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424471

Sigma-Aldrich

1,2,3,4-Tetramethyl-1,3-cyclopentadiene

~85%

Synonym(s):

1,2,3,4-Tetramethylcyclopentadiene

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About This Item

Empirical Formula (Hill Notation):
C9H14
CAS Number:
4249-10-9
Molecular Weight:
122.21
MDL number:
MFCD00145385
UNSPSC Code:
12352100
PubChem Substance ID:
24866570
NACRES:
NA.22

Assay

~85%

Quality Level

100

form

liquid

refractive index

n20/D 1.472 (lit.)

bp

142 °C (lit.)

density

0.808 g/mL at 25 °C (lit.)

SMILES string

CC1=C(C)C(C)=C(C)C1

InChI

1S/C9H14/c1-6-5-7(2)9(4)8(6)3/h5H2,1-4H3

InChI key

VNPQQEYMXYCAEZ-UHFFFAOYSA-N

General description

1,2,3,4-Tetramethyl-1,3-cyclopentadiene is a tetra substituted 1,3-cyclopentadiene. It participates in the synthesis of resin-bound tetramethylcyclopentadienes.

Application

1,2,3,4-Tetramethyl-1,3-cyclopentadiene may be used as a starting material in the synthesis of 1,7,8,9-tetramethyl-4-oxa-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione.

Other Notes

remainder mixture of isomers

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

107.6 °F - closed cup

Flash Point(C)

42 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBK0910
SHBH7564
SHBG7657V
SHBF6080V
SHBF6737V

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Synthesis of 4-Amino-1, 7, 8, 9-tetramethyl-4-aza-tricyclo [5.2. 1.02,6] dec-8-ene-3, 5-dione.
Struga M and Kossakowski J.
Molbank, 2007(2), M534-M534 (2007)
Selvan Demir et al.
Nature communications, 8(1), 2144-2144 (2017-12-17)
Increasing the operating temperatures of single-molecule magnets-molecules that can retain magnetic polarization in the absence of an applied field-has potential implications toward information storage and computing, and may also inform the development of new bulk magnets. Progress toward these goals
The synthesis of resin-bound tetramethylcyclopentadienes: an evaluation of two methodologies.
Shearer AS and de Miguel YR.
Tetrahedron Letters, 47(4), 447-450 (2006)

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