methyllithium

• ChemBase ID: 128383
• Molecular Formular: CH3Li
• Molecular Mass: 21.97552
• Monoisotopic Mass: 22.03947965
• SMILES: [Li]C
• Canonical SMILES: [Li]C
• InChI: InChI=1S/CH3.Li/h1H3
• InChIKey: DVSDBMFJEQPWNO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyllithium
• IUPAC Traditional name: LiMe; methyllithium
• Synonyms: MeLi; Methyllithium solution; Lithium methanide; Methyllithium; Methyllithium, 1-2M in ether; 甲基锂, 1-2M乙醚溶液; 甲基锂 溶液; 甲基锂, 1-2M 乙醚溶液, 氩气下可重封的ChemSeal™瓶包装

Database IDs

• CAS Number: 917-54-4
• EC Number: 213-026-4
• MDL Number: MFCD00008253
• Beilstein Number: 3587162
• PubChem SID: 24873753; 24851824; 24885367; 162222691
• PubChem CID: 2724049
• CHEBI ID: 51486
• Chemspider ID: 10254338
• Gmelin ID: 288
• Wikipedia Title: Methyllithium

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 0.243
• LogD (pH = 7.4): 0.243
• Log P: 0.243
• Molar Refractivity: 5.5491 cm^3
• Polarizability: 3.84631 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Liquid
• Flash Point: 1 °F; 1.4 °F; -11 °C; 12.2 °F; -15 °C; -17 °C; -17°C(1°F); 19.4 °F; 5 °F; -7 °C
• Density: 0.70 g/mL at 20 °C; 0.732; 0.732 g/mL at 25 °C; 0.846 g/mL at 25 °C; 0.85 g/mL at 20 °C; 0.860 g/mL at 25 °C
• Vapor Density: 3 (vs air)

Safety Information

• Storage Warning: Air & Moisture Sensitive
• European Hazard Symbols: Corrosive (C); Flammable (F); Highly flammable (F+); Nature polluting (N); X; Irritant (Xi); Harmful (Xn)
• UN Number: 3394; 3399; UN3394
• German water hazard class: 1; 2
• Hazard Class: 4.2; 4.3
• Packing Group: 1; I
• Risk Statements: 11-14/15-19-34-37-51/53-65; 11-15-19-22-36/38-66-67; 11-15-36/37/38; 11-19-36/37-51/53-65; 12-14/15-17-22-34-66-67; 12-15-17-22-34-66-67
• Safety Statements: 16-26-30-36/37/39-43.11-45; 16-26-36/37/39-43-45; 16-26-36/37/39-43-45-60-61; 16-26-43; 16-26-61-62
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS07; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H224-H250-H260-H252-H314-H318-H302-H336; H225-H250-H260-H302-H314-H336; H225-H250-H260-H304-H315-H318-H335-H411; H225-H250-H260-H314-H335; H225-H260-H304-H314-H335-H411
• GHS Precautionary statements: P210-P222-P223-P231 + P232-P370 + P378-P422; P210-P223-P231 + P232-P261-P370 + P378-P422; P210-P280-P305+P351+P338-P309-P310-P402+P404
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3394 4.2/PG 1; UN 3399 4.3/PG 1
• Supplemental Hazard Statements: May form explosive peroxides.; May form explosive peroxides., Reacts violently with water.; May form explosive peroxides., Repeated exposure may cause skin dryness or cracking.
• Storage Temperature: 2-8°C

Product Information

• Concentration: ~1 M in cumene/THF; ~5% in diethyl ether (~1.6M); 1.6 M in diethyl ether; 1-2M in ether; 3% in 2-Methyltetrahydrofuran/cumene; 3.0 M in diethoxymethane
• Grade: purum
• Compostion: halide, ~0.05 M
• Packaging: packaged under Argon in resealable ChemSeal? bottles
• Empirical Formula (Hill Notation): CH3Li

DETAILS

Sigma Aldrich - 514330

Packaging
1 L in Sure/Seal™
4×25, 100 mL in Sure/Seal™

Sigma Aldrich - 197343

Packaging
1 L in Sure/Seal™
View returnable container options.
4×25, 50, 100, 800 mL in Sure/Seal™
8, 18 L in Kilo-Lab™

Sigma Aldrich - 710873

Packaging
100 mL in glass bottle

Sigma Aldrich - 67740

Caution
slightly turbid; may contain precipitate
Other Notes
Improved procedure for preparing methyl ketones from carboxylic acids1