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514330

Sigma-Aldrich

Methyllithium solution

3.1 M in diethoxymethane

Synonym(s):

Lithium methanide, MeLi

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4 X 25 ML
$96.30
100 ML
$101.00
1 L
$575.00

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4 X 25 ML
$96.30
100 ML
$101.00
1 L
$575.00

About This Item

Empirical Formula (Hill Notation):
CH3Li
CAS Number:
917-54-4
Molecular Weight:
21.98
Beilstein/REAXYS Number:
3587162
MDL number:
MFCD00008253
UNSPSC Code:
12352103
PubChem Substance ID:
24873753
NACRES:
NA.22

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form

liquid

concentration

3.1 M in diethoxymethane

density

0.846 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

[Li]C

InChI

1S/CH3.Li/h1H3;

InChI key

DVSDBMFJEQPWNO-UHFFFAOYSA-N

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Application

Methyllithium solution ( 3.1 M in diethoxymethane) can undergo 1,2-addition to benzaldehyde catalyzed by a 2-(2-hydroxyaryl)alcohol (HAROL) ligand in the presence of titanium isopropoxide to form (S)-1-phenylethan-1-ol.[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.

Caution

Product might have solid or sediment in the bottom of the bottle.

Legal Information

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

pictograms

FlameCorrosion
GHS02,GHS05

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Skin Corr. 1B - Water-react 1

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk_germany

WGK 1

flash_point_f

5.0 °F - closed cup

flash_point_c

-15 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS4100
SHBR6017
SHBQ7314
SHBP2034
SHBP8956

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Chiral 2-(2-hydroxyaryl) alcohols (HAROLs) with a 1, 4-diol scaffold as a new family of ligands and organocatalysts.
Dilek O, et al.
Tetrahedron, 74(2), 268-286 (2018)
Erik Selander et al.
Proceedings of the National Academy of Sciences of the United States of America, 112(20), 6395-6400 (2015-04-29)
Interactions among microscopic planktonic organisms underpin the functioning of open ocean ecosystems. With few exceptions, these organisms lack advanced eyes and thus rely largely on chemical sensing to perceive their surroundings. However, few of the signaling molecules involved in interactions

Questions

1–3 of 3 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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  3. What is the sediment found in the 3.1M methyllithium 3.1 M in diethoxymethane (Lot SHBP8956) solution? Could it be lithium bromide?

    1 answer

    1. The sediment present in product 514330 has not been thoroughly characterized, but it is believed to be minimal traces of decomposed species that do not impact the performance of the material. Nonetheless, the specified molarity should still be maintained.

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