499021
(2-Naphthylmethyl)zinc bromide solution
0.5 M in THF
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Linear Formula:
C10H7CH2ZnBr
CAS Number:
Molecular Weight:
286.48
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Quality Segment
concentration
0.5 M in THF
density
0.978 g/mL at 25 °C
storage temp.
2-8°C
SMILES string
Br[Zn]Cc1ccc2ccccc2c1
InChI
1S/C11H9.BrH.Zn/c1-9-6-7-10-4-2-3-5-11(10)8-9;;/h2-8H,1H2;1H;/q;;+1/p-1
InChI key
IKDINBHMSAHXCA-UHFFFAOYSA-M
General description
(2-Naphthylmethyl)zinc bromide is an organozinc halide, which is typically used as a reagent in Negishi cross-coupling reactions. In this process, the organozinc halide reacts with organic halides or triflates to form a carbon-carbon bond in the presence of a Pd catalyst.
Application
(2-Naphthylmethyl)zinc bromide can be used as a reagent for the synthesis of:
- 4-(5,6-dimethoxy-2-(naphthalen-2-ylmethyl)pyridin-3-yl)benzonitrile from 4-(2-bromo-5,6-dimethoxypyridin-3-yl)benzonitrile using Pd catalyst.
- (E)-stilbene, (2,2′-[1,4-phenylenedi-(1E)-2,1-ethenediyl]bis[naphthalene]) from 1,4-benzenedicarboxaldehyde in the presence of Pd catalyst and a silylating agent.
Legal Information
Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.
signalword
Danger
target_organs
Central nervous system, Respiratory system
supp_hazards
Storage Class
3 - Flammable liquids
flash_point_f
1.4 °F - closed cup
flash_point_c
-17 °C - closed cup
hcodes
Hazard Classifications
Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - STOT SE 3
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.