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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:
Molecular Weight:
122.21
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

~85%

Quality Level

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.[1]

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.[2]

Other Notes

remainder mixture of isomers

Pictograms

Flame

Signal Word

Warning

Hazard Statements

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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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)
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)

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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