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417297

Sigma-Aldrich

Methylzinc chloride solution

2.0 M in THF

Synonym(s):

Chloromethylzinc

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About This Item

Linear Formula:
CH3ZnCl
CAS Number:
5158-46-3
Molecular Weight:
115.88
Beilstein:
969141
MDL number:
MFCD00192334
UNSPSC Code:
12352103
PubChem Substance ID:
24866136
NACRES:
NA.22

form

liquid

Quality Level

100

concentration

2.0 M in THF

bp

67 °C

density

1.033 g/mL at 25 °C

SMILES string

C[Zn]Cl

InChI

1S/CH3.ClH.Zn/h1H3;1H;/q;;+1/p-1

InChI key

ASUSLKVOTPUROZ-UHFFFAOYSA-M

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Application

Methylzinc chloride can be used in:
  • Ni-catalyzed one-pot Negishi coupling with amino-heteroaryl chlorides.
  • Cross-coupling with aryl fluorides in the presence of a nickel catalyst.

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

Respiratory system

Supplementary Hazards

EUH019

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °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

417297-BULK:
417297-50ML:4548173147871
417297-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
SHBK6096
SHBF9688V
SHBD1998V
82796LMV
82796LM

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A convenient one-pot Negishi coupling of amino-heteroaryl chlorides and alkyl bromides
Walters IAS
Tetrahedron Letters, 47(3), 341-344 (2006)
Nickel-catalyzed cross-coupling of aryl fluorides and organozinc reagents
Zhu F and Wang Z
The Journal of Organic Chemistry, 79(10), 4285-4292 (2014)

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