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425508

Sigma-Aldrich

2,6-Dimethylphenylmagnesium bromide solution

1.0 M in THF

Synonym(s):

2,6-Xylylmagnesium bromide, Bromo(2,6-dimethylphenyl)magnesium

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About This Item

Linear Formula:
(CH3)2C6H3MgBr
CAS Number:
21450-64-6
Molecular Weight:
209.37
MDL number:
MFCD00192083
UNSPSC Code:
12352103
PubChem Substance ID:
24866639
NACRES:
NA.22

reaction suitability

reaction type: Grignard Reaction

concentration

1.0 M in THF

bp

65-67 °C

density

0.998 g/mL at 25 °C

SMILES string

Cc1cccc(C)c1[Mg]Br

InChI

1S/C8H9.BrH.Mg/c1-7-4-3-5-8(2)6-7;;/h3-5H,1-2H3;1H;/q;;+1/p-1

InChI key

BIGUVDUZGAJWQK-UHFFFAOYSA-M

Related Categories

Application

2,6-Dimethylphenylmagnesium bromide can be used:
  • As an intermediate in the synthesis of dibutyl(5,10-dihydro-1,9-di-p-toluoyl-5-p-tolyldipyrrinato)tin(IV), which is further used in the preparation of zinc-based porphyrin.
  • As a substrate in the preparation of substituted fluorenes by reacting with 2-substituted arenesulfonates and dihaloarenes.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 2

Target Organs

Respiratory system

Supplementary Hazards

EUH019

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

Flash Point(F)

-2.2 °F - closed cup

Flash Point(C)

-19 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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 3: Spontaneously combustible substances and water- reactive materials
Materials containing Organometallic compounds
Hazardous rank I
1st spontaneously combustible materials and water reactive materials

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

425508-800ML:4548173148984
425508-BULK:
425508-100ML:4548173148977
425508-VAR:

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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Nearly Chromatography-Free Synthesis of the A3B-Porphyrin 5-(4-Hydroxymethylphenyl)-10, 15, 20-tri-p-tolylporphinatozinc (II).
Zaidi SHH, et al.
Organic Process Research & Development, 10(2), 304-314 (2006)
Pd (OAc) 2-catalyzed domino reactions of 1, 2-dihaloarenes and 2-haloaryl arenesulfonates with Grignard reagents: efficient synthesis of substituted fluorenes
Dong C and Hu Q
Tetrahedron, 64(11), 2537-2552 (2008)

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