Lithium hexane

C6H13Li

lithium hexane

CAS21369-64-2
GHS02 Gefahrensymbol: Entzündbar – Flamme
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
Danger

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Identification

CAS Number
21369-64-2
EC Number
404-950-0
UN Number
3393
Index Number
003-002-00-X
PubChem CID
2733163

Physical-chemical properties

Molecular Formula
C6H13Li
Molar Mass
92.10 g/mol
IUPAC Name
lithium hexane

Chemical Identifiers

InChI
InChI=1S/C6H13.Li/c1-3-5-6-4-2;/h1,3-6H2,2H3;/q-1;+1
InChI Key
CETVQRFGPOGIQJ-UHFFFAOYSA-N

Overview

Lithium hexane (CAS 21369-64-2) is an organolithium compound with highly reactive pyrophoric properties and strong water-reactive characteristics. This specialized organometallic reagent represents a critical component in advanced chemical synthesis and industrial applications requiring precise lithium-carbon chemistry. With the molecular formula C6H13Li and a molecular mass of 92.1 g/mol, lithium hexane exhibits exceptional reactivity that demands careful handling protocols and specialized storage conditions. The compound's classification under multiple hazard categories, including Pyrophoric Solids Category 1 and Water-Reactive Category 1, reflects its tendency to ignite spontaneously upon contact with air and react violently with moisture. The substance's corrosive nature toward skin (Skin Corrosion Category 1A) and its ADR Class 4.2 designation underscore the importance of appropriate safety measures during transport and handling. Like other organometallic compounds such as tripropylalumane and sodium methanolate, lithium hexane requires inert atmosphere conditions and anhydrous environments to maintain stability and prevent dangerous reactions. Primary industrial applications include its use as a strong base and nucleophile in organic synthesis, particularly in pharmaceutical intermediate production and specialty polymer manufacturing. The compound also serves as an essential reagent in metallation reactions and lithium-halogen exchange processes, where its unique reactivity profile provides distinct advantages over conventional lithium reagents. In research and development environments, lithium hexane facilitates complex molecular transformations that would otherwise require multi-step synthetic pathways. Its ability to form stable carbanion intermediates makes it valuable for carbon-carbon bond formation reactions and stereoselective synthesis applications. OYSI maintains reliable supply chains for lithium hexane, ensuring consistent availability for European chemical manufacturers and research institutions requiring this specialized organolithium reagent.

Safety & Classification

Danger
Classification:

Pyr. Sol. 1; Water-react. 1; Skin Corr. 1A

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H250

Catches fire spontaneously if exposed to air.

H260

In contact with water releases flammable gases which may ignite spontaneously.

H314

Causes severe skin burns and eye damage.

Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).

First Aid Measures

Skin Contact

Harmful

Measures if substance contacts the skin

First Aid Actions

  • +P302IF ON SKIN:
  • +P352Wash with plenty of water.
  • +P361Take off immediately all contaminated clothing.
  • +P313Get medical advice/attention.

Related hazard statements:

Eye Contact

Harmful

Measures if substance gets into the eyes

First Aid Actions

  • +P305IF IN EYES:
  • +P351Rinse cautiously with water for several minutes.
  • +P338Remove contact lenses, if present and easy to do. Continue rinsing.
  • +P313Get medical advice/attention.

Related hazard statements:

General Measures

Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)

First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.

Transport (ADR)

UN Number3393
ADR Class4.2
Packing GroupI
Tunnel CodeB/E
Proper Shipping NameHexyllithium, fest, pyrophor
Marine PollutantNo

Frequently Asked Questions

What is lithium hexane?

Lithium hexane is an organolithium compound with the molecular formula C6H13Li and CAS number 21369-64-2. This chemical substance has a molecular weight of 92.1 g/mol and represents a highly reactive organometallic compound. It is classified as extremely hazardous due to its pyrophoric nature, meaning it can spontaneously ignite in air, and its violent reactivity with water. The compound requires specialized handling and storage conditions due to its dangerous properties.

What are the physicochemical properties of lithium hexane?

