562289
3,5-Dichlorophenylmagnesium bromide solution
0.5 M in THF
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About This Item
Linear Formula:
Cl2C6H3MgBr
CAS Number:
Molecular Weight:
250.20
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
reaction suitability
reaction type: Grignard Reaction
Quality Level
packaging
Sure/Seal™ of
concentration
0.5 M in THF
bp
65 °C
density
0.972 g/mL at 25 °C
functional group
chloro
storage temp.
2-8°C
SMILES string
Clc1cc(Cl)cc([Mg]Br)c1
InChI
1S/C6H3Cl2.BrH.Mg/c7-5-2-1-3-6(8)4-5;;/h2-4H;1H;/q;;+1/p-1
InChI key
PWOVECVCCCTJFQ-UHFFFAOYSA-M
Application
3,5-Dichlorophenylmagnesium bromide can be used:
- In one of the key synthetic steps for the preparation of non-alternant polycyclic hydrocarbon named indeno-benzophenalene.
- As a substrate in the synthesis of carboxylic esters by reacting with 2-methyl-4,6-pyrimidyl dicarbonates.
- As a substrate in the synthesis of aryl ketones by reacting with acid chlorides using bis[2-(N,N-dimethylamino)ethyl] ether ligand.
Legal Information
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
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
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
target_organs
Central nervous system, Respiratory system
supp_hazards
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
-6.2 °F - closed cup
flash_point_c
-21.2 °C - closed cup
Regulatory Information
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A Novel Synthesis of Carboxylic Esters from 2-Methyl-4, 6-pyrimidyl Dicarbonates and Grignard Reagents
Lee J
Bulletin of the Korean Chemical Society,, 32(5), 1765-1768 (2011)
Addition of Grignard reagents to aryl acid chlorides: an efficient synthesis of aryl ketones
Wang X, et al.
Organic Letters, 7(25), 5593-5595 (2005)
Toward Singlet-Triplet Bistable Nonalternant Kekule? Hydrocarbons: Azulene-to-Naphthalene Rearrangement
Das S and Wu J
Organic Letters, 17(23), 5854-5857 (2015)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 562289-50ML | 04061837844645 |