4-ETHYNYLANILINE
Reaction Uses- Product Name
- 4-ETHYNYLANILINE
- CAS No.
- 14235-81-5
- Chemical Name
- 4-ETHYNYLANILINE
- Synonyms
- P-ETHYNYLANILINE;P-APAC;p-Ethnylaniline;4-ETHYNYLANILINE;4-Ethyylanilinen;4-Ethynylaniline>4-ETHYNYLANILINE 97%;4-ethenylbenzenamine;4-ETHYNYLPHENYLAMINE;4-Ethynylaniline ,98%
- CBNumber
- CB1317965
- Molecular Formula
- C8H7N
- Formula Weight
- 117.15
- MOL File
- 14235-81-5.mol
4-ETHYNYLANILINE Property
- Melting point:
- 98-102 °C (dec.) (lit.)
- Boiling point:
- 99-101 °C(Press: 13 Torr)
- Density
- 1.05±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- 3.11±0.10(Predicted)
- form
- Crystalline Powder
- color
- Yellow to brown
- BRN
- 2205181
- InChI
- InChI=1S/C8H7N/c1-2-7-3-5-8(9)6-4-7/h1,3-6H,9H2
- InChIKey
- JXYITCJMBRETQX-UHFFFAOYSA-N
- SMILES
- C1(N)=CC=C(C#C)C=C1
- CAS DataBase Reference
- 14235-81-5(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-36/37
- WGK Germany
- 3
- F
- 8-10-23
- HS Code
- 29214990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 481122
- Product name
- 4-Ethynylaniline
- Purity
- 97%
- Packaging
- 5g
- Price
- $162.45
- Updated
- 2025/07/31
- Product number
- E0505
- Product name
- 4-Ethynylaniline
- Purity
- >98.0%(HPLC)
- Packaging
- 10g
- Price
- $255
- Updated
- 2025/07/31
- Product number
- E0505
- Product name
- 4-Ethynylaniline
- Purity
- >98.0%(HPLC)
- Packaging
- 25g
- Price
- $453
- Updated
- 2025/07/31
- Product number
- E685073
- Product name
- 4-Ethynylaniline
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 20331
- Product name
- 4-ETHYNYLANILINE,99%
- Packaging
- 5G
- Price
- $132.78
- Updated
- 2021/12/16
4-ETHYNYLANILINE Chemical Properties,Usage,Production
Reaction
4-Ethynylaniline, also known as p-ethynylaniline, is a terminal alkyne. Its synthesis using 2-methyl-3-butyn-2-ol (MEBYNOL) has been reported. The transition metal catalyzed polymerization of 4-ethynylaniline to afford poly(4-ethynylaniline) has been reported.[3]The impact of the surface functionalization with 4-ethynylaniline on the thermal behavior of multi-walled carbon nanotubes (MWNTs) and graphene has been investigated.
Uses
4-Ethynylaniline may be used in the synthesis of N-methyliminodiethyl 4-(4-ethynylphenyliminomethyl) benzeneboronate. It can also be used to prepare an acetylene ligand, HC2-NDI (NDI= 1,4,5,8-naphthalenediimide).It can be used as an alkyne component in a synthesis of indoles from nitroarenes in the presence of a palladium-phenantroline catalyst.
Chemical Properties
White or light yellow solid
Uses
4-Ethynylaniline may be used in the synthesis of N-methyliminodiethyl 4-(4-ethynylphenyliminomethyl)benzeneboronate. It can also be used to prepare an acetylene ligand, HC2-NDI (NDI= 1,4,5,8-naphthalenediimide).
Definition
ChEBI: 4-ethynylaniline is a substituted aniline.
Synthesis Reference(s)
The Journal of Organic Chemistry, 59, p. 5818, 1994 DOI: 10.1021/jo00098a051
General Description
4-Ethynylaniline, also known as p-ethynylaniline, is a terminal alkyne. Its synthesis using 2-methyl-3-butyn-2-ol (MEBYNOL) has been reported. The transition metal catalyzed polymerization of 4-ethynylaniline to afford poly(4-ethynylaniline) has been reported. The impact of the surface functionalization with 4-ethynylaniline on the thermal behavior of multi-walled carbon nanotubes (MWNTs) and graphene has been investigated.
reaction suitability
reaction type: click chemistry
Synthesis
75867-39-9
14235-81-5
General procedure for the synthesis of 4-ethynylaniline from 4-[(trimethylsilyl)ethynyl]aniline: To a stirred solution of potassium hydroxide (1.34 g, 23.8 mmol) in methanol (6 mL) was slowly added a solution of 4-[(trimethylsilyl)ethynyl]aniline (1.10 g, 5.86 mmol) in tetrahydrofuran (5 mL). The reaction mixture was heated to reflux overnight. Upon completion of the reaction, the mixture was cooled to room temperature and filtered to remove insoluble impurities. The filtrate was concentrated under reduced pressure to remove the solvent. The residue was dissolved in dichloromethane (50 mL), filtered and dried using anhydrous magnesium sulfate. The dried solution was concentrated under reduced pressure to give a yellow solid product in 98% yield. The structure of the product was confirmed by nuclear magnetic resonance hydrogen (1H NMR) and carbon (13C NMR) spectra: 1H NMR (400 MHz, CDCl3, Me4Si): δ 7.32 (d, J = 2.4 Hz, 2H), 6.61 (d, J = 2.4 Hz, 2H), 3.83 (s, 2H), 2.98 (s, 1H); 13C NMR (100 MHz, CDCl3): δ 147.0, 133.5, 114.6, 111.3, 84.4, 77.4, 77.1, 76.7, 74.9.
References
[1] Organometallics, 2014, vol. 33, # 18, p. 4947 - 4963
[2] RSC Advances, 2016, vol. 6, # 95, p. 92845 - 92851
[3] Tetrahedron, 2011, vol. 67, # 37, p. 7096 - 7100
[4] Chemical Communications, 2013, vol. 49, # 80, p. 9197 - 9199
[5] Dalton Transactions, 2013, vol. 42, # 2, p. 338 - 341
4-ETHYNYLANILINE Preparation Products And Raw materials
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View Lastest Price from 4-ETHYNYLANILINE manufacturers
- Product
- 4-ethynylaniline 14235-81-5
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99%+
- Supply Ability
- 10000kgs per Month
- Release date
- 2023-08-16
- Product
- Erlotinib Impurity 41 1833220-19-6
- Price
- US $0.00-0.00/mg
- Min. Order
- 10mg
- Purity
- 95%+
- Supply Ability
- 10000
- Release date
- 2025-01-20
- Product
- 4-ETHYNYLANILINE 14235-81-5
- Price
- US $0.00/Kg
- Min. Order
- 1Kg
- Purity
- 4-ETHYNYLANILINE
- Supply Ability
- 50000kg
- Release date
- 2022-11-15