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Ethyllithium

HCID 79107
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Basic information

CAS
811-49-4
Standard SMILES
[CH2-]C.[Li+]
InChIKey
QBZXOWQOWPHHRA-UHFFFAOYSA-N
Molecular formula
C2H5Li
Average molar mass
36 g/mol
Monoisotopic mass
36.05512859

Overview

Ethyllithium is an alkyllithium compound.

Names & identifiers

Preferred name
Ethyllithium
IUPAC
lithium ethane
English name
Ethyllithium
Molecular formula
C2H5Li
Molecular weight
36

Names & synonyms

EthyllithiumLithium, ethyl-811-49-4Ethyl lithiumEINECS 212-370-2CHEBI:51468RefChem:596786212-370-2lithium;ethaneethyl-lithiumEtLiLiEt
Show more names
1MinBenzeneEthyl IndiumLITHIUM ETHYLlithium ethideEthyllithiuM solutioethyllithium solutionETHYLLITHIUM 1.7M IN DBEETHYLLITHIUM 1M IN BENZENEETHYLLITHIUM ISO 9001:2015 REACH
ethyllithium (ionic)Lithium ethan-1-ideSCHEMBL22970SCHEMBL4344311SCHEMBL4557917BLHLJVCOVBYQQS-UHFFFAOYSA-NQBZXOWQOWPHHRA-UHFFFAOYSA-NDTXSID601001772

Database identifiers

CAS
811-49-4
PubChem CID
79107
DTXSID
DTXSID601001772
ChEBI
CHEBI:51468
EC Number
212-370-2
Nikkaji
J542H

Properties

Computed structural properties

Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
3
Formal charge
0
Complexity
2.8

Physicochemical properties

Melting point
95 ℃ · 95℃
Density
0.862 g/mL · 0.862 g/mL at 25 °C
Flash point
17 °F · −17 °F
storage temp.
2 · 2-8°C
form
Plate-like crystals
color
Colorless
BRN
3587196 · 3587196
InChI
InChI=1S/C2H5.Li/c1-2;/h1H2,2H3;
InChIKey
BLHLJVCOVBYQQS-UHFFFAOYSA-N
SMILES
C(C)[Li]
UNSPSC Code
12352103 · 12352103
NACRES
22 · NA.22
Symbol(GHS)
2 · GHS02,GHS05
Signal word
Danger
Hazard statements
250 · H250-H261-H314
Precautionary statements
210 · P210-P222-P231+P232-P233-P280-P223-P260-P264-P370+P378-P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P305+P351+P338-P402+P404-P405-P501
Hazard Codes
F,T,N

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H250 (100%): Catches fire spontaneously if exposed to air [Danger Pyrophoric liquids]

P210, P222, P223, P231, P231+P232, P233, P260, P264, P280, P301+P330+P331, P302+P335+P334, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P402+P404, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 66 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesPyr. Liq. 1 (100%)

Safety data

F
10
wgk
3
ridadr
UN 3399 4.3/PG 2
hs_code
29319090
risk_code
45-46-11-36/38-48/23/24/25-65-51/53
Signal word
Danger
Symbol(GHS)
GHS02,GHS05
hazard_code
F,T,N
safety_code
53-36/37-45-62-61-26-16
Hazard statements
H250-H261-H314
Precautionary statements
P210-P222-P231+P232-P233-P280-P223-P260-P264-P370+P378-P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P305+P351+P338-P402+P404-P405-P501

Chemistry & industry

Applications

UsesGrignard-type reactions.

UsesEthyllithium is a general organolithium reagent used in the nucleophilic addition reaction to synthesize a variety of intermediates.

Preparation methods

PreparationEthyllithium can be synthesized by reacting bromoethane with metallic lithium in pentane.

Upstream & downstream products

Downstream products

3-Furanboronic acid3,5-Dimethyl-2-ethylpyrazine1-Chloro-3-ethylbenzene2-Ethyl-2-adamantanol2-Butanone, 1,1-diethoxy-Acetaldehyde, ethylhydrazone

Additional notes

DefinitionChEBI: Ethyllithium is an alkyllithium compound.

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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New noteNew reactionRequest quotes
Risk Statements
45 · 45-46-11-36/38-48/23/24/25-65-51/53
Safety Statements
53 · 53-36/37-45-62-61-26-16
RIDADR
3399 · UN 3399 4.3/PG 2
WGK Germany
3 · 3
F
10 · 10
HS Code
29319090 · 29319090