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Merck
CN

678317

Tri-n-butyllithium magnesate

0.7 M in diethyl ether/hexanes

Synonym(s):

Lithium tributylmagnesate in hexanes/ether

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About This Item

Empirical Formula (Hill Notation):
C12H27LiMg
CAS Number:
20910-20-7
Molecular Weight:
202.59
UNSPSC Code:
12352103
PubChem Substance ID:
24885422
NACRES:
NA.22

Key Documents

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reaction suitability

reaction type: Grignard Reaction

concentration

0.7 M in diethyl ether/hexanes

density

0.769 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

[Li+].CCCC[Mg-](CCCC)CCCC

InChI

1S/3C4H9.Li.Mg/c3*1-3-4-2;;/h3*1,3-4H2,2H3;;/q;;;+1;-1

InChI key

MYNWCAJLXIFFBO-UHFFFAOYSA-N

General description

Tri-n-butyllithium magnesate is a base and deprotonating agent used in the deprotonation of furans, fluoro aromatics, thiophenes, oxazoles and benzoxazoles.

Signal Word

Danger

Hazard Statements

H225,H304,H315,H336,H411

Hazard Classifications

Aquatic Chronic 2 - Asp. Tox. 1 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Central nervous 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)

-13.0 °F

Flash Point(C)

-25 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SHBJ6244
SHBG1512V
SHBD6614V
SHBD4234V
SHBB0817

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Deprotonation of furans using lithium magnesates
Mongin F, et al.
Tetrahedron Letters, 46(46), 7989-7992 (2005)
Deprotonation of thiophenes using lithium magnesates
Bayh O, et al.
Tetrahedron, 61(20), 4779-4784 (2005)
Deprotonation of benzoxazole and oxazole using lithium magnesates
Bayh O, et al.
The Journal of Organic Chemistry, 70(13), 5190-5196 (2005)
Deprotonation of fluoro aromatics using lithium magnesates.
Awad H, et al.
Tetrahedron Letters, 45(36), 6697-6701 (2004)

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