2,3-dibromoprop-1-ene

• ChemBase ID: 107813
• Molecular Formular: C3H4Br2
• Molecular Mass: 199.87186
• Monoisotopic Mass: 197.86797413
• SMILES: BrCC(=C)Br
• Canonical SMILES: BrCC(=C)Br
• InChI: InChI=1S/C3H4Br2/c1-3(5)2-4/h1-2H2
• InChIKey: YMFWYDYJHRGGPF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dibromoprop-1-ene
• IUPAC Traditional name: 2,3-dibromo-1-propene
• Synonyms: 2,3-DIBROMO-1-PROPENE; 2,3-Dibromopropene; 2,3-Dibromo-1-propene; 2,3-二溴丙烯; 2,3-二溴-1-丙烯

Database IDs

• CAS Number: 513-31-5
• EC Number: 208-155-8
• MDL Number: MFCD00000211
• Beilstein Number: 878169
• Merck Index: 143025
• PubChem SID: 24846718; 162093713; 24861090; 24861087
• PubChem CID: 10552

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.1542308
• LogD (pH = 7.4): 2.1542308
• Log P: 2.1542308
• Molar Refractivity: 30.9927 cm^3
• Polarizability: 11.943496 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 141°C; 42-44 °C/17 mmHg(lit.)
• Flash Point: 177.8 °F; 81 °C; 81°C(177°F)
• Density: 2.045 g/mL at 25 °C; 2.046
• Refractive Index: 1.5450; n20/D 1.544(lit.)

Safety Information

• Storage Warning: Moisture Sensitive
• RTECS: UC8200000
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/22-41; 37/38-41-68
• Safety Statements: 26-36/37/39; 26-39
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H318-H332; H318-H315-H341-H335-H227
• GHS Precautionary statements: P210-P305+P351+P338-P302+P352-P321-P405-P501A; P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥85% (GC); ≥95.0%; 80%; tech. 85%, stab. with copper
• Grade: technical; technical grade
• Contains: hydroquinone as stabilizer
• Linear Formula: CH2BrCBr=CH2

DETAILS

MP Biomedicals - 05205102

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 106003

Packaging
25, 100 g in glass bottle

Sigma Aldrich - 34293

Caution
may discolor to brown on storage

REFERENCES

• Couples with Grignards to give 2-bromo-1-alkenes, intermediates in the synthesis of terminal alkynes by dehydrobromination: Org. Synth. Coll., 1, 186, 191 (1941). Coupling of the vinylic bromide with a second organomagnesium molecule, mediated by a Ni complex, allows the introduction of two different substituents: Synthesis, 1034 (1987):
  
• Reacts with hexamethylenetetramine to give 2-bromoallylamine, and with primary amines, e.g. ethylamine, to give N-ethyl-2-bromoallylamines: Org. Synth. Coll., 5, 121, 124 (1973).