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Sigma-Aldrich

3-Ethynylaniline

≥98%

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About This Item

Formula condensata:
HC≡CC6H4NH2
Numero CAS:
Peso molecolare:
117.15
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

CHF 91.10


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Livello qualitativo

Saggio

≥98%

Impiego in reazioni chimiche

reaction type: click chemistry

Temperatura di conservazione

2-8°C

Stringa SMILE

Nc1cccc(c1)C#C

InChI

1S/C8H7N/c1-2-7-4-3-5-8(9)6-7/h1,3-6H,9H2
NNKQLUVBPJEUOR-UHFFFAOYSA-N

Descrizione generale

3-Ethynylaniline is a terminal alkyne that can be prepared by the reduction of 3-ethylnylnitrobenzene.[1]

Applicazioni

3-Ethynylaniline may be used in the synthesis of the following benzoxazine monomers:[2]
  • bis{4-[3-(3-ethynylphenyl)(2H,4Hbenzo[3,4-e]1,3-oxazin-6-yloxy)]phenyl}phenylphosphino-1-one
  • [3-(3-ethynylphenyl)(2H,4Hbenzo[3,4-e]1,3-oxazaperhydroin-6-yl)][3-(3-ethynylphenyl)(2H,4H-benzo[3,4-e]1,3-oxazin-6-yl)]phenylphosphino-1-one
  • bis[3-(3-ethynylphenyl)(2H,4Hbenzo[3,4-e]1,3-oxazin-6-yl)oxy]phenylphosphino-1-one
It may be used:
  • To synthesize succin(m-ethynyl)dianilide and sebaco(m-ethynyl)dianilide.[3]
  • As a reagent in the multi-step synthesis of erlotinib hydrochloride.[4]
  • To prepare 3-(3-ethynylphenyl)-6-methyl-2H, 4H-benzo[e]1,3-oxazine.[5]
  • To prepare 3-[3-(4-acetylamino-benzyl)-[1,2,4]oxadiazol-5- yl]-N-(3-ethynyl-phenyl)-propionamide.[6]

Pittogrammi

FlameExclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

138.2 °F - closed cup

Punto d’infiammabilità (°C)

59 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Qilin Mei et al.
Polymers, 12(5) (2020-05-03)
Benzoxazine resin has been paid more attention in the fields of aviation, electronics, automobiles and new energy industries because of its excellent comprehensive performance. Further application is limited, however, by shortcomings such as high brittleness and high curing temperature. Furthermore
Side-chain type benzoxazine-functional cellulose via click chemistry.
Agag T, et al.
Journal of Applied Polymer Science, 125(2), 1346-1351 (2012)
Paul L Chariou et al.
Nature nanotechnology, 14(7), 712-718 (2019-05-22)
Large doses of chemical pesticides are required to achieve effective concentrations in the rhizosphere, which results in the accumulation of harmful residues. Precision farming is needed to improve the efficacy of pesticides, but also to avoid environmental pollution, and slow-release
Modified synthesis of erlotinib hydrochloride.
Barghi L, et al.
Advanced Pharmaceutical Bulletin, 2(1), 119-122 (2012)
Synthesis, analgesic and anti-inflammatory activities of novel 3-(4-acetamido-benzyl)-5-substituted-1,2,4-oxadiazoles.
Farooqui M, et al.
European Journal of Medicinal Chemistry, 44(2), 794-799 (2009)

Questions

  1. There is no expiry date on the analysis certificate of the 3-ethnylaniline product with serial number MKCP6127

    1 answer
    1. This product does not contain an expiration date or recommended retest date. Products with no expiration date or recommended retest date should be routinely inspected by customers to ensure they perform as expected. These products are also subject to a one year warranty from the date of shipment. For more information you may access the "Product Dating Information" document under "ADDITIONAL USEFUL DOCUMENTS ABOUT OUR PRODUCTS" at the bottom of the Quality Services page with this link: https://www.sigmaaldrich.com/US/en/life-science/quality-and-regulatory-management/quality-services

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