3-bromocyclohex-1-ene

• ChemBase ID: 111735
• Molecular Formular: C6H9Br
• Molecular Mass: 161.03966
• Monoisotopic Mass: 159.98876229
• SMILES: BrC1CCCC=C1
• Canonical SMILES: BrC1CCCC=C1
• InChI: InChI=1S/C6H9Br/c7-6-4-2-1-3-5-6/h2,4,6H,1,3,5H2
• InChIKey: AJKDUJRRWLQXHM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-bromocyclohex-1-ene
• IUPAC Traditional name: 3-bromocyclohex-1-ene
• Synonyms: 3-BROMOCYCLOHEXENE; 2-Cyclohexen-1-yl bromide; 3-Bromocyclohexene; 2-Cyclohexenyl bromide; 3-bromocyclohex-1-ene; 2-环己烯-1-基溴; 3-溴环己烯

Database IDs

• CAS Number: 1521-51-3
• MDL Number: MFCD00013775
• Beilstein Number: 635953
• PubChem SID: 24850238; 162097099; 24860144
• PubChem CID: 137057

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.6147664
• LogD (pH = 7.4): 2.6147664
• Log P: 2.6147664
• Molar Refractivity: 36.2726 cm^3
• Polarizability: 13.510942 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 57-58 °C/12 mmHg(lit.); 64-65°C/15mm
• Flash Point: 129.2 °F; 54 °C; 54°C(129°F)
• Density: 1.4 g/mL at 25 °C(lit.); 1.400
• Refractive Index: 1.5310; n20/D 1.528(lit.); n20/D 1.535
• Hydrophobicity(logP): 2.843

Safety Information

• European Hazard Symbols: Irritant (Xi)
• UN Number: 1993; UN1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10-36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-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
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥90% (GC); 90%; 95%; 95%, stab. with 300-1000ppm Propylene oxide; 95+%; 98%
• Grade: technical; technical grade
• Empirical Formula (Hill Notation): C6H9Br

DETAILS

MP Biomedicals - 05220647

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 333549

Packaging
10, 50, 250 mL in glass bottle

REFERENCES

• In peptide synthesis, can be used to protect the hydroxyl group of serine and threonine as the cyclohexyl (Chx) ether, by reaction with the sodium alkoxide (generated with NaH), followed by hydrogenation. The group is stable to TFA and 20% piperidine in DMF, but can be cleaved with TfOH in TFA, in the presence of thioanisole as a cation scavenger: J. Chem. Soc., Perkin 1, 1949 (2000). See Appendix 6.