(1E)-3-methoxy-1-propen-1-yl]benzyl}carbamate 

Relevant articles and documents

Chemoselective Cross-Coupling of gem-Borazirconocene Alkanes with Aryl Halides

The direct and chemoselective conversion of the carbon-metal bond of gem-dimetallic reagents enables rapid and sequential formation of multiple carbon-carbon and carbon-heteroatom bonds, thus representing a powerful method for efficiently increasing structural complexity. Herein, we report a visible-light-induced, nickel-catalyzed, chemoselective cross-coupling reaction between gem-borazirconocene alkanes and diverse aryl halides, affording a wide range of alkyl Bpin derivatives in high yields with excellent regioselectivity. This practical method features attractively simple reaction conditions and a broad substrate scope. Additionally, we systematically investigated a Bpin-directed chain walking process underlying the regioselectivity of alkylzirconocenes, thus uncovering the mechanism of the remote functionalization of internal olefins achieved with our method. Finally, DFT calculations indicate that the high regioselectivity of this reaction originates from the directing effect of the Bpin group.

One-Pot, Three-Step Synthesis of Cyclopropylboronic Acid Pinacol Esters from Synthetically Tractable Propargylic Silyl Ethers

Simple propargylic silyl ethers can be converted to complex cyclopropylboronic acid pinacol esters in an efficient one-pot procedure. Terminal acetylenes undergo a Schwartz's reagent catalyzed hydroboration; subsequent addition of further Schwartz's reage

Silver-catalyzed highly regioselective formal hydroboration of alkynes

A silver(I)-N-heterocyclic carbene complex has proven to be a potent catalyst for formal hydroboration of alkynes, providing a variety of borylalkenes in regio- and stereoselective manners. Under the silver catalysis, allenes also undergo regioselective hydroboration to give borylalkenes.