ChemicalBook > Product Catalog >Organic Chemistry >Organometallic compounds >Organic zinc >Nysted Reagent

Nysted Reagent

Nysted Reagent Suppliers list
Company Name: career henan chemical co
Tel: +86-371-86658258
Email: sales@coreychem.com
Products Intro: Product Name:Geneticin
CAS:41114-59-4
Purity:99% Package:1KG;1USD
Company Name: Chongqing Chemdad Co.,Ltd
Tel: +86-19923101450
Email: sales@chemdad.com
Products Intro: Product Name:NYSTED REAGENT
CAS:41114-59-4
Package:1kg,2kg,5kg,10kg,25kg
Company Name: Hubei xin bonus chemical co. LTD
Tel: 86-13657291602
Email: linda@hubeijusheng.com
Products Intro: Product Name:Nysted Reagent
CAS:41114-59-4
Company Name: Chongqing Chemdad Co., Ltd
Tel: +86-13650506873
Email: sales@chemdad.com
Products Intro: Product Name:Nysted Reagent
CAS:41114-59-4
Purity:0.98 Package:1kg,2kg,5kg,10kg,25kg
Company Name: HENAN BON INDUSTRIAL CO.,LTD
Tel: 0371-55170695
Email: info@hnbon.com
Products Intro: CAS:41114-59-4
Purity:0.99 Package:25KG;5KG;1KG;500G

Nysted Reagent manufacturers

  • Geneticin
  • $1.00 / KG
  • 2019-07-06
  • CAS:41114-59-4
  • Min. Order: 1KG
  • Purity: 99%
  • Supply Ability: 25kg
Nysted Reagent Basic information
Product Name:Nysted Reagent
Synonyms:Nysted Reagent,cyclo-Dibromodi-μ-methylene[μ-(tetrahydrofuran)]trizinc;Nysted Reagent, 20% w/w suspension in THF;Nysted reagent (20% wet suspension in THF);Nysted Reagent 20 wt. % suspension in THF;Nysted Reagent, 20% solution in THF, SpcSeal;Nystead reagent;bis(bromozinciomethyl)zinc (20% tetrahydrofuran solution);Nysted reagent 20% THF
CAS:41114-59-4
MF:C6H12Br2OZn3
MW:456.14
EINECS:
Product Categories:NULL;API intermediates
Mol File:41114-59-4.mol
Nysted Reagent Structure
Nysted Reagent Chemical Properties
density 1.186 g/mL at 25 °C(lit.)
Fp −15 °F
InChIKeyCCTHTLJWXPUNGT-UHFFFAOYSA-L
CAS DataBase Reference41114-59-4
Safety Information
Hazard Codes F,Xn
Risk Statements 11-14-19-22-36/37/38-40-36/37
Safety Statements 16-26-36-36/37
RIDADR UN 3399 4.3/PG 2
WGK Germany 3
MSDS Information
ProviderLanguage
SigmaAldrich English
Nysted Reagent Usage And Synthesis
Chemical PropertiesThe Nysted reagent is a reagent used in organic synthesis for the methenylation of a carbonyl group. It was discovered in 1975 by Leonard N. Nysted in Chicago, Illinois. It was originally prepared by reacting dibromomethane and activated zinc in THF.
A similar reagent is Tebbe's reagent.In the Nysted olefination, the Nysted reagent reacts with TiCl to methylenate a carbonyl group. The biggest problem with these reagents are that the reactivity has not been well documented. It is believed that the TiCl acts as a mediator in the reaction. Nysted reagent can methylenate different carbonyl groups in the presence of different mediators. For example, in the presence of BF•OEt, the reagent will methylenate aldehydes. On the other hand, in the presence of TiCl, TiCl or TiCl and BF•OEt, the reagent can methylenate ketones. Most commonly, it is used to methylenate ketones because of their general difficulty to methylenate due to crowding around the carbonyl group. The Nysted reagent is able to overcome the additional steric hinderance found in ketones, and more easily methylenate the carbonyl group.
There is little research on Nysted reagent because of the hazards and high reactivity and the difficulty of keeping the reagent stable while it is in use. More specifically, it can form explosive peroxides when exposed to air and is extremely flammable. Also, it reacts violently with water. These make this reagent very dangerous to work with.
UsesReagent for the methylenation of ketones and aldehydes.
UsesThe cyclo-dibromo-di-m-methylene-(m-tetrahydrofuran)-trizinc is known as the Nysted reagent. This reagent is prepared by treatment of dibromomethane with activated zinc-lead couple or hydrogen chloride-activated zinc dust in THF. This reagent is useful for converting a carbonyl group into a methylene group, and such transformation is known as the Nysted methylenation or Nysted olefination. The study finds that this reagent is superior to the Tebbe reagent.
ApplicationUseful reagent for the methylenation of ketones and α-ketols.
Reactant for:
Synthesis of amphidinolide T3 using a ring-closing metathesis and asymmetric dihydroxylation strategy
Methylenation of carbonyl compounds
Olefination reactions
Reactions
This commerically available reagent is capable of methyenylation alone or in concert with TiCl4. While information on the reactivity of the reagent exists, the mechanistic basis of its function has yet to be elucidated.
Nysted Reagent Preparation Products And Raw materials
Raw materialsHydrochloric acid-->Methanol-->Tetrahydrofuran-->Dichloromethane-->Isopropyl alcohol-->ZINC-->Dibromomethane
Tag:Nysted Reagent(41114-59-4) Related Product Information
Diethylzinc 1,2-Dibromoethane Titanium tetrachloride TEBBE REAGENT 1.10-Phenanthroline DIMETHYLZINC LITHIUM PERIODATE Burgess reagent Nysted Reagent BLOCKING REAGENT GE