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Nysted Reagent

Product Name
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
Formula Weight
456.11
MOL File
41114-59-4.mol
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Nysted Reagent Property

Density 
1.186 g/mL at 25 °C(lit.)
Flash point:
−15 °F
InChIKey
CCTHTLJWXPUNGT-UHFFFAOYSA-L
CAS DataBase Reference
41114-59-4
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

H335May cause respiratory irritation

H336May cause drowsiness or dizziness

H351Suspected of causing cancer

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
381985
Product name
Nysted Reagent
Purity
20 wt. % suspension in THF
Packaging
100g
Price
$156
Updated
2024/03/01
Sigma-Aldrich
Product number
381985
Product name
Nysted Reagent
Purity
20 wt. % suspension in THF
Packaging
1kg
Price
$1020
Updated
2024/03/01
American Custom Chemicals Corporation
Product number
OGM0003729
Product name
NYSTED REAGENT
Purity
95.00%
Packaging
100G
Price
$2543.02
Updated
2021/12/16
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Nysted Reagent Chemical Properties,Usage,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

Preparation Products

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Nysted Reagent Suppliers

Suzhou Mingchem Pharmaceutical Co., Ltd.
Tel
0512-88161545 13861315524
Fax
0512-88161545
Email
zhao540@sina.com
Country
China
ProdList
28
Advantage
55
Cangzhou Dafeng Chemical Co., Ltd
Tel
18006162369
Email
dfhxchemical@163.com
Country
China
ProdList
18
Advantage
58
Panjin Greenchem Technology Co., Ltd.
Tel
13121959385 13121959385
Email
chemrocking@bjgreenchem.com
Country
China
ProdList
216
Advantage
58
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
Advantage
61
JinYan Chemicals(ShangHai) Co.,Ltd.
Tel
13817811078
Fax
86-021-50426522,50426273
Email
sales@jingyan-chemical.com
Country
China
ProdList
9976
Advantage
60
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9414
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66
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42958
Advantage
64
Shandong Xiya Chemical Co., Ltd
Tel
4009903999 13355009207
Fax
0539-6365991
Email
3007715519@qq.com
Country
China
ProdList
18738
Advantage
57
Hunan Hui Bai Shi Biotechnology Co., Ltd.
Tel
0731-85526065 13308475853
Email
ivy@hnhbsj.com
Country
China
ProdList
4552
Advantage
62
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View Lastest Price from Nysted Reagent manufacturers

Career Henan Chemical Co
Product
Geneticin 41114-59-4
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
25kg
Release date
2019-07-03

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