593230
Phenyllithium solution
1.9 M in dibutyl ether
Synonym(s):
PhLi
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About This Item
Empirical Formula (Hill Notation):
C6H5Li
CAS Number:
Molecular Weight:
84.04
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
506502
Product Name
Phenyllithium solution, 1.9 M in dibutyl ether
InChI
1S/C6H5.Li/c1-2-4-6-5-3-1;/h1-5H;
SMILES string
[Li]c1ccccc1
InChI key
NHKJPPKXDNZFBJ-UHFFFAOYSA-N
concentration
1.9 M in dibutyl ether
density
0.835 g/mL at 25 °C
storage temp.
2-8°C
Quality Level
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Application
Phenyllithium solution can be used to synthesize:
- 1-Acetyl-1′-diphenylphosphinoferrocene from ferrocenophane.
- Ethyl 2-acetylimino-1-benzyl-6-bromo-4-phenyl-1,4-dihydroquinoline-3-carboxylate from ethyl 1-benzyl-6-bromo-2-imino-1,2-dihydroquinoline-3-carboxylate.
- Ethyl 2-amino-1-benzoyl-6-bromo-4-phenyl-1,4-dihydroquinoline-3-carboxylate from (E)-ethyl 2-(acetylimino)-1-benzoyl-6-bromo-1,2-dihydroquinoline-3-carboxylate.
signalword
Danger
hcodes
Hazard Classifications
Aquatic Chronic 3 - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - STOT SE 3
target_organs
Respiratory system
supp_hazards
Storage Class
4.2 - Pyrophoric and self-heating hazardous materials
wgk
WGK 3
flash_point_f
77.0 °F - closed cup
flash_point_c
25 °C - closed cup
Regulatory Information
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The synthesis of ?-N, N-dimethyl-1?-diphenylphosphinoferrocenylethylamine and related ligands.
Butler I R, et al.
Canadian Journal of Chemistry, 61(1), 147-153 (1983)
The first synthesis of 2-amino-1, 4-dihydroquinolines.
Viault G, et al.
Tetrahedron, 65(49), 10149-10154 (2009)
Luka A Wright et al.
Dalton transactions (Cambridge, England : 2003), 44(16), 7230-7241 (2015-03-20)
The 2-(2′-aniline)-6-imine-pyridines, 2-(C6H4-2′-NH2)-6-(CMe=NAr)C5H3N (Ar = 4-i-PrC6H4 (HL1a), 2,6-i-Pr2C6H3 (HL1b)), have been synthesised via sequential Stille cross-coupling, deprotection and condensation steps from 6-tributylstannyl-2-(2-methyl-1,3-dioxolan-2-yl)pyridine and 2-bromonitrobenzene. The palladium(II) acetate N,N,N-pincer complexes, [{2-(C6H4-2′-NH)-6-(CMe=NAr)C5H3N}Pd(OAc)] (Ar = 4-i-PrC6H4 (1a), 2,6-i-Pr2C6H3 (1b)), can be prepared by
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