Basic information
- CAS
62802-42-0- Standard SMILES
Fc1cnc(Cl)nc1- InChIKey
AGYUQBNABXVWMS-UHFFFAOYSA-N- Molecular formula
- C4H2ClFN2
- Average molar mass
- 132.52 g/mol
- Monoisotopic mass
- 131.98905396
Names & identifiers
- Preferred name
- 2-Chloro-5-fluoropyrimidine
- IUPAC
- 2-chloro-5-fluoropyrimidine
- English name
- 2-Chloro-5-fluoropyrimidine
- Molecular formula
- C4H2ClFN2
- Molecular weight
- 132.52
Names & synonyms
2-Chloro-5-fluoropyrimidine62802-42-0DTXSID20342636RefChem:469341DTXCID80293716626-211-32-Chloro-5-fluoro-pyrimidinePYRIMIDINE, 2-CHLORO-5-FLUORO-5-Fluoro-2-chloropyrimidineMFCD037881972-Chloro-5-fluoro pyrimidineKK43K2RZ9W
Show more names
2-Chloro-5-fluoropyrFampridine Impurity 2132-Chloro-5-fluoropyriMidi...Pyrimidine,2-chloro-5-fluoro-2-Chloro-5-fluoro-1,3-diazine2-Chloro-5-fluoropyrimidine >2-Chloro-5-fluoropyrimidine ,98%Pyrimidine, 2-chloro-5-fluoro- (9CI)2-Chloro-5-fluoropyrimidine ISO 9001：2015 REACH
SCHEMBL1527372-Chloro-5-fluoropyrimidine #SCHEMBL1927623ALBB-037876CS-D17832-Chloro-5-fluoropyrimidine, 97%SBB085824AKOS005263912
Database identifiers
- CAS
62802-42-0- PubChem CID
- 583466
- DTXSID
DTXSID20342636- UNII
- KK43K2RZ9W
- EC Number
- 626-211-3
- Nikkaji
- J526.193G
Properties
Computed structural properties
- XLogP
- 1.3
- Topological polar surface area
- 25.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 72.4
Physicochemical properties
- Boiling point
- 149 · 149.0-162.0°C
- Density
- 1.439 g/mL · 1.439 g/mL at 20 °C (lit.)
- refractive index
- 20 · n20/D 1.503(lit.)
- Flash point
- 150 °F · 150 °F
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2-8°C
- form
- Liquid
- pka
- -2.54 · -2.54±0.22(Predicted)
- color
- Clear colorless to yellow
- InChI
- InChI=1S/C4H2ClFN2/c5-4-7-1-3(6)2-8-4/h1-2H
- InChIKey
- AGYUQBNABXVWMS-UHFFFAOYSA-N
- SMILES
- C1(Cl)=NC=C(F)C=N1
- CAS DataBase Reference
- 62802 · 62802-42-0(CAS DataBase Reference)
- FDA UNII
- 43 K2RZ9W · KK43K2RZ9W
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 5 · GHS05,GHS07
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H302 (95.5%): Harmful if swallowed [Warning Acute toxicity, oral]
P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 44 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (95.5%)
CSL Reaction Information
CSL00046
N,N-DIMETHYLFORMAMIDE + 2-CHLORO-5-FLUOROPYRIMIDINE + ZINC CYANIDE
Violent thermal exotherm at >100oC
Harmful,Toxic
Heteroaryl chloride
Cyanation
Safety data
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- wgk
- 3
- ridadr
- UN 2735 8/PG 2
- hs_code
- 29335990
- risk_code
- 22-34-41-37/38
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS07
- hazard_code
- Xn,Xi
- hazard_note
- Harmful
- safety_code
- 26-36/37/39-45
- hazard_class
- IRRITANT
Chemistry & industry
Applications
Uses2-Chloro-5-fluoropyrimidine is used to prepare 2,4-disubstituted-5-fluoropyrimidine , which is a biologically active molecule seen in anticancer agents like 5-fluorouracil.
Uses2-Chloro-5-fluoropyrimidine can be used as a starting material for the preparation of:5-fluoro-2-amino pyrimidines by reacting with various amines in the presence of K2CO3, via C-N bond forming reaction.2-chloro-5-(5-fluoropyrimidin-2-yl)benzoic acid, an intermediate, which is used in the synthesis of benzamide scaffolds as potent antagonists against P2X7 receptors.5-fluoro-2-cyano pyrimidine, a key intermediate used for the synthesis of 5-chloro-N-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-N-(5-methyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine, as a potent inhibitor of the JAK2 kinase.
Preparation methods
PreparationSynthesis of 2-chloro-5-fluoropyrimidine: add 2,4-Dichloro-5-fluoropyrimidine and reducing metal powder to the solvent, stir to raise the temperature to the reaction temperature, slowly add acid dropwise, and keep the temperature until the reaction is completed Finish. Filtration, phase separation or direct evaporation of the solvent, and distillation under reduced pressure to remove the solvent to obtain 2-chloro-5-fluoropyrimidine.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
Related reactions
143 records
Compound notes
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