2-chloropyrazine

• ChemBase ID: 7797
• Molecular Formular: C4H3ClN2
• Molecular Mass: 114.53302
• Monoisotopic Mass: 113.99847579
• SMILES: Clc1cnccn1
• Canonical SMILES: Clc1cnccn1
• InChI: InChI=1S/C4H3ClN2/c5-4-3-6-1-2-7-4/h1-3H
• InChIKey: GELVZYOEQVJIRR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloropyrazine
• IUPAC Traditional name: 2-chloropyrazine
• Synonyms: 2-Chloro-pyrazine; 2-Chloropyrazine; 2-Chloropyrazine; Chloropyrazine; 2-氯吡嗪

Database IDs

• CAS Number: 14508-49-7; 14508-49-5
• EC Number: 238-517-0
• MDL Number: MFCD00006124
• Beilstein Number: 107019
• PubChem SID: 24848054; 160971104
• PubChem CID: 73277

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.36212215
• LogD (pH = 7.4): 0.3621228
• Log P: 0.3621228
• Molar Refractivity: 27.6103 cm^3
• Polarizability: 10.52418 Å^3
• Polar Surface Area: 25.78 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 153-154 °C(lit.); 153-154°C; 153-154°C; 153-154°C°C
• Flash Point: 134.6 °F; 57 °C; 57°C°C; 57°C(134°F)
• Density: 1.283; 1.283 g/mL at 25 °C(lit.); 1.284
• Refractive Index: 1.5320; 1.5370; 1.5390; n20/D 1.539(lit.)
• Hydrophobicity(logP): 0.439

Safety Information

• Storage Warning: Flammable/Irritant; IRRITANT, FLAMMABLE
• European Hazard Symbols: Irritant (Xi)
• UN Number: 1993; UN1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: true; 是
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H315-H319-H335
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C4H3ClN2

DETAILS

Sigma Aldrich - 132489

Other Notes
remainder water
Packaging
5, 25 g in glass bottle

REFERENCES

• The activated chlorine is readily displaced by nucleophiles. In an interesting synthesis of a fused pyridine, intramolecular cycloaddition is followed by elimination of HCN via a retro-Diels-Alder reaction: Tetrahedron, 44, 2977 (1988):
  
• Selectively metallated at the 3-position by LDA or Li tetramethylpiperidide. The lithio-derivative reacts with electrophiles in good yield: Synthesis, 881 (1988).