Lithium hexane is a pyrophoric solid that spontaneously ignites when exposed to air, as indicated by its Pyr. Sol. 1 classification. The compound reacts violently with water (Water-react. 1) and is highly corrosive to skin (Skin Corr. 1A). It must be handled under inert atmosphere conditions due to its extreme reactivity with moisture and oxygen. The substance exhibits typical organolithium characteristics, being highly reactive and requiring anhydrous conditions for stability.

What is lithium hexane used for?

Lithium hexane is primarily used as a strong base and nucleophilic reagent in organic synthesis reactions. This organolithium compound serves as an alkylating agent in pharmaceutical and fine chemical manufacturing. It is employed in metallation reactions, where it can deprotonate organic substrates to form new carbon-lithium bonds. The compound is valuable in research laboratories and industrial processes requiring highly reactive organometallic reagents for specialized synthetic transformations.

How to handle lithium hexane safely?

Lithium hexane must be handled under strict inert atmosphere conditions using nitrogen or argon gas. Personal protective equipment includes chemical-resistant gloves, safety goggles, and protective clothing due to its corrosive nature. Work should be conducted in a well-ventilated area or fume hood, away from water sources and ignition sources. All handling equipment must be dry and oxygen-free. Emergency equipment including dry powder fire extinguishers should be readily available.

How to store lithium hexane correctly?

Lithium hexane must be stored in airtight containers under inert atmosphere (nitrogen or argon) to prevent contact with air and moisture. Storage areas should be cool, dry, and well-ventilated, away from water sources, oxidizing agents, and heat sources. The storage location must be equipped with appropriate fire suppression systems using dry powder extinguishers. Containers should be clearly labeled and stored separately from incompatible materials to prevent dangerous reactions.

What to do in case of contact with lithium hexane?

Lithium hexane contact requires immediate emergency response due to its highly corrosive nature. For skin contact, immediately remove contaminated clothing and flush affected area with large amounts of water for at least 15 minutes. In case of eye contact, rinse immediately with water and seek medical attention. If ingested, do not induce vomiting and seek immediate medical help. For inhalation, move to fresh air immediately. Always seek professional medical attention after any exposure incident.

How to dispose of lithium hexane appropriately?

Lithium hexane disposal must comply with local and international hazardous waste regulations due to its dangerous properties. The substance should never be disposed of in regular waste streams or poured down drains. Disposal requires specialized hazardous waste treatment facilities capable of handling pyrophoric and water-reactive materials. Contact certified waste disposal companies for proper collection and treatment. All disposal activities must be documented according to regulatory requirements for hazardous chemical waste management.

How to transport lithium hexane?

Lithium hexane is classified under ADR Class 4.2 (spontaneously combustible substances) with Packing Group I, indicating maximum danger level. Transportation requires UN-approved packaging designed for pyrophoric materials and must comply with dangerous goods regulations. Vehicles must carry appropriate emergency equipment and documentation. Transport should avoid extreme temperatures and ensure packages remain dry and secure. Only qualified dangerous goods carriers should handle the transportation of this highly hazardous substance.

Is lithium hexane subject to specific regulations?

Lithium hexane is subject to comprehensive chemical safety regulations including REACH registration requirements in Europe and CLP classification obligations. The substance displays GHS pictograms GHS02 (flame) and GHS05 (corrosion) with the signal word 'Danger'. It requires safety data sheets and proper hazard communication. While not currently listed as an SVHC substance, its dangerous properties mean it falls under strict occupational safety and transport regulations requiring specialized handling procedures and safety measures.

Where to buy lithium hexane in Europe?

Lithium hexane is available through specialized chemical distributors in Europe, including OYSI, which supplies high-quality chemicals to industrial and research customers. Due to its hazardous nature and regulatory requirements, purchases typically require proof of technical competency and appropriate handling facilities. Suppliers must ensure proper packaging, documentation, and transport compliance. Contact OYSI's technical team for availability, specifications, and regulatory guidance to ensure safe and compliant procurement of this specialized organolithium compound.

Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.