Lithium bis(trimethylsilyl)amide(LHMDS) - ≥97% , CAS No.4039-32-1

CAS: 4039-32-1 Cat. No.: L432696 Peso molecular: 167.32 Beilstein Registry Number: 3567910 Número EC: 223-725-6

GRADE & PURITY ≥97%

Synonyms

Hexamethyldisilazane lithium salt

Storage

Room temperature,Argon charged

Shipped In

Normal

Descripción general

Lithium bis(trimethylsilyl)amide is a non-nucleophilic strong Brønsted base, which is generally soluble in most of the nonpolar organic solvents. It is most commonly employed in organic reactions.

Application

Base employed in generating enolates for the preparation of lactone precursors, pyranones, and cyclohexanes. Used to catalyze the addition of phosphine P-H bonds to carbodiimides leading to phosphaguanidines. Also used in a novel three-step synthesis of disubstituted 1,2,5-thiadiazoles.

Specifications

Sinónimos

Hexamethyldisilazane lithium salt

Especificaciones y pureza

≥97%

Condiciones de almacenamiento de almacenamiento

Room temperature, Argon charged

Enviado en

Normal

Pureza

≥97%

Nombres e identificadores

• Pubchem Sid: 504761037
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504761037
• Sonrisas canónicas: [Li+].C[Si](C)(C)[N-][Si](C)(C)C
• IUPAC Name: lithium;bis(trimethylsilyl)azanide
• InChIKey: YNESATAKKCNGOF-UHFFFAOYSA-N
• INCHI: 1S/C6H18NSi2.Li/c1-8(2,3)7-9(4,5)6;/h1-6H3;/q-1;+1
• Isómeros SMILES: [Li+].C[Si](C)(C)[N-][Si](C)(C)C
• WGK Alemania: 3
• Peso molecular: 167.32
• Beilstein: 3567910
• Reaxy-Rn: 8136861
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8136861&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organometallic compounds
    • Clase Organometalloid compounds
      • Subclass Organosilicon compounds
        • Level5 Organoheterosilanes
          • Level6 Trialkylheterosilanes

• Kingdom: Organic compounds
• Superclass: Organometallic compounds
• Clase: Organometalloid compounds
• Subclass: Organosilicon compounds
• Intermediate Tree Nodes: Organoheterosilanes
• Direct Parent: Trialkylheterosilanes
• Alternative Parents: Organic metalloid salts Organic lithium salts N-silyl compounds Organic nitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Trialkylheterosilane - N-silyl compound - Organic lithium salt - Organic alkali metal salt - Organic metalloid salt - Organic nitrogen compound - Hydrocarbon derivative - Organic salt - Aliphatic acyclic compound
• Descripción: This compound belongs to the class of organic compounds known as trialkylheterosilanes. These are organoheterosilanes, bearing a silicon atom linked to three alkyl groups and one heteroatom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propiedades químicas y físicas

• Sensibilidad: Air sensitive；Moisture sensitive
• Punto de inflamación (°F): 1.4℉
• Punto de inflamación (°C): -17℃
• Peso molecular: 167.400 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 167.114 Da
• Monoisotopic Mass: 167.114 Da
• Topological Polar Surface Area: 1.000 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 80.900
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

Referencias

1. Chi Zhang, Jiang-An You, Xue Wang, Rui Hou, Xiaofeng Li, Yuxuan Sun, Guorui Qin, Shenghai Li, Suobo Zhang.  (2024)  Design of Precursor Polymers Assists the Processing of Poly(ether ether ketone) Membranes in Solvents.  MACROMOLECULES,      [PMID:] [10.1021/acs.macromol.3c02072]

2. Huicheng Hu, Jing Liu, Jing Liu, Mohan Yuan, Haifei Ma, Binbin Wang, Ya Wang, Hang Xia, Junrui Yang, Liang Gao, Jianbing Zhang, Jiang Tang, Xinzheng Lan.  (2025)  Double-Heterojunction-Based HgTe Colloidal Quantum Dot Imagers.  ACS Nano,      [PMID:40016193] [10.1021/acsnano.4c17257]

3. Xingchi Li, Xiang Shen, Yang He, Li Chen.  (2025)  Alveolus-mimicking mixed matrix membranes incorporating hydrogen-bonded organic frameworks for high-performance oxygenation.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2025.136068]

4. Guowei Chen, Yang He, Shen Xiang, Yiping Zhao, Li Chen.  (2026)  Marangoni-driven assembly of HOF-PDMS composite membranes with enhanced CO2/O2 separation performance.  CHEMICAL ENGINEERING SCIENCE,      [PMID:] [10.1016/j.ces.2026.124180]