4-(cyclohex-1-en-1-yl)morpholine

• ChemBase ID: 81500
• Molecular Formular: C10H17NO
• Molecular Mass: 167.24808
• Monoisotopic Mass: 167.13101417
• SMILES: N1(C2=CCCCC2)CCOCC1
• Canonical SMILES: O1CCN(CC1)C1=CCCCC1
• InChI: InChI=1S/C10H17NO/c1-2-4-10(5-3-1)11-6-8-12-9-7-11/h4H,1-3,5-9H2
• InChIKey: IIQFBBQJYPGOHJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(cyclohex-1-en-1-yl)morpholine
• IUPAC Traditional name: 4-(cyclohex-1-en-1-yl)morpholine
• Synonyms: 1-(4-Morpholino)cyclohexene; 1-(4-Morpholinyl)cyclohexene; 4-(1-Cyclohexen-1-yl)morpholine; 4-cyclohex-1-enylmorpholine; 4-(1-Cyclohexen-1-yl)morpholine; 1-Morpholinocyclohexene; 4-Cyclohex-1-enyl-morpholine; 1-(4-吗啡啉)环己烯; 4-(1-环己烯-1-基)吗啉; 1-吗琳环己烯

Database IDs

• CAS Number: 670-80-4
• EC Number: 211-579-6
• MDL Number: MFCD00006163
• Beilstein Number: 118696
• PubChem SID: 162068619; 24897290
• PubChem CID: 69589

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.9552672
• LogD (pH = 7.4): 0.7987614
• Log P: 1.4386829
• Molar Refractivity: 51.5702 cm^3
• Polarizability: 19.27631 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 118-120 °C/10 mmHg(lit.); 118-120°C/10mm
• Flash Point: 154.4 °F; 68 °C; 68°C(154°F)
• Density: 0.995 g/mL at 25 °C(lit.); 1.020
• Refractive Index: 1.5146; n20/D 1.514(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H315-H319-H335-H227
• GHS Precautionary statements: P210-P305+P351+P338-P302+P352-P321-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
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C10H17NO

DETAILS

Sigma Aldrich - M87800

Packaging
25 g in glass bottle

REFERENCES

• Useful synthetic intermediate by reaction at the 2-position with various electrophiles. Reviews: Applications of enamines in organic synthesis: Synthesis, 510 (1970). Synthesis of carbonyl compounds from enamines by alkylation, acylation or addition to Michael acceptors: Synthesis, 517 (1983). Advances in enamine chemistry: Tetrahedron, 38, 1975, 3363 (1982). For an example of C-acylation using an acid chloride in the presence of triethylamine, see: Org. Synth. Coll., 5, 533 (1973).