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498785

Sigma-Aldrich

2-Methoxybenzylzinc chloride solution

0.5 M in THF

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About This Item

Linear Formula:
CH3OC6H4CH2ZnCl
CAS Number:
312693-15-5
Molecular Weight:
222.00
MDL number:
MFCD01319884
UNSPSC Code:
12352103
PubChem Substance ID:
24873225
NACRES:
NA.22

concentration

0.5 M in THF

density

0.937 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

COc1ccccc1C[Zn]Cl

InChI

1S/C8H9O.ClH.Zn/c1-7-5-3-4-6-8(7)9-2;;/h3-6H,1H2,2H3;1H;/q;;+1/p-1

InChI key

NRJJPCZGLGLMEV-UHFFFAOYSA-M

Application

2-Methoxybenzylzinc chloride can be used as:
  • An intermediate in the preparation of 2,4-diamino-6-arylmethylquinazolines as possible DHFR inhibitors.[1]
  • A model organozinc compound in the Pd-catalyzed synthesis of α-aryl tertiary amides by reacting with carbamoyl chlorides.[2]
  • A substrate in the synthesis of forensically significant pyridine and pyrimidine derivatives.[3]

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)

1.0 °F - closed cup

Flash Point(C)

-17.22 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
SHBK8352
SHBF4619V
SHBC7194V
SHBC1713V
57096PJ

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Preparation of tertiary amides via aryl, heteroaryl, and benzyl organozinc reagents; scope and limitations
Rieke RD and Kim S
Tetrahedron Letters, 53(27), 3478-3481 (2012)
Suzuki-Miyaura and Negishi approaches to a series of forensically relevant pyridines and pyrimidines
Blachut D, et al.
Synthesis, 2011(21), 3496-3506 (2011)
A novel method of synthesis of 2, 4-diamino-6-arylmethylquinazolines using palladium (0)-catalyzed organozinc chemistry
Rosowsky A and Chen H
The Journal of Organic Chemistry, 66(22), 7522-7526 (2001)

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