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446440

Sigma-Aldrich

5-Norbornene-2-carboxylic acid, mixture of endo and exo, predominantly endo

98%

Synonym(s):

2-Norbornene-5-carboxylic acid, Bicyclo[2.2.1]hept-2-ene-5-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C8H10O2
CAS Number:
Molecular Weight:
138.16
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

Assay

98%

refractive index

n20/D 1.494 (lit.)

bp

136-138 °C/14 mmHg (lit.)

density

1.129 g/mL at 25 °C (lit.)

functional group

carboxylic acid

SMILES string

OC(=O)C1C[C@H]2C[C@@H]1C=C2

InChI

1S/C8H10O2/c9-8(10)7-4-5-1-2-6(7)3-5/h1-2,5-7H,3-4H2,(H,9,10)/t5-,6+,7?/m1/s1

InChI key

FYGUSUBEMUKACF-JEAXJGTLSA-N

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Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Synthesis of well-defined graft copolymers via coupled living anionic polymerization and living ROMP.
Rizmi ACM, et al.
Polymer, 39(25), 6605-6610 (1998)
Controlled Synthesis of Reactive Polymeric Architectures Using 5-Norbornene-2-carboxylic Acid Pentafluorophenyl Ester.
Vogel N and Theato P.
Macromolecular Symposia, 249(1) (2007)
A Convenient Practical Method for the Preparation of (-)-(1 S, 2 S)-5-Norbornene-2-carboxylic Acid, Incorporating Efficient Recovery of the Chiral Auxiliary d-Pantolactone.
Chang H, et al.
Organic Process Research & Development, 3(4), 289-291 (1999)
Benjamin D Fairbanks et al.
Advanced materials (Deerfield Beach, Fla.), 21(48), 5005-5010 (2009-12-28)
Step-growth, radically mediated thiol-norbornene photopolymerization is used to create versatile, stimuli-responsive poly(ethylene glycol)-co-peptide hydrogels The reaction is cytocompatible and allows for the encapsulation of human mesenchymal stem cells with a viability greater than 95%. Cellular spreading is dictated via three-dimensional

Articles

Discussion of synthetic modifications to gelatin, improving the three-dimensional (3D) print resolution, and resulting material properties.

Questions

1–3 of 3 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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  3. I bought this it says he should be liquid but it is an white paste... this is gona affect my results?

    1 answer
    1. 5-Norbornene-2-carboxylic acid is a low-melting solid with a reported melting point range of 34-42°C. It is normal and acceptable for the material to be a solid, liquid, or semi-solid/paste.

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