4-methylmorpholine

• ChemBase ID: 78000
• Molecular Formular: C5H11NO
• Molecular Mass: 101.14694
• Monoisotopic Mass: 101.08406398
• SMILES: O1CCN(CC1)C
• Canonical SMILES: CN1CCOCC1
• InChI: InChI=1S/C5H11NO/c1-6-2-4-7-5-3-6/h2-5H2,1H3
• InChIKey: SJRJJKPEHAURKC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methylmorpholine
• IUPAC Traditional name: N-methylmorpholine
• Synonyms: NMM; 4-Methylmorpholine; 4-Aza-4-methyl-1-oxacyclohexane; 4-Methylmorpholine; Methylmorpholine; 4-Methylmorpholine; N-METHYLMORPHOLINE; N-Methylmorpholine; N-Methylmorpholine; 4-甲基吗啉

Database IDs

• CAS Number: 109-02-4
• EC Number: 203-640-0
• MDL Number: MFCD00006175
• Beilstein Number: 102719
• Merck Index: 146277
• PubChem SID: 24865480; 24885446; 24897031; 162042836
• PubChem CID: 7972
• Chemspider ID: 7684
• Wikipedia Title: N-Methylmorpholine

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -2.0323699
• LogD (pH = 7.4): -0.38977557
• Log P: -0.028330985
• Molar Refractivity: 29.0626 cm^3
• Polarizability: 11.428371 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Liquid
• Melting Point: -65°C; -66 °C(lit.); -66°C
• Boiling Point: 115 - 116°C; 115-116 °C/750 mmHg(lit.); 115-116°C; 116-118°C
• Flash Point: 14 °C; 14°C; 14°C(57°F); 23.8°C; 57.2 °F
• Density: 0.918 g/mL at 20 °C; 0.92; 0.92 g/cm^3; 0.92 g/ml; 0.92 g/mL at 25 °C(lit.); 0.920
• Refractive Index: 1.435; 1.4355; n20/D 1.435; n20/D 1.435(lit.)
• Vapor Pressure: 18 mmHg ( 20 °C)
• Vapor Density: >1 (vs air)
• pKa: 7.38

Safety Information

• Storage Condition: 2-8°C
• Storage Warning: Highly Flammable/Corrosive/Harmful/Air Sensitive/Store under Argon
• RTECS: QE5775000
• European Hazard Symbols: Corrosive (C); Flammable (F); X; Harmful (Xn)
• UN Number: 2535; UN2535
• German water hazard class: 1
• Hazard Class: 3; 8
• Packing Group: 2; II
• Australian Hazchem: 2WE
• Risk Statements: 11-20/21/22-34; R:10-22-27-34; R11 R20/21/22 R34
• Safety Statements: 16-26-36/37/39-45; 9-16-26-36/37/39-45-60; S:16-27/28-29-36/37/39-45; S16 S26 S36/37/39 S45
• EU Classification: FC
• EU Hazard Identification Number: 8A
• Emergency Response Guidebook(ERG) Number: 132
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H302 + H312 + H332-H314; H225-H314-H318-H302-H312-H332
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2535 3/PG 2

Product Information

• Purity: ≥98.0% (GC); ≥99.0%; ≥99.5%; ≥99.5% (GC); 99%
• Grade: purum; ReagentPlus®; SAJ special grade
• Suitability: suitable for protein sequencing
• Impurities: with OPA-reagent reacting impuritites, none detected (fluorimetric)
• Cation Traces: Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤50 mg/kg
• Purified By: glass distillation; redistillation
• Product Line: BioXtra
• abs.: absorption/290 nm cut-off
• Empirical Formula (Hill Notation): C5H11NO

DETAILS

MP Biomedicals - 02151664

Purity: 99%
Solvent for peptide and protein synthesis and sequencing.
1 ml = approx. 0.92 g

Sigma Aldrich - M56557

Packaging
100, 500 mL in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 407704

Packaging
1 L in Sure/Seal™
100 mL in Sure/Seal™

REFERENCES

• Widely used base in peptide chemistry, milder than triethylamine. Recommended for the avoidance of racemization in the mixed anhydride method of coupling: J. Am. Chem. Soc., 88, 1338 (1966); 89, 5012 (1967). Also preferred in many cases for the formation of active esters or the neutralization of acid salts. For peptide reagents, see Appendix 6.