2-Chloroaniline
An aromatic amine, C6H6ClN, 127.574 g/mol. Boiling point 208.8 °C, melting point -14 °C, as published. Appears in 2 documented reactions.
Identifiers
- Molecular formula
- C₆H₆ClN
- Molecular weight
- 127.574 g/mol
- Exact mass
- 127.018877 g/mol
- IUPAC name
- 2-chloroaniline
- Nc1ccccc1Cl
- InChI=1S/C6H6ClN/c7-5-3-1-2-4-6(5)8/h1-4H,8H2
- AKCRQHGQIJBRMN-UHFFFAOYSA-N
Measured properties
- Boiling Point
- 406 to 410 °F at 760 mmHg (NTP, 1992)
- 208.8 °C
- Melting Point
- 28.5 °F (NTP, 1992)
- -14 °C
- Density
- 1.213 at 68 °F (NTP, 1992) - Denser than water; will sink
- 1.2114 at 22 °C/4 °C
- Solubility
- less than 1 mg/mL at 68 °F (NTP, 1992)
- Soluble in acid and in most organic solvents.
- Vapor Pressure
- 1 mmHg at 115.3 °F ; 5 mmHg at 162.1 °F; 760 mmHg at 407.8 °F (NTP, 1992)
- 0.2 [mmHg]
- LogP
- log Kow = 1.90
- 1.92
- Flash Point
- 208 °F (NTP, 1992)
- 103 °C
- Viscosity
- 2.9157 cP at 20 °C
- Refractive Index
- Index of refraction = 1.5895 at 20 °C/D
- Index of refraction = 1.58586 at 25 °C/D
Calculated properties
- Molecular weight
- 127.57 g/mol
- Exact mass
- 127.0188769 Da
- XLogP3
- 1.9
- Polar surface area
- 26 Ų
- Complexity
- 74
- H-bond donors
- 1
- H-bond acceptors
- 1
- logP
- 1.9222
- Topological polar surface area
- 26.02 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Rotatable bonds
- 0
- Molar refractivity
- 35.8644 cm³/mol
- Fraction sp³ carbons
- 0
- QED drug-likeness
- 0.5298
What it is made of
Structure
- Heavy atoms, hydrogen excluded
- 8
- Total atoms, hydrogen included
- 14
- Rings
- 1
- Aromatic rings
- 1
- Stereocentres
- 0
- Formal charge
- 0
Functional groups
Primary aromatic amine
Halide (C–X)
Aromatic ring
The molecule in three dimensions
The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.
Reactions it appears in
2 documented reactions involve 2-Chloroaniline, each with a written procedure and a source, and all of them are buchwald–hartwig amination. A few are shown.
Buchwald–Hartwig amination
Buchwald–Hartwig amination · as a reactant
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Buchwald–Hartwig amination
Buchwald–Hartwig amination · as a reactant
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Other names for it
The systematic name on this record is 2-chloroaniline.
The sources also call it o-Chloroaniline, 1-Amino-2-chlorobenzene, 2-Chlorophenylamine, Benzenamine, 2-chloro-, Fast Yellow GC Base, o-Aminochlorobenzene, Aniline, o-chloro-, o-Chloroaminobenzene, o-Chloraniline, DTXSID2021810, 2-Amino-1-chlorobenzene.
Structurally related
Seen alongside it in reaction records
Molecules that appear in the same recorded reactions as 2-Chloroaniline. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.
Where these values came from
chemistry engine
What this page does not claim
Identifiers are copied from the source record, measured values are reported as published, and calculated values are marked as calculated. Nothing here is a hazard, purity or handling assessment — how the library is checked.
Where to next
More molecules under 0–9
The rest of this shelf, a hundred names at a time.
Molar mass calculator
Work with C6H6ClN in a calculation, with every element's contribution shown.
Molarity calculator
Grams of 2-Chloroaniline for a volume and a concentration, or the concentration a mass gives.
Open in ReactionLens
The full record in the workstation: every atom, every bond, and the reactions it appears in.