4,6-dichloropyrimidine

• ChemBase ID: 11730
• Molecular Formular: C4H2Cl2N2
• Molecular Mass: 148.97808
• Monoisotopic Mass: 147.95950343
• SMILES: c1(Cl)cc(Cl)ncn1
• Canonical SMILES: Clc1ncnc(c1)Cl
• InChI: InChI=1S/C4H2Cl2N2/c5-3-1-4(6)8-2-7-3/h1-2H
• InChIKey: XJPZKYIHCLDXST-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,6-dichloropyrimidine
• IUPAC Traditional name: 4,6-dichloropyrimidine
• Synonyms: 4,6-Dichloropyrimidine; 4,6-Dichloro-1,3-diazine; 4,6-Dichloropyrimidine; 4,6-Dichloro-pyrimidine; NSC 37530; 4,6-二氯嘧啶

Database IDs

• CAS Number: 1193-21-1
• EC Number: 214-770-2
• MDL Number: MFCD00006109
• Beilstein Number: 111195
• PubChem SID: 24862417; 24848721; 160975037
• PubChem CID: 70943

CALCULATED PROPERTIES

• H Donor: 0
• LogD (pH = 5.5): 1.6981791
• LogD (pH = 7.4): 1.6981791
• Log P: 1.6981791
• Molar Refractivity: 34.4545 cm^3
• Polarizability: 12.5414295 Å^3
• Polar Surface Area: 25.78 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• H Acceptors: 2

PROPERTIES

Physical Property

• Apperance: Yellow Solid
• Melting Point: 58-60°C; 64-66°C; 64-68°C; 65-67 °C(lit.); 66 - 68°C; 66-70 °C
• Boiling Point: 176 °C(lit.); 176°C; 176°C
• Hydrophobicity(logP): 1.166

Safety Information

• Storage Warning: Corrosive; LACHRYMATOR, CORROSIVE
• European Hazard Symbols: Corrosive (C)
• UN Number: 3261; 3263; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 34
• Safety Statements: 20-26-36/37/39-45; 26-36/37/39-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3263 8/PG 2

Product Information

• Purity: ≥98.0% (HPLC); 95%; 97%; 98%; 99%
• Grade: purum
• Empirical Formula (Hill Notation): C4H2Cl2N2

DETAILS

Sigma Aldrich - 145378

Application
Starting material for the synthesis of disubstituted pyrimidines by tandem amination and Suzuki-Miyaura cross-coupling.1 Also used in a biarylpyrimidine synthesis involving biaryl cross-coupling.2
Packaging
10, 50 g in glass bottle

Sigma Aldrich - 36420

Caution
may discolor to yellow-orange on storage