Basic information
- CAS
14235-81-5- Standard SMILES
C#Cc1ccc(N)cc1- InChIKey
JXYITCJMBRETQX-UHFFFAOYSA-N- Molecular formula
- C8H7N
- Average molar mass
- 117.15 g/mol
- Monoisotopic mass
- 117.05784922
Overview
4-ethynylaniline is a substituted aniline.
Names & identifiers
- Preferred name
- 4-Ethynylaniline
- IUPAC
- 4-ethynylaniline
- English name
- 4-ETHYNYLANILINE
- Molecular formula
- C8H7N
- Molecular weight
- 117.15
Names & synonyms
4-Ethynylaniline14235-81-5Benzenamine, 4-ethynyl-p-aminophenylacetyleneDTXSID90396040RefChem:98931DTXCID00346899628-948-6JXYITCJMBRETQX-UHFFFAOYSA-N4-Aminophenylacetylenep-ethynylanilineMFCD00168824
Show more names
P-APACp-Ethnylaniline4-Ethyylanilinen4-Ethynylaniline>4-ETHYNYLANILINE 97%4-ETHYNYLPHENYLAMINE4-Ethynylaniline ,98%
1-Amino-4-ethynylbenzene4-Ethynyl-benzenamineErlotinib Impurity 584-ethynyl aniline4-ethynylaniline-4-ethenylbenzenamine4-Ethynyl-phenylaminep-aminophenyl-acetylene
Database identifiers
- CAS
14235-81-5- PubChem CID
- 3760025
- DTXSID
DTXSID90396040- ChEBI
CHEBI:167803- EC Number
- 628-948-6
- Nikkaji
- J607.821D
Properties
Computed structural properties
- XLogP
- 1.3
- Topological polar surface area
- 26 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 123
Physicochemical properties
- Melting point
- 98 · 98-102 °C (dec.) (lit.)
- Boiling point
- 99 · 99-101 °C(Press: 13 Torr)
- Density
- 1.05 · 1.05±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- 3.11 · 3.11±0.10(Predicted)
- form
- Crystalline Powder
- color
- Yellow to brown
- BRN
- 2205181 · 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 · 14235-81-5(CAS DataBase Reference)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 44 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- F
- 8-10-23
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- hs_code
- 29214990
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36-36/37
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
Uses4-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.
Uses4-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).
General Description4-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.
Upstream & downstream products
Upstream raw materials
Related reactions
75 records
Compound notes
Loading…