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562289

Sigma-Aldrich

3,5-Dichlorophenylmagnesium bromide solution

0.5 M in THF

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About This Item

Linear Formula:
Cl2C6H3MgBr
CAS Number:
82297-90-3
Molecular Weight:
250.20
MDL number:
MFCD01319892
UNSPSC Code:
12352103
PubChem Substance ID:
24880024
NACRES:
NA.22

reaction suitability

reaction type: Grignard Reaction

concentration

0.5 M in THF

bp

65 °C

density

0.972 g/mL at 25 °C

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

Related Categories

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

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 Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

Target Organs

Central nervous system, Respiratory system

Supplementary Hazards

EUH014,EUH019

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-6.2 °F - closed cup

Flash Point(C)

-21.2 °C - closed cup

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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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)

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