2,3,5-trimethylpyrazine

• ChemBase ID: 144618
• Molecular Formular: C7H10N2
• Molecular Mass: 122.1677
• Monoisotopic Mass: 122.08439833
• SMILES: Cc1cnc(c(n1)C)C
• Canonical SMILES: Cc1cnc(c(n1)C)C
• InChI: InChI=1S/C7H10N2/c1-5-4-8-6(2)7(3)9-5/h4H,1-3H3
• InChIKey: IAEGWXHKWJGQAZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3,5-trimethylpyrazine
• IUPAC Traditional name: pyrazine, trimethyl-
• Synonyms: 2,3,5-Trimethylpyrazine; 2,3,5-Trimethylpyrazine; 2,3,5-三甲基吡嗪

Database IDs

• CAS Number: 14667-55-1
• EC Number: 238-712-0
• MDL Number: MFCD00006145
• Beilstein Number: 2423
• PubChem SID: 24901581; 162238830; 24851915; 24901582
• PubChem CID: 26808
• FEMA ID: 3244
• Council of Europe Number: 735
• Flavis Number: 14.019

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.06814996
• LogD (pH = 7.4): -0.067990564
• Log P: -0.06798853
• Molar Refractivity: 35.5187 cm^3
• Polarizability: 13.828003 Å^3
• Polar Surface Area: 25.78 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 171-172 °C(lit.); 171-172°C
• Flash Point: 129.2 °F; 54 °C; 54°C(129°F)
• Density: 0.979; 0.979 g/mL at 25 °C(lit.)
• Refractive Index: 1.5050; n20/D 1.5040(lit.)
• Organoleptic: chocolate; hazelnut; peanut

Safety Information

• RTECS: UQ3907000
• European Hazard Symbols: X; Harmful (Xn)
• UN Number: 1993; UN1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10-22-36/37/38
• Safety Statements: 16-26-36/37/39; 26-36/37
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H302-H315-H319-H335
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002; FCC

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥95%; ≥99%; 95+%; 99%
• Grade: FG; Halal; Kosher; natural; NI
• Impurities: ≤0.3% water
• Empirical Formula (Hill Notation): C7H10N2

DETAILS

Sigma Aldrich - W324426

Packaging
1 kg in glass bottle
1 sample in glass bottle
25, 100 g in glass bottle

Sigma Aldrich - 199419

Packaging
10 g in glass bottle

Sigma Aldrich - W324418

Packaging
1 kg in glass bottle
1 sample in glass bottle
100 g in glass bottle
5 kg in steel drum

REFERENCES

• Lithiation leads to products of metallation at the 3- and 2-methyl groups in that order, whereas attack at the 5-methyl, surprisingly, is disfavored. For a detailed study of lithiation with LDA, see: J. Org. Chem., 48, 2130 (1983). For subsequent reaction with trans-1,2-dichloroethylene to give isomeric pyrrolo[1,2-a]pyrazines, see: J. Heterocycl. Chem., 18, 445 (1981).