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259926

Sigma-Aldrich

Itaconic anhydride

95%

Sinônimo(s):

2-Methylenesuccinic anhydride

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About This Item

Fórmula empírica (Notação de Hill):
C5H4O3
Número CAS:
2170-03-8
Peso molecular:
112.08
Beilstein:
2212
Número CE:
218-518-2
Número MDL:
MFCD00005530
Código UNSPSC:
12162002
ID de substância PubChem:
24855441
NACRES:
NA.23
Preço e disponibilidade não estão disponíveis no momento.

Nível de qualidade

200

Ensaio

95%

Formulário

solid

p.e.

114-115 °C/12 mmHg (lit.)

pf

66-68 °C (lit.)

cadeia de caracteres SMILES

C=C1CC(=O)OC1=O

InChI

1S/C5H4O3/c1-3-2-4(6)8-5(3)7/h1-2H2

chave InChI

OFNISBHGPNMTMS-UHFFFAOYSA-N

Informações sobre genes

human ... FNTA(2339) , PGGT1B(5229)

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Descrição geral

Itaconic anhydride (ITA) is a biobased material that is obtained from renewable resources. It is produced from the pyrolysis of citric acid or by fermenting carbohydrates which forms itanoic acid. Itanoic acid can be dehydrated to form an anhydride. It is relatively more reactive that maleic anhydride and can be used as an alternating monomer that facilitates the introduction of polar functionalities in polymers.[1][2]

Aplicação

ITA can be copolymerized with methacrylate terminated poly(lactic acid) (PLA) for potential usage in packaging and biomedical applications.[3] It can also facilitate the production of reactive polyesters which can be used as starting materials in telechelics, cross-linking agents and macromonomers.[4]

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análise (COA)

Lot/Batch Number
MKCX4252
MKCW9860
MKCT1262
MKCT4515
MKCR6912

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Citraconic acid 98%

Sigma-Aldrich

C82604

Citraconic acid

(S)-(−)-2-(Trifluoroacetamido)succinic anhydride 97%

Sigma-Aldrich

305251

(S)-(−)-2-(Trifluoroacetamido)succinic anhydride

Synthesis and characterization of itaconic anhydride and stearyl methacrylate copolymers
Shang S, et al.
Polymer, 50(14), 3119-3127 (2009)
Stable biocompatible cross-linked fluorescent polymeric nanoparticles based on AIE dye and itaconic anhydride
Li H, et al.
Colloids and Surfaces. B, Biointerfaces, 121, 347-353 (2014)
Sameh M Osman et al.
Chemistry Central journal, 6(1), 85-85 (2012-08-10)
Microwave irradiation as an alternative heat source is now a well-known method in synthetic chemistry. Microwave heating has emerged as a powerful technique to promote a variety of chemical reactions, offering reduced pollution, low cost and offer high yields together
Green polymer chemistry: lipase-catalyzed synthesis of bio-based reactive polyesters employing itaconic anhydride as a renewable monomer
Yamaguchi S, et al.
Polymer Journal, 46(1), 2-2 (2014)
Copolymers of itaconic anhydride and methacrylate-terminated poly (lactic acid) macromonomers
Wallach JA and Huang SJ
Biomacromolecules, 1(2), 174-179 (2000)
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  1. 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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  2. 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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