Skip to Content
Merck
All Photos(1)

Documents

274658

Sigma-Aldrich

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C9H14O
CAS Number:
54458-61-6
Molecular Weight:
138.21
Beilstein:
2324088
MDL number:
MFCD00010248
UNSPSC Code:
12352100
PubChem Substance ID:
24856595
NACRES:
NA.22

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.)

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

2-Cyclopenten-1-one 98%

Sigma-Aldrich

C112909

2-Cyclopenten-1-one

3-Methyl-2-cyclopentenone 97%

Sigma-Aldrich

145777

3-Methyl-2-cyclopentenone

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service