3002-94-6

Basic information

• Product Name: Cyclopropyllithium
• Synonyms: Cyclopropyllithium
• CAS NO: 3002-94-6
• Molecular Formula: C₃H₅Li
• Molecular Weight: 0
• Mol File: 3002-94-6.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Cyclopropyllithium(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopropyllithium(3002-94-6)
• EPA Substance Registry System: Cyclopropyllithium(3002-94-6)

Safety Data

• Hazardous Substances Data: 3002-94-6(Hazardous Substances Data)

Upstream product

• 4333-56-6 cyclopropyl bromide 
• 594-19-4 tert.-butyl lithium 

Downstream Products

• 17582-54-6 (CH₃)3Sn-cyclo-C₃H₅ 
• 17850-11-2 tetracyclopropyltin 
• 591-51-5 phenyllithium 
• 25033-19-6 1-cyclopropyl-naphthalene 
• 19714-74-0 3-cyclopropylchlorobenzene 
• 20034-50-8 4-cyclopropylbenzaldehyde 
• 873-49-4 cyclopropylbenzene 
• 609807-18-3 1-cyclopropyl-3-(5-fluoro-2-methoxyphenyl)-3-methylbutan-1-one 
• 1009-33-2 1-(1-cyclopropylvinyl)-4-chlorobenzene 
• 14799-60-1 1-phenyl-2-cyclopropylethylene 
• 54134-93-9 1-cyclopropyl-3-methoxybenzene 
• 1133706-10-1 C₁₈H₃₁NOSi 
• 203396-78-5 (CH)W(N(C₂H₄NC₆F₅)3) 
• 64522-77-6 cis-bis(cycloproyl)bis(dimethylphenylphosphine)platinum(II) 

Relevant articles and documents

NMR spectrocopy of organolithium compounds, part XXXIV: Cyclopropyllithium and lithium bromide (1:1) in diethylether/tetrahydrofuran—Identification of a fluxional mixed tetramer

Cyclopropyllithium, C3H5Li (1), was studied in the presence of one equivalent lithium bromide (LiBr) in diethylether (DEE)/tetrahydrofuran (THF) mixtures and in THF as solvents. Increasing the THF concentration in DEE/THF leads in the 6Li NMR spectrum to a main signal (S1) at δ0.85 (rel. to ext. LiBr/THF) and a second resonance (S2) at δ0.26 aside from a minor component at δ0.07. In pure THF, the ratio of these signals was 66: 28:6. 6Li and 13C NMR allowed to identify the main signal as belonging to a mixed dimer, 1?LiBr, and the signal at 0.26 ppm to a fluxional mixed tetramer, 12?(LiBr)2. 1J(13C,6Li) coupling constants of 11.0 and 9.8 Hz were measured at 168 K for S1 and S2, respectively, and chemical exchange between both signals was detected by 2D 6Li,6Li exchange spectroscopy and analyzed by temperature-dependent 1D 6Li line-shape calculations. These yielded the equilibrium constants Keq for the chemical exchange Li4(C3H5)2Br2 ? 2 Li2C3H5Br. Their temperature dependence leads to van't Hoff parameters of ΔH° = 4.6 kJ/mol, ΔS° = 41.4 J/mol K, and ΔG°298 = ?7.8 kJ/mol. From the rate constants k, Eyring parameters of ΔH* = 42.0 kJ/mol, ΔS* = 33.0 J/mol K, and ΔG* 298 = 32.2 kJ/mol were calculated for the forward reaction Li4(C3H5)2Br2 → 2 Li2C3H5Br and ΔH* = 37.5 kJ/mol, ΔS* = ?8.4 J/mol K, and ΔG* 238 = 40.0 kJ/mol for the reverse reaction 2Li2C3H5Br → Li4(C3H5)2Br2.

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