bromocyclopropane

• ChemBase ID: 9938
• Molecular Formular: C3H5Br
• Molecular Mass: 120.9758
• Monoisotopic Mass: 119.95746216
• SMILES: C1CC1Br
• Canonical SMILES: BrC1CC1
• InChI: InChI=1S/C3H5Br/c4-3-1-2-3/h3H,1-2H2
• InChIKey: LKXYJYDRLBPHRS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bromocyclopropane
• IUPAC Traditional name: bromocyclopropane
• Synonyms: Cyclopropyl bromide; bromocyclopropane; Cyclopropyl bromide; Bromocyclopropane; NSC 89692; Bromocyclopropane; Cyclopropyl bromide 99+%; 环丙基溴; 溴代环丙烷

Database IDs

• CAS Number: 4333-56-6
• EC Number: 224-375-7
• MDL Number: MFCD00001271
• Beilstein Number: 1900287
• PubChem SID: 160973245; 24850241; 24892372
• PubChem CID: 78037

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 1.4870746
• LogD (pH = 7.4): 1.4870746
• Log P: 1.4870746
• Molar Refractivity: 21.507 cm^3
• Polarizability: 8.392043 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 68-70°C; 69 °C(lit.); 69°C
• Flash Point: 21.2 °F; -6 °C; -6°C; -6°C(21°F)
• Density: 1.51 g/mL at 25 °C(lit.); 1.510; 1.515
• Refractive Index: 1.4580; 1.4600; n20/D 1.458(lit.); n20/D 1.460

Safety Information

• Storage Warning: Highly Flammable/Irritant/Lachrymatory/Keep Cold; LACHRYMATOR, FLAMMABLE
• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 1993; UN1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11-36/37/38
• Safety Statements: 16-26-29-33-37; 16-26-36
• TSCA Listed: true; 是
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H315-H319-H335
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-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 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (GC); 95+%; 97%; 99%
• Grade: purum
• Empirical Formula (Hill Notation): C3H5Br

DETAILS

Sigma Aldrich - C117307

Packaging
5, 25 g in glass bottle

REFERENCES

• The Grignard reagent functions as an allyl anion equivalent in the reaction with thioacetals catalyzed by Dichlorobis(triphenylphosphine)nickel(II), 13930: J. Am. Chem. Soc., 111, 9119 (1989):
  
• The lithio-derivative reacts with Bis(cyclopentadienyl)titanium dichloride, A11456, to give bis(cyclopropyl)titanocene, which reacts with carbonyl compounds to give alkylidenecyclopropane derivatives: Tetrahedron Lett., 34, 943 (1993). Similarly, esters and lactones give enol ethers and acetylenes give vinylcyclopropanes.