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CAS RN: 3587-60-8 | Product Number: B1207

Benzyl Chloromethyl Ether


Purity: >90.0%(GC)
Synonyms:
  • Benzyloxymethyl Chloride
  • (Chloromethoxymethyl)benzene
  • BOM-Cl
Product Documents:
25G
₹5,200.00
7   ≥100 
100G
₹10,800.00
3   ≥40 
500G
₹36,600.00
3   8  

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Product Number B1207
Purity / Analysis Method >90.0%(GC)
Molecular Formula / Molecular Weight C__8H__9ClO = 156.61 
Physical State (20 deg.C) Liquid
Storage Temperature Refrigerated (0-10°C)
Store Under Inert Gas Store under inert gas
Condition to Avoid Moisture Sensitive,Heat Sensitive
CAS RN 3587-60-8
Reaxys Registry Number 1364034
PubChem Substance ID 87564143
SDBS (AIST Spectral DB) 22332
MDL Number

MFCD00000886

Specifications
Appearance Colorless to Almost colorless clear liquid
Purity(GC) min. 90.0 %
Properties (reference)
Boiling Point 56 °C/1.5 mmHg
Flash point 91 °C
Specific Gravity (20/20) 1.14
Refractive Index 1.53
GHS
Pictogram Pictogram Pictogram
Signal Word Danger
Hazard Statements H331 : Toxic if inhaled.
H302 + H312 : Harmful if swallowed or in contact with skin.
H315 : Causes skin irritation.
H318 : Causes serious eye damage.
H227 : Combustible liquid.
Precautionary Statements P501 : Dispose of contents/ container to an approved waste disposal plant.
P261 : Avoid breathing dust/ fume/ gas/ mist/ vapors/ spray.
P270 : Do not eat, drink or smoke when using this product.
P210 : Keep away from heat/sparks/open flames/hot surfaces. No smoking.
P271 : Use only outdoors or in a well-ventilated area.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth.
P302 + P352 + P312 : IF ON SKIN: Wash with plenty of water.Call a POISON CENTER/doctor if you feel unwell.
P304 + P340 + P311 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. 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:
Transport Information:
UN Number UN2810
Class 6.1
Packing Group III
Application
TCI Practical Example: Protection of Hydroxy Group Using BOM-Cl

TCI Practical Example: Protection of Hydroxy Group Using BOM-Cl

Used Chemicals

Procedure

DIEA (0.2 mL, 1.18 mmol, 1.5 eq.) and BOM-Cl (135 µL, 0.95 mmol, 1.2 eq.) were added to a solution of Z-Ser-OMe (200 mg, 0.79 mmol) in dichloromethane (3.9 mL) at room temperature. The reaction mixture was stirred for overnight. Additional DIEA (0.4 mL, 2.3 mmol, 3.0 eq.) and BOM-Cl (270 µL, 1.90 mmol, 2.4 eq.) were added and stirred for 8 h. The reaction mixture was quenched with sat. NaHCO3 aq. (5 mL) and extract with dichloromethane (3 x 5 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 (ethyl acetate:hexane = 1:99 - 10:90 - 33:67 on silica gel), giving 1 as a colorless liquid (194 mg, 66% yield).

Experimenter’s Comments

The reaction mixture was monitored by TLC (ethyl acetate:hexane = 1:1, Rf = 0.68).
About 19% of Z-Ser-OMe was recovered.

Analytical Data

compound 1

1H NMR (270 MHz, CDCl3); δ 7.36-7.28 (m, 10H), 5.67 (brd, J = 8.4 Hz, 1H), 5.13 (s, 2H), 4.72 (s, 2H), 4.57 (m, 1H), 4.53 (s, 2 H), 4.12 (m, 1H), 3.81 (dd, J = 3.0, 10.0 Hz, 1H), 3.76 (s, 3H).

Other Reference


Application
BOM protection of Alcohols using Benzyloxymethyl Chloride

B1207

References

  • Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
    • P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.


Application
Protection

References


PubMed Literature


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Other Documents

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