MilliporeSigma
All Photos(2)

Documents

459674

Sigma-Aldrich

Nickel(II) bromide 2-methoxyethyl ether complex

Sign Into View Organizational & Contract Pricing

Synonym(s):
Diglyme nickel dibromide
Linear Formula:
NiBr2 · O(CH2CH2OCH3)2
CAS Number:
Molecular Weight:
352.67
MDL number:
PubChem Substance ID:
NACRES:
NA.23

form

powder

Quality Level

reaction suitability

reagent type: catalyst
core: nickel

SMILES string

Br[Ni]Br.COCCOCCOC

InChI

1S/C6H14O3.2BrH.Ni/c1-7-3-5-9-6-4-8-2;;;/h3-6H2,1-2H3;2*1H;/q;;;+2/p-2

InChI key

RRSIMIHTHWYRRA-UHFFFAOYSA-L

Application

Nickel(II) bromide 2-methoxyethyl ether complex can be used as a catalyst to prepare:
  • Hindered diarylmethanols and benzylic alcohols by the addition of aryl halides to various aldehydes in the presence of Zn as a reducing agent.
  • Benzene-fused cyclic compounds via reductive dicarbofunctionalization of unactivated alkenes using less reactive benzyl chlorides.
  • Benzylboron derivatives via C-C cross-coupling reaction between substituted 5-bromo-3-methoxy-2-(trimethylsilyl)phenyl triflate and bromomethylboronic acid pinacol ester.
  • N-(Hetero)aryl sulfamides by N-arylation of sulfamides with aryl bromides in the presence of a photosensitizer.

pictograms

FlameExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Articles

Plasmonic nanoparticles have unique optical properties that can be tailored to suit a variety of applications in the biotechnology1–8 and electronics9–16 industries.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service