Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

Safety Information

710326

Sigma-Aldrich

(1,3-Dioxolan-2-ylmethyl)zinc bromide

0.6 M in THF

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C4H7BrO2Zn
Molecular Weight:
232.39
MDL number:
MFCD07698709
UNSPSC Code:
12352005
PubChem Substance ID:
329762915
NACRES:
NA.22

form

liquid

Quality Level

100

reaction suitability

reaction type: C-C Bond Formation

concentration

0.6 M in THF

density

0.992 g/mL at 25 °C

functional group

ether

storage temp.

2-8°C

SMILES string

Br[Zn]CC1OCCO1

InChI

1S/C4H7O2.BrH.Zn/c1-4-5-2-3-6-4;;/h4H,1-3H2;1H;/q;;+1/p-1

InChI key

LOJRLQRGBKTHDB-UHFFFAOYSA-M

Related Categories

General description

(1,3-Dioxolan-2-ylmethyl)zinc bromide is an organozinc compound used as a reagent in Negishi cross-coupling reaction to prepare aryl or heteroaryl scaffolds via C-C bond formation.

Application

(1,3-Dioxolan-2-ylmethyl)zinc bromide can be used as a reagent in the allylic alkylation reactions in the presence of iridium catalyst.

Legal Information

Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Central nervous system, Respiratory system

Supplementary Hazards

EUH019

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-22.0 °F

Flash Point(C)

-30 °C

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

FSL

Group 4: Flammable liquids
Type 1 petroleums
Hazardous rank II
Water insoluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

710326-VAR:
710326-50ML:4548173305332
710326-BULK:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBR6264
SHBK8351
SHBF7227V
SHBD8067V
SHBD2485V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis of 8-C-substituted 2, 6-diaminopurine acyclic nucleoside phosphonates by Negishi cross-coupling
Sedlavcek O, et al.
Collection of Czechoslovak Chemical Communications, 10(26), 449-450 (2015)
Iridium-Catalyzed Enantioselective Allylic Alkylation with Functionalized Organozinc Bromides
Hamilton JY, et al.
Angewandte Chemie (International ed. in English), 54(26), 7644-7647 (2015)

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