Published TCIMAIL newest issue No.196
Maximum quantity allowed is 999
CAS RN: 558-13-4 | Product Number: T0038
Carbon Tetrabromide
Purity: >99.0%(GC)
- Tetrabromomethane
Size | Unit Price | Belgium | Japan* | Quantity |
---|---|---|---|---|
25G |
€17.00
|
10 | ≥100 |
|
100G |
€51.00
|
Contact Us | ≥100 |
|
500G |
€214.00
|
15 | ≥100 |
|
*Stock available in Belgium will be delivered in 1 to 3 days
*Stock available in Japan will be delivered in 1 to 2 weeks (excludes regulated items and dry ice shipments).
Product Number | T0038 |
Purity / Analysis Method | >99.0%(GC) |
Molecular Formula / Molecular Weight | CBr__4 = 331.63 |
Physical State (20 deg.C) | Solid |
Storage Temperature | Room Temperature (Recommended in a cool and dark place, <15°C) |
CAS RN | 558-13-4 |
Reaxys Registry Number | 1732799 |
PubChem Substance ID | 87576058 |
SDBS (AIST Spectral DB) | 3969 |
MDL Number | MFCD00000117 |
Appearance | White powder to crystal |
Purity(GC) | min. 99.0 % |
Melting point | 91.0 to 95.0 °C |
Solubility in Methanol | almost transparency |
Melting Point | 94 °C |
Boiling Point | 190 °C |
Solubility in water | Insoluble |
Degree of solubility in water | 0.24 g/l 30 °C |
Pictogram | |
Signal Word | Danger |
Hazard Statements | H302 : Harmful if swallowed. H315 : Causes skin irritation. H318 : Causes serious eye damage. H371 : May cause damage to organs. H370 : Causes damage to organs. H372 : Causes damage to organs through prolonged or repeated exposure. H373 : May cause damage to organs through prolonged or repeated exposure. H336 : May cause drowsiness or dizziness. |
Precautionary Statements | P260 : Do not breathe dust. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P308 + P311 : IF exposed or concerned: Call a POISON CENTER/doctor. P304 + P340 + P312 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Call a POISON CENTER/doctor if you feel unwell. P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor. |
EC Number | 209-189-6 |
RTECS# | FG4725000 |
UN Number | UN2516 |
Class | 6.1 |
Packing Group | III |
HS Number | 2903691990 |
-
Used Chemicals
-
Procedure
-
To a mixture of 2-phenylethyl alcohol (0.196 mL, 1.64 mmol) and carbon tetrabromide (0.652 g, 1.96 mmol) in CH2Cl2 (8.2 mL) was added a solution of PPh3 (0.644 g, 2.46 mmol) in CH2Cl2 (3.3 mL) at 0 ºC. The reaction mixture was stirred at room temperature for 1 h, concentrated under reduced pressure, and purified by silica gel column chromatography (hexane:ethyl acetate = 7:3) to give (2-bromoethyl)benzene (0.290 g, 96% yield) as a colorless liquid.
-
Experimenter’s Comments
-
The reaction mixture was monitored by TLC (hexane:ethyl acetate = 4:1, Rf = 0.7).
-
Analytical Data
-
1H NMR (400 MHz, CDCl3); δ 7.36-7.20 (m, 5H), 3.78 (t, 2H, J = 11.2 Hz), 3.17 (t, 2H, J = 11.2 Hz).
13C NMR (101 MHz, CDCl3); δ 138.9, 128.6, 128.5, 126.9, 39.4, 32.9.
-
Lead Reference
-
- Hexabromoacetone and ethyl tribromoacetate: a highly efficient reagent for bromination of alcohol
- 1)Halo sugar nucleosides. III. Reactions for the chlorination and bromination of nucleoside hydroxyl groups
- 2)General 1,5-diene synthesis involving overall allyl alcohol coupling with geometrical and positional control
- Total synthesis of (+)-Lithospermic acid by asymmetric intramolecular alkylation via catalytic C-H bond activation
ApplicationBromination of AlcoholsReferences
ApplicationCorey-Fuchs Alkyne SynthesisTypical Procedure:
Carbon tetrabromide (34.67 g, 104.5 mmol) and anhydrous CH2Cl2 (175 mL) are added to a 500 mL round bottom flask equipped with a magnetic stir bar and septum under N2 atmosphere. The reaction flask is cooled to 0 ℃ with an ice bath for 10 min. Triphenylphosphine (54.84 g, 209.1 mmol) is added in portions over 5 min, and the dark red solution is stirred at 0 ℃ for 30 min. 3,4-Dimethoxybenzaldehyde (17.37 g, 104.5 mmol) is added and the mixture is stirred at 0 ℃ for 1 h. A 1 : 1 mixture of H2O : brine is added and the layers are separated. The aqueous layer is extracted with a 1 : 1 mixture of hexanes : CH2Cl2, and the combined organic layers are dried, filtered, and concentrated under reduced pressure. The crude material is chromatographed on SiO2 (0-15% EtOAc/hexanes) to afford the dibromide 1 (29.37 g, Y. 88%) as a yellow oil.
Then, 1 (4.41 g, 13.79 mmol, 1.0 equiv) and THF (45 mL) are added to a 250 mL round bottom flask equipped with a magnetic stir bar and septum, and the reaction flask is cooled to -78 ℃ under N2 atmosphere. 2.5M n-BuLi solution in hexane (11.6 mL) is added slowly via syringe and the reaction solution is stirred at -78 ℃ for 45 min and then at 0 ℃ for 45 min. The flask is recooled to -78 ℃, and freshly distilled methyl chloroformate (1.1 mL, 1.3 mmol, 1.0 equiv) is added slowly via syringe. The mixture is stirred at -78 ℃ for 10 min, then 0 ℃ for 1 h. Saturated aqueous NH4Cl solution is added, and the layers are separated. The aqueous layer is extracted with Et2O, and the combined organic layers are dried, filtered and concentrated under reduced pressure. The residue is chromatographed (SiO2, 2-20% EtOAc / hexanes) to afford the desired alkyne 2 (2.83 g, Y. 93%) as a white solid.References
PubMed Literature
Articles/Brochures
Safety Data Sheet (SDS)
The requested SDS is not available.
Please Contact Us for more information.
Specifications
C of A & Other Certificates
Sample C of A
A sample C of A for this product is not available at this time.
Analytical Charts
The requested analytical chart is not available. Sorry for the inconvenience.