cyclohexene

• ChemBase ID: 126802
• Molecular Formular: C6H10
• Molecular Mass: 82.1436
• Monoisotopic Mass: 82.07825032
• SMILES: C1CCC=CC1
• Canonical SMILES: C1CCC=CC1
• InChI: InChI=1S/C6H10/c1-2-4-6-5-3-1/h1-2H,3-6H2
• InChIKey: HGCIXCUEYOPUTN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: cyclohexene
• IUPAC Traditional name: cyclohexene
• Synonyms: 1,2,3,4-Tetrahydrobenzene; Benzenetetrahydride; Cyclohex-1-ene; Hexanaphthylene; UN 2256; Cyclohexene; Tetrahydrobenzene; Cyclohexene; 四氢化苯; 环己烯

Database IDs

• CAS Number: 110-83-8
• EC Number: 203-807-8
• MDL Number: MFCD00001539
• Beilstein Number: 906737
• Merck Index: 142727
• PubChem SID: 24847667; 162221130; 24867583
• PubChem CID: 8079
• CHEBI ID: 36404
• CHEMBL: 16396
• Chemspider ID: 7788
• Wikipedia Title: Cyclohexene

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.3054903
• LogD (pH = 7.4): 2.3054903
• Log P: 2.3054903
• Molar Refractivity: 28.7226 cm^3
• Polarizability: 10.853355 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 250 mg/L in water
• Apperance: Liquid
• Melting Point: -103.5°C; -104 °C(lit.); -104°C
• Boiling Point: 82.98°C; 83 °C(lit.); 83-85°C
• Flash Point: 10.4 °F; -12 °C; -12 °C (10 °F); -20°C(-4°F)
• Auto Ignition Point: 244 °C (471.2 °F); 590 °F
• Density: 0.811; 0.811 g/mL at 25 °C(lit.); 0.8110 g/cm^3
• Refractive Index: 1.4460; 1.4465; n20/D 1.446; n20/D 1.446(lit.)
• Vapor Pressure: 160 mmHg ( 20 °C); 8.93 kPa (20 °C)11.9 kPa (25 °C)
• Vapor Density: 2.8 (vs air)

Safety Information

• RTECS: GW2500000
• European Hazard Symbols: Flammable (F); X; Harmful (Xn)
• UN Number: 2256; UN2256
• German water hazard class: 1
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11-21/22-65; 11-22-65; R11, R19, R21/22
• Safety Statements: 16-29-33-36/37-62; 9-16-23-33-36-60-62; S16, S23, S24, S25, S33
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS06; GHS08
• GHS Signal Word: Danger
• NFPA704:
  

  3

  1

  0
• Explode Limits: 1–5 %; 5 %
• GHS Hazard statements: H225-H301-H304; H225-H302-H304-H311
• GHS Precautionary statements: P210-P241-P301+P310-P303+P361+P353-P405-P501A; P210-P280-P301 + P310-P312-P331
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2256 3/PG 2

Product Information

• Purity: ≥99.0% (GC); ≥99.5% (GC); ≥99.7% (GC); 99%
• Grade: analytical standard; puriss. p.a.; ReagentPlus®
• Evaporation Residue: ≤0.005%; ≤0.01%
• Cation Traces: Al: ≤0.5 mg/kg; Ba: ≤0.1 mg/kg; Bi: ≤0.1 mg/kg; Ca: ≤0.5 mg/kg; Cd: ≤0.05 mg/kg; Co: ≤0.02 mg/kg; Cr: ≤0.02 mg/kg; Cu: ≤0.02 mg/kg; Fe: ≤0.1 mg/kg; K: ≤0.5 mg/kg; Li: ≤0.1 mg/kg; Mg: ≤0.1 mg/kg; Mn: ≤0.02 mg/kg; Mo: ≤0.1 mg/kg; Na: ≤0.5 mg/kg; Ni: ≤0.02 mg/kg; Pb: ≤0.1 mg/kg; Sr: ≤0.1 mg/kg; Zn: ≤0.1 mg/kg
• Contains: ~0.01% 2,6-di-tert-butyl-4-methylphenol as stabilizer
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C6H10

DETAILS

Sigma Aldrich - 125431

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

Sigma Aldrich - 29240

Packaging
1, 2.5 L in glass bottle
500 mL in glass bottle

REFERENCES

• Protection of the phenolic OH of tyrosine as the cyclohexyl ether has been effected with BF₃ etherate. The group can be cleaved with HF or HBr/AcOH: J. Am. Chem. Soc., 100, 3559 (1978).
• Hydrogen donor in catalytic hydrogen-transfer reactions, usually with palladium. For reviews, see: Chem. Rev., 74, 567 (1974); 85, 129 (1985). Examples:
• Hydrogenolysis of benzyloxycarbonyl groups: Synthesis, 685 (1976). Simultaneous cleavage of benzyl and benzyloxycarbonyl groups: J. Chem. Soc., Perkin 1, 490 (1977). Cleavage of benzyl ethers: Synthesis, 396 (1981). With FeCl₃, reduction of aryl carbonyl groups to methylene: J. Chem. Soc., Chem. Commun., 757 (1976).
• Conditions have been described for work-up of the ozonide to give the monoacetal of the dialdehyde, the aldehydo-ester, or the dimethyl acetal of the methyl ester: Org. Synth. Coll., 7, 168 (1990).
• Undergoes allylic acetoxylation, catalyzed by Palladium(II) acetate, 10516, in the presence of MnO₂ and 1,4-benzoquinone: Org. Synth. Coll., 8, 137 (1993).