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Sigma-Aldrich

3-Ethynylaniline

≥98%

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About This Item

Linear Formula:
HC≡CC6H4NH2
CAS Number:
54060-30-9
Molecular Weight:
117.15
EC Number:
258-944-6
MDL number:
MFCD00014779
UNSPSC Code:
12352100
PubChem Substance ID:
24873187
NACRES:
NA.22

Quality Level

100

Assay

≥98%

reaction suitability

reaction type: click chemistry

storage temp.

2-8°C

SMILES string

Nc1cccc(c1)C#C

InChI

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

InChI key

NNKQLUVBPJEUOR-UHFFFAOYSA-N

Related Categories

General description

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

Application

3-Ethynylaniline may be used in the synthesis of the following benzoxazine monomers:
  • 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.
  • As a reagent in the multi-step synthesis of erlotinib hydrochloride.
  • To prepare 3-(3-ethynylphenyl)-6-methyl-2H, 4H-benzo[e]1,3-oxazine.
  • To prepare 3-[3-(4-acetylamino-benzyl)-[1,2,4]oxadiazol-5- yl]-N-(3-ethynyl-phenyl)-propionamide.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

138.2 °F - closed cup

Flash Point(C)

59 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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