274658
2,3,4,5-Tetramethyl-2-cyclopentenone, mixture of cis and trans
95%
Synonym(s):
2,3,4,5-Tetramethyl-2-cyclopenten-1-one, 2,3,4,5-Tetramethylcyclopenten-1-one, 2,3,4,5-Tetramethylcyclopentenone, Tetramethylcyclopent-2-enone
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About This Item
Empirical Formula (Hill Notation):
C9H14O
CAS Number:
Molecular Weight:
138.21
Beilstein:
2324088
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
95%
form
liquid
refractive index
n20/D 1.476 (lit.)
bp
100 °C/30 mmHg (lit.)
density
0.917 g/mL at 25 °C (lit.)
functional group
ketone
SMILES string
CC1C(C)C(=O)C(C)=C1C
InChI
1S/C9H14O/c1-5-6(2)8(4)9(10)7(5)3/h5,7H,1-4H3
InChI key
ARUAYSANQMCCEN-UHFFFAOYSA-N
Related Categories
Application
2,3,4,5-Tetramethyl-2-cyclopentenone was used in the synthesis of chiral pre-ligands, (R)-3,3′-bis(tetramethylcyclopentadienyl)-2,2′-bismethoxy-1,1′-bisnaphthalene and (R)-3-tetramethylcyclopentadienyl-2,2′-bismethoxy-1,1′-bisnaphthalene by reacting with (R)-3,3′-dilithium-2,2′-bismethoxy-1,1′-bisnaphthalene.
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
163.4 °F - closed cup
Flash Point(C)
73 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Li Wang et al.
Dalton transactions (Cambridge, England : 2003), 41(24), 7350-7357 (2012-05-15)
Two new chiral pre-ligands, (R)-3,3'-bis(tetramethylcyclopentadienyl)-2,2'-bismethoxy-1,1'-bisnaphthalene (1) and (R)-3-tetramethylcyclopentadienyl-2,2'-bismethoxy-1,1'-bisnaphthalene (2), were synthesized by reaction of (R)-3,3'-dilithium-2,2'-bismethoxy-1,1'-bisnaphthalene with 2,3,4,5-tetramethyl-2-cyclopentenone at room temperature. Treatment of the pre-ligands 1 and 2 with butyllithium and Me(3)SiCl first, and subsequently with TiCl(4) (2 and 1 equiv
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