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19980-43-9

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19980-43-9 Usage

Chemical Properties

Clear light yellow liquid

Uses

1-(Trimethylsiloxy)cyclopentene may be used in chemical synthesis studies.

Purification Methods

If too impure as seen by the NMR spectrum, then dissolve it in 10 volumes of pentane, shake with cold NaHCO3 (3 x 500mL), then 1.5M HCl (200mL) and aqueous NaHCO3 (200mL) again, dry (Na2SO4), filter, evaporate and distil it through a short Vigreux column (p 11). 1H NMR: (CDCl3) : 0.21 (s, 9H), 1.55 (m, 2H), 1.69 (m, 2H), 2.05 (br d, 4H) and 4.88 (br s, 1H). GLPC in a 6ft x 1/8inch with 3% SP2100 on 100-120 mesh Supelcoport column should give one peak. Store dry. [For the cyclohexene analogue see Varghese et al. Org Synth Coll Vol VIII 460 1993.]

Check Digit Verification of cas no

The CAS Registry Mumber 19980-43-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,9,9,8 and 0 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 19980-43:
(7*1)+(6*9)+(5*9)+(4*8)+(3*0)+(2*4)+(1*3)=149
149 % 10 = 9
So 19980-43-9 is a valid CAS Registry Number.
InChI:InChI=1/C8H16OSi/c1-10(2,3)9-8-6-4-5-7-8/h6H,4-5,7H2,1-3H3

19980-43-9 Well-known Company Product Price

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  • TCI America

  • (T1648)  1-(Trimethylsilyloxy)cyclopentene  >97.0%(GC)

  • 19980-43-9

  • 10mL

  • 1,390.00CNY

  • Detail
  • Aldrich

  • (283126)  1-(Trimethylsiloxy)cyclopentene  97%

  • 19980-43-9

  • 283126-5G

  • 864.63CNY

  • Detail

19980-43-9SDS

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 cyclopenten-1-yloxy(trimethyl)silane

1.2 Other means of identification

Product number -
Other names 1-Trimethylsiloxycyclopentene

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:19980-43-9 SDS

19980-43-9Relevant articles and documents

Enyne-2-pyrone [4 + 4]-Photocycloaddition: Sesquiterpene Synthesis and a Low-Temperature Cope Rearrangement

Khatri, Buddha B.,Sieburth, Scott McN.

, p. 4360 - 4363 (2015)

Intramolecular [4 + 4] photoreaction of 2-pyrones with a 1,3-enyne yields an unstable 1,2,5-cyclooctatriene product. Without a C4 pyrone substituent, 1,3-hydrogen migration converts the allene to a 1,3-diene, with a skeleton related to dactylol. With methoxy substitution, Cope rearrangement yields a nine-membered ring fused to a cyclobutane. Both structures were confirmed by X-ray crystallography. The Cope rearrangement is apparently reversible, reforming the allene which undergoes a proton shift to the more stable 1,3-diene product.

Boron Trifluoride-Mediated Cycloaddition of 3-Bromotetrazine and Silyl Enol Ethers: Synthesis of 3-Bromo-pyridazines

Schnell, Simon D.,González, Jorge A.,Sklyaruk, Jan,Linden, Anthony,Gademann, Karl

, p. 12008 - 12023 (2021/08/24)

Pyridazines are important scaffolds for medicinal chemistry or crop protection agents, yet the selective preparation of 3-bromo-pyridazines with high regiocontrol remains difficult. We achieved the Lewis acid-mediated inverse electron demand Diels-Alder reaction between 3-monosubstituted s-tetrazine and silyl enol ethers and obtained functionalized pyridazines. In the case of 1-monosubstituted silyl enol ethers, exclusive regioselectivity was observed. Downstream functionalization of the resulting 3-bromo-pyridazines was demonstrated utilizing several cross-coupling protocols to synthesize 3,4-disubstituted pyridazines with excellent control over the substitution pattern.

Three-Component Coupling of Acyl Fluorides, Silyl Enol Ethers, and Alkynes by P(III)/P(V) Catalysis

Fujimoto, Hayato,Kusano, Momoka,Kodama, Takuya,Tobisu, Mamoru

supporting information, p. 18394 - 18399 (2021/11/22)

We report herein on the phosphine-catalyzed hydrovinylation reaction by three-component coupling of acyl fluorides, silyl enol ethers, and alkynoates. The key to the success of the reaction is the formal transmetalation between pentacoordinate P(V) species (i.e., fluorophosphorane) and a silyl enol ether, which allows for C-C bond formation between the polarity-mismatched sites. The bond formation that cannot be attained even by transition metal catalysis is accomplished by a P(III)/P(V) manifold.

Unprecedented alkylation of silicon enolates with alcohols via carbenium ion formations catalyzed by tin hydroxide-embedded montmorillonite

Tandiary, Michael Andreas,Asano, Masashi,Hattori, Taiki,Takehira, Satoshi,Masui, Yoichi,Onaka, Makoto

supporting information, p. 1925 - 1928 (2017/04/27)

The solid acid, tin hydroxide-embedded montmorillonite, catalyzes the unprecedented alkylation of various silicon enolates with primary, secondary and tertiary benzylic alcohols as well as secondary allylic alcohols. The acid catalysis of Sn-Mont was not only higher than that of the other ion-exchanged montmorillonites (M-Mont; M?=?H, Ti, Fe and Al), but also higher than that of the typical homogeneous acid catalysts such as BF3·OEt2, TMSOTf and TfOH.

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