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499021

(2-Naphthylmethyl)zinc bromide solution

0.5 M in THF

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50 mL

Available to ship TODAYfromMILWAUKEE

$285.00
$213.75

About This Item

Linear Formula:
C10H7CH2ZnBr
CAS Number:
Molecular Weight:
286.48
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:

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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.

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This Item
498025710326
description

0.5 M in THF

description

0.5 M in THF

description

0.6 M in THF

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

density

0.978 g/mL at 25 °C

density

0.972 g/mL at 25 °C

density

0.992 g/mL at 25 °C

concentration

0.5 M in THF

concentration

0.5 M in THF

concentration

0.6 M in THF


Signal Word

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

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - STOT SE 3



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