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CAS RN: 100-39-0 | Product Number: B0411

Benzyl Bromide (stabilized with Propylene Oxide)


Purity: >98.0%(GC)
Synonyms:
  • α-Bromotoluene (stabilized with Propylene Oxide)
Documents:
25G
$17.00
7   7   ≥100 
100G
$45.00
18   14   ≥100 
500G
$133.00
4   4   ≥100 

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Product Number B0411
Purity / Analysis Method >98.0%(GC)
Molecular Formula / Molecular Weight C__7H__7Br = 171.04 
Physical State (20 deg.C) Liquid
Store Under Inert Gas Store under inert gas
Condition to Avoid Light Sensitive,Moisture Sensitive
CAS RN 100-39-0
Reaxys Registry Number 385801
PubChem Substance ID 87563454
SDBS (AIST Spectral DB) 4275
Merck Index (14) 1128
MDL Number

MFCD00000172

Specifications
Appearance Colorless to Light yellow to Light orange clear liquid
Purity(GC) min. 98.0 %
Properties (reference)
Boiling Point 199 °C
Flash point 79 °C
Specific Gravity (20/20) 1.44
Refractive Index 1.58
Solubility (miscible with) Ether
Solubility (soluble in) Benzene
GHS
Pictogram Pictogram Pictogram Pictogram Pictogram
Signal Word Danger
Hazard Statements H330 : Fatal if inhaled.
H314 : Causes severe skin burns and eye damage.
H341 : Suspected of causing genetic defects.
H335 : May cause respiratory irritation.
H227 : Combustible liquid.
Precautionary Statements P501 : Dispose of contents/ container to an approved waste disposal plant.
P260 : Do not breathe dust/ fume/ gas/ mist/ vapors/ spray.
P202 : Do not handle until all safety precautions have been read and understood.
P210 : Keep away from heat/sparks/open flames/hot surfaces. No smoking.
P201 : Obtain special instructions before use.
P271 : Use only outdoors or in a well-ventilated area.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.
P284 : Wear respiratory protection.
P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish.
P308 + P313 : IF exposed or concerned: Get medical advice/ attention.
P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower.
P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P363 : Wash contaminated clothing before reuse.
P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor.
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.
P403 + P233 : Store in a well-ventilated place. Keep container tightly closed.
P403 + P235 : Store in a well-ventilated place. Keep cool.
P405 : Store locked up.
Related Laws:
RTECS# XS7965000
Transport Information:
UN Number (DOT-AIR) UN1737
Class (DOT-AIR) 6.1/8
Packing Group (TCI-A) II
HS Number 2903.99.8001
Application
TCI Practical Example: Protection of Hydroxy with Benzyl Ether Using Benzyl Bromide

TCI Practical Example: Protection of Hydroxy with Benzyl Ether Using Benzyl Bromide

Used Chemicals

Procedure

4-bromophenethyl alcohol (500 mg, 2.49 mmol) in dry THF (4.0 mL) were added to a suspension of NaH (60%, 219 mg, 5.47 mmol, 2.2 eq.) in dry THF (4.0 mL) at 0 °C. Benzyl bromide (354 µL, 2.98 mmol, 1.2 eq.) was added to the mixture and stirred at room temperature for 1 day. The reaction mixture was quenched with H2O (10 mL) dropwise at 0 °C and the aqueous layer was extract with ethyl acetate (2 x 10 mL), and washed with brine. Organic layer was dried over sodium sulfate and filtered. The solvent was removed under reduced pressure and the residue was purified by column chromatography (dichloromethane:hexane = 0:100 – 15:85 – 25:75 on silica gel), giving 1 a pale yellow liquid (536.7 mg, 74% yield.).

Experimenter’s Comments

The reaction mixture was monitored by TLC (ethyl acetate:hexane = 1:10, Rf = 0.55).
Because BnBr has lachrymatory property, this experiment was carried out in the draft chamber.
Since NaH reacts with water to generate hydrogen, which may ignite or explode, water was carefully added dropwise when the reaction was quenched.

Analytical Data

Compound 1

1H NMR (400 MHz, CDCl3); δ 7.43-7.25 (m, 7H), 7.11 (m, 2 H), 4.51 (s, 2H), 3.66 (t, J = 7.0 Hz, 2H), 2.87 (t, J = 7.0 Hz, 2H).

Other Reference


PubMed Literature


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