(bromoselanyl)benzene

• ChemBase ID: 147758
• Molecular Formular: C6H5BrSe
• Molecular Mass: 235.9679
• Monoisotopic Mass: 235.87398316
• SMILES: c1ccc(cc1)[Se]Br
• Canonical SMILES: Br[Se]c1ccccc1
• InChI: InChI=1S/C6H5BrSe/c7-8-6-4-2-1-3-5-6/h1-5H
• InChIKey: LCEFEIBEOBPPSJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (bromoselanyl)benzene
• IUPAC Traditional name: (bromoselanyl)benzene
• Synonyms: Benzeneselenyl bromide; Benzeneselenenyl bromide; Phenylselenyl bromide; Phenylselenenyl bromide; 苯硒基溴化物; 苯基溴化硒

Database IDs

• CAS Number: 34837-55-3
• EC Number: 252-238-1
• MDL Number: MFCD00000047
• Beilstein Number: 2039772
• PubChem SID: 24854643; 24887411; 162241941
• PubChem CID: 123446

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.6846
• LogD (pH = 7.4): 2.6846
• Log P: 2.6846
• Molar Refractivity: 47.3244 cm^3
• Polarizability: 13.456535 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 56-62°C; 58-62 °C(lit.)
• Boiling Point: 107-108 °C/15 mmHg(lit.); 107-108°C/15mm

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Nature polluting (N); Toxic (T)
• UN Number: 2928; UN2928
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2; II
• Risk Statements: 23/25-33-50/53
• Safety Statements: 20/21-28-45-60-61
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS06; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H290-H301 + H331-H373-H410; H301-H331-H373-H400-H410
• GHS Precautionary statements: P260-P261-P301+P310-P321-P405-P501A; P261-P273-P301 + P310-P311-P501
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2928 6.1/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (AT); 98%
• Grade: technical
• Linear Formula: C6H5SeBr

DETAILS

Sigma Aldrich - 243965

Application
Employed in the synthesis of enones by selenenylation of α-cyano ketones with lithium naphthalenide.1
Packaging
5, 25 g in glass bottle

Sigma Aldrich - 79136

Application
Reagent for phenylselenylation and bromination reactions, review

REFERENCES

• Reagent for the introduction of the phenylseleno group. Compare following entry (phenylselenenyl chloride) and Diphenyl diselenide, A13919.
• Addition to alkenes gives the kinetic product at low temperature in THF but the thermodynamic product at room temperature in acetonitrile: J. Org. Chem., 42, 2950 (1977):