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/418/501/product-dating-information-06-25-mk.pdf
577928
Lithium bis(trimethylsilyl)amide solution
1 M in toluene
Synonym(s):
LiHMDS, Hexamethyldisilazane lithium salt
About This Item
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InChI
1S/C6H18NSi2.Li/c1-8(2,3)7-9(4,5)6;/h1-6H3;/q-1;+1
SMILES string
[Li]N([Si](C)(C)C)[Si](C)(C)C
InChI key
YNESATAKKCNGOF-UHFFFAOYSA-N
concentration
1 M in toluene
density
0.860 g/mL at 25 °C
Quality Level
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This Item | 775053 | 324620 | 920398 |
|---|---|---|---|
| concentration 1 M in toluene | concentration 0.5 M in 2-methyltetrahydrofuran | concentration - | concentration - |
| Quality Level 200 | Quality Level 100 | Quality Level 200 | Quality Level 200 |
| density 0.860 g/mL at 25 °C | density 0.857 g/mL at 25 °C | density 0.860 g/mL at 25 °C (lit.) | density 0.860 g/mL at 25 °C (lit.) |
General description
Application
- In the deprotonation and nucleophilic difluoromethylation reactions.[2][3]
- To synthesize isoquinoline derivatives by the addition of N-iodosuccinimide (NIS) to the α-benzyl tosylmethyl isocyanides.[4]
- To prepare arylboronic acid pinacol esters by the reaction of aryl fluorides with bis(pinacolato)diboron via palladium-catalyzed cross-coupling reaction.[5]
signalword
Danger
Hazard Classifications
Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - Self-heat. 1 - Skin Corr. 1B - STOT RE 2 - STOT SE 3
target_organs
Central nervous system
supp_hazards
Storage Class
4.2 - Pyrophoric and self-heating hazardous materials
wgk
WGK 3
flash_point_f
48.0 °F - closed cup
flash_point_c
8.9 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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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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