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186201

Sigma-Aldrich

Methyllithium lithium bromide complex solution

1.5 M in diethyl ether

Synonym(s):

MeLi·LiBr, Methyllithium complex with lithium bromide, Methyllithium lithium bromide complex (1:1)

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About This Item

Linear Formula:
CH3Li · LiBr
Molecular Weight:
108.82
Beilstein:
3587162
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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form

liquid

Quality Level

concentration

1.5 M in diethyl ether

density

0.852 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

[Li+].[Br-].[Li]C
[Li+].[Br-].[Li]C

InChI

1S/CH3.BrH.2Li/h1H3;1H;;/q;;;+1/p-1
1S/CH3.BrH.2Li/h1H3;1H;;/q;;;+1/p-1

InChI key

XLIKYFMMLMHLKL-UHFFFAOYSA-M
XLIKYFMMLMHLKL-UHFFFAOYSA-M

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Application

Methyllithium lithium bromide complex solution (MeLi.LiBr) can be used as a methylating agent for the α-methylation of alkoxyaryl ketones.[1]

Packaging

The 25 mL Sure/Seal bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Legal Information

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Flam. Liq. 2 - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

-18.4 °F - closed cup

Flash Point(C)

-28 °C - closed cup


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Certificates of Analysis (COA)

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Unusual alpha-methylation of alkoxyaryl ketones with higher order methyl cuprate and lithium bromide.
M E Jung et al.
The Journal of organic chemistry, 65(26), 9241-9244 (2001-01-10)

Questions

1–2 of 2 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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