459674

Nickel(II) bromide 2-methoxyethyl ether complex

• Synonym(s): Diglyme nickel dibromide
• Linear Formula: NiBr₂ · O(CH₂CH₂OCH₃)₂
• CAS Number: 312696-09-6
• Molecular Weight: 352.67
• MDL number: MFCD00274339
• UNSPSC Code: 12352302
• PubChem Substance ID: 24869583
• NACRES: NA.23

Properties

• form: powder
• 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

Description

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.

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Danger
• Hazard Statements: H228,H302 + H312 + H332,H315,H319,H335
• Precautionary Statements: P210 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 4.1B - Flammable solid hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves