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02128

Sigma-Aldrich

Zinc bromide

puriss., anhydrous, ≥98%

Synonym(s):

Zinc dibromide

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About This Item

Linear Formula:
ZnBr2
CAS Number:
7699-45-8
Molecular Weight:
225.20
EC Number:
231-718-4
MDL number:
MFCD00011294
UNSPSC Code:
12352302
eCl@ss:
38150410
PubChem Substance ID:
329747390

grade

puriss.

Assay

≥98%

reaction suitability

reagent type: catalyst
core: zinc

mp

394 °C (lit.)

anion traces

sulfate (SO42-): ≤100 mg/kg

cation traces

Ba: ≤10 mg/kg
Ca: ≤100 mg/kg
Fe: ≤10 mg/kg
K: ≤100 mg/kg
Mg: ≤100 mg/kg
Na: ≤100 mg/kg
Pb: ≤50 mg/kg

SMILES string

Br[Zn]Br

InChI

1S/2BrH.Zn/h2*1H;/q;;+2/p-2

InChI key

VNDYJBBGRKZCSX-UHFFFAOYSA-L

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General description

Zinc bromide is an inorganic salt. Zinc bromide supported on hydroxyapatite (Zn-HAP) promotes the synthesis of 3-substituted indoles.

Application

Zinc bromide (ZnBr2) may be used for the following studies:
  • Removal of dimethoxytrityl ethers from deoxynucleosides.
  • Removal of N-acyl protecting group in nucleoside derivatives.
  • Alkylation of O-silylated dienolates of unsaturated ketones and esters.
  • As catalyst in the synthesis of α-perfluoroalkylated homoallylic alcohols.

Signal Word

Danger

Hazard Statements

H302,H314,H317,H411

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class Code

8B - Non-combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

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The use of zinc bromide for removal of dimethoxytrityl ethers from deoxynucleosides.
Matteucci MD and Caruthers MH.
Tetrahedron Letters, 31(34), 3243-3246 (1984)
Zinc bromide promoted allylation of aluminum acetals derived from perfluoro carboxylic acid esters and diisobutylaluminum hydride. New convenient access to a-perfluoroalkylated homoallyl alcohols.
Ishihara T, et al.
Tetrahedron Letters, 34(36), 5777-5777 (1993)
γ-Alkylation of unsaturated ketones and esters: zinc bromide-catalysed alkylation of O-silylated dienolates.
Fleming I, et al.
Tetrahedron Letters, 20(34), 3209-3212 (1979)
Zinc bromide supported on hydroxyapatite as a new and efficient solid catalyst for Michael addition of indoles to electron-deficient olefins.
Tahir R, et al.
J. Mol. Catal. A: Chem., 246(1), 39-42 (2006)
Yasuhiro Inui et al.
Chemical & pharmaceutical bulletin, 57(10), 1158-1160 (2009-10-06)
Asymmetric intermolecular hydroacylation between salicylaldehyde (1) and 1,5-hexadiene (2) using a combination of [RhCl(C(8)H(14))(2)](2) (0.10 eq), (S)-BINAP (0.10 eq), and ZnBr(2) (0.20 eq) afforded an enantiomerically enriched hydroacylated product iso-3 of 84% ee, along with an achiral product normal-3.
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