Basic information
- CAS
14432-12-3- Standard SMILES
Nc1ccnc(Cl)c1- InChIKey
BLBDTBCGPHPIJK-UHFFFAOYSA-N- Molecular formula
- C5H5ClN2
- Average molar mass
- 128.56 g/mol
- Monoisotopic mass
- 128.01412584
Overview
4-Amino-2-chloropyridine is an aminopyridine.
Names & identifiers
- Preferred name
- 2-Chloropyridin-4-amine
- IUPAC
- 2-chloropyridin-4-amine
- English name
- 4-Amino-2-chloropyridine
- Molecular formula
- C5H5ClN2
- Molecular weight
- 128.56
Names & synonyms
Show more names
Database identifiers
- CAS
14432-12-3- PubChem CID
- 84432
- DTXSID
DTXSID20162674- ChEBI
CHEBI:177030- UNII
- BHC29VF8KH
- EC Number
- 238-403-0
- Nikkaji
- J81.768F
Properties
Computed structural properties
- XLogP
- 1.1
- Topological polar surface area
- 38.9 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 76.8
Physicochemical properties
- Melting point
- 90 · 90-94 °C(lit.)
- Boiling point
- 153 °C · 153°C 5mm
- Density
- 1.2417 · 1.2417 (rough estimate)
- refractive index
- 1.511 · 1.5110 (estimate)
- Flash point
- 153 °C/5mm · 153°C/5mm
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 4.73 · 4.73±0.30(Predicted)
- form
- Crystalline Powder
- color
- Light yellow
- Water Solubility
- Slightly soluble in water.
- BRN
- 108671 · 108671
- InChI
- 1S/C5H5ClN2/c6-5-3-4(7)1-2-8-5/h1-3H,(H2,7,8)
- InChIKey
- BLBDTBCGPHPIJK-UHFFFAOYSA-N
- SMILES
- Nc1ccnc(Cl)c1
- CAS DataBase Reference
- 14432 · 14432-12-3(CAS DataBase Reference)
- FDA UNII
- 29 VF8KH · BHC29VF8KH
- NIST Chemistry Reference
- 4 · 4-Amino-2-chloropyridine(14432-12-3)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
- target organs
- Respiratory system
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36-37/39-36/37/39
- RIDADR
- 2811 · 2811
- WGK Germany
- 3 · 3
- HazardClass
- IRRITANT
- HS Code
- 29333999 · 29333999
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (15.1%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 53 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- ridadr
- 2811
- hs_code
- 29333999
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36-37/39-36/37/39
- hazard_class
- IRRITANT
- 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
Description4-Amino-2-chloropyridine is an important pharmaceutical and pesticide intermediate. It can synthesize N-(2-chloro-4-pyridyl)urea regulators that promote plant growth. It is also a key substance in the synthesis of KT-30 (Forchlorfenuron, IUPAC name N-(2-chloro-4-pyridyl)-N'-phenylurea). KT-30 is a highly active cytokinin, which has the biological activity of promoting tissue growth, promoting bud development and green preservation; it has an effect of increasing yield on apple, pear, grape, peach and other fruit crops. 4-Amino-2-chloropyridine itself can also be used as a pesticide alone, and has high activity against various pathogens such as rust, powdery mildew, rice blast, and apple downy mildew. 4-Amino-2-chloropyridine and its pharmaceutical and pesticide intermediates have the advantages of high biological activity, low toxicity, long-lasting period and easy degradation in the environment, so they have broad application prospects in agricultural production.
UsesAn aminopyridine derivative with potential herbicidal activity.
Uses4-Amino-2-chloropyridine may be used in the preparation of:3-deazacytosine7-substituted 1-alky-1,4-dihydro-4-oxo-1,6-naphthyridine-3-carboxylic acids1,6-naphthyridines
General Description4-Amino-2-chloropyridine is a chloroaminoheterocyclic compound. It readily undergoes Suzuki-Miyaura coupling with phenylboronic acid.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Additional notes
DefinitionChEBI: 4-Amino-2-chloropyridine is an aminopyridine.
Related reactions
Compound notes
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