| Identification | More | [Name]
3-Aminophenylacetylene | [CAS]
54060-30-9 | [Synonyms]
3-AMINOPHENYLACETYLENE
3-ETHYNYLANILINE
3-ETHYNYLBENZENEAMINE
3-ETHYNYL-PHENYLAMINE
M-AMINOPHENYL ACETYLENE
M-ETHYNYLANILINE
3-ethynyl-benzenamin
Benzenamine, 3-ethynyl-
3-Ethynyl aniline (3-aminophenylacetylene)
3-AMINOPHENYLACETYLEN
3-Aminophenylacetylene98%
Benzenamine, 3-ethynyl-(9CI)
3-Ethynyl
3-ethynylbenzenamine
3-AMINOPHENYLACETYLENE 99+%
3-Ethynlaniline
1-Amino-3-ethynylbenzene
1-Ethynyl-3-aminobenzene | [EINECS(EC#)]
258-944-6 | [Molecular Formula]
C8H7N | [MDL Number]
MFCD00014779 | [Molecular Weight]
117.15 | [MOL File]
54060-30-9.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear yellowish to brown liquid | [Melting point ]
27°C | [Boiling point ]
92-93 °C (2 mmHg)
| [density ]
1.04
| [refractive index ]
1.614-1.616
| [Fp ]
138 °F
| [storage temp. ]
2-8°C | [solubility ]
Acetonitrile (Slightly), Chloroform (Slightly), DMSO (Slightly) | [form ]
Liquid | [pka]
3.67±0.10(Predicted) | [color ]
Clear yellow to brown | [Specific Gravity]
1.12 | [Water Solubility ]
Insoluble in water. | [BRN ]
2935417 | [Stability:]
Light Sensitive | [InChI]
1S/C8H7N/c1-2-7-4-3-5-8(9)6-7/h1,3-6H,9H2 | [InChIKey]
NNKQLUVBPJEUOR-UHFFFAOYSA-N | [SMILES]
Nc1cccc(c1)C#C | [CAS DataBase Reference]
54060-30-9(CAS DataBase Reference) | [NIST Chemistry Reference]
M-aminophenylacetylene(54060-30-9) | [EPA Substance Registry System]
54060-30-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,F | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection .
S36/37:Wear suitable protective clothing and gloves . | [RIDADR ]
UN 1993 3/PG 3
| [WGK Germany ]
3
| [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
Ⅲ | [HS Code ]
29214900 | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Eye Irrit. 2
Flam. Liq. 3
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Clear yellowish to brown liquid | [Uses]
Reagent in the preparation of a labelled metabolite of Erlotinib (E625000). | [Uses]
Reagent in the preparation of a metabolite of Erlotinib (E625000). | [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, and 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.
| [General Description]
3-Ethynylaniline is a terminal alkyne that can be prepared by the reduction of 3-ethylnylnitrobenzene. | [reaction suitability]
reaction type: click chemistry | [Synthesis]
Starting with m-nitrocinnamic acid: First, it undergoes an addition reaction with liquid bromine in glacial acetic acid to generate 3-(3-nitro)phenyl-2,3-dibromopropionic acid; subsequently, it undergoes dehydrobromination and decarboxylation reactions under the action of an organic base (such as DBU) to generate the key intermediate m-nitrophenylacetylene; finally, the nitro group is reduced to an amino group using iron powder in an acidic aqueous ethanol solution to obtain the target product 3-Ethynylaniline. |
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