Nysted Reagent
- CAS No.
- 41114-59-4
- Chemical Name:
- Nysted Reagent
- Synonyms
- nysted;Nysted Reag;NystedReagen;NYSTED REAGENT;Nystead reagent;Nysted(20% in THF);Nysted reagent 20% THF;Nysted Reagent ISO 9001：2015 REACH;Nysted Reagent, 20% w/w suspension in THF;Nysted Reagent 20 wt. % suspension in THF
- CBNumber:
- CB0352930
- Molecular Formula:
- C6H12Br2OZn3
- Molecular Weight:
- 456.11
- MDL Number:
- MFCD00134567
- MOL File:
- 41114-59-4.mol
| Density | 1.186 g/mL at 25 °C(lit.) |
|---|---|
| Flash point | −15 °F |
| InChIKey | CCTHTLJWXPUNGT-UHFFFAOYSA-L |
| CAS DataBase Reference | 41114-59-4 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS02,GHS07,GHS08 |
|---|---|
| Signal word | Danger |
| Hazard statements | H225-H319-H335-H336-H351 |
| Precautionary statements | P201-P202-P210-P233-P305+P351+P338-P308+P313 |
| 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 |
Nysted Reagent price More Price(3)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 381985 | Nysted Reagent 20 wt. % suspension in THF | 41114-59-4 | 100g | $156 | 2024-03-01 | Buy |
| Sigma-Aldrich | 381985 | Nysted Reagent 20 wt. % suspension in THF | 41114-59-4 | 1kg | $1020 | 2024-03-01 | Buy |
| American Custom Chemicals Corporation | OGM0003729 | NYSTED REAGENT 95.00% | 41114-59-4 | 100G | $2543.02 | 2021-12-16 | Buy |
Nysted Reagent Chemical Properties,Uses,Production
Chemical Properties
The 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.
Uses
Nysted Reagent is a reagent used in synthetic reactions such as the synthesis of Entcavir.
Uses
The 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.
Uses
Reagent for the methylenation of ketones and aldehydes.
Application
Useful 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 materials
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Preparation Products
Nysted Reagent Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | sales@capotchem.com | China | 29797 | 60 |
| career henan chemical co | +86-0371-86658258 | sales@coreychem.com | China | 29914 | 58 |
| Hubei xin bonus chemical co. LTD | 86-13657291602 | linda@hubeijusheng.com | CHINA | 22968 | 58 |
| Chongqing Chemdad Co., Ltd | +86-023-61398051 +8613650506873 | sales@chemdad.com | China | 39916 | 58 |
| SIMAGCHEM CORP | +86-13806087780 | sale@simagchem.com | China | 17367 | 58 |
| Hefei TNJ Chemical Industry Co.,Ltd. | 0551-65418671 | sales@tnjchem.com | China | 34572 | 58 |
| ANHUI WITOP BIOTECH CO., LTD | +8615255079626 | eric@witopchemical.com | China | 23556 | 58 |
| Shaanxi Dideu Medichem Co. Ltd | +86-029-89586680 +86-18192503167 | 1026@dideu.com | China | 9126 | 58 |
| AFINE CHEMICALS LIMITED | 0571-85134551 18958018566; | info@afinechem.com | China | 15377 | 58 |
| ZHEJIANG JIUZHOU CHEM CO., LTD | +86-0576225566889 +86-13454675544 | admin@jiuzhou-chem.com；jamie@jiuzhou-chem.com；alice@jiuzhou-chem.com | China | 19949 | 58 |
