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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:
| Size | Unit Price | Same Day | 2-3 Business Days | Other Lead Time |
Shipping Information
|
|---|---|---|---|---|---|
| 25G |
$51.00
|
≥40 | ≥100 | It can be shipped in about 2 weeks after ordering | |
| 100G |
$119.00
|
14 | ≥100 | It can be shipped in about 2 weeks after ordering | |
| 500G |
$330.00
|
2 | 35 | It can be shipped in about 2 weeks after ordering |
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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 % |
| NMR | confirm to structure |
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 |
|
| 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. P270 : Do not eat, drink or smoke when using this product. P261 : Avoid breathing mist or vapors. P210 : Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. 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 : Store in a well-ventilated place. P405 : Store locked up. |
Related Laws:
Transport Information:
| UN Number | UN2810 |
| Class | 6.1 |
| Packing Group | III |
| H.S.code* | 2909.30-900 |
Application
TCI Practical Example: Protection of Hydroxy Group Using BOM-Cl
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Used Chemicals
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Procedure
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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).
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Experimenter’s Comments
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The reaction mixture was monitored by TLC (ethyl acetate:hexane = 1:1, Rf = 0.68).
About 19% of Z-Ser-OMe was recovered.
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Analytical Data
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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).
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Other Reference
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- Effective and mild method for preparation of optically active α-amino aldehydes via TEMPO oxidation
- 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.
- P. A. Zoretic, P. Soja, W. E. Conrad, J. Org. Chem. 1975, 40, 2962.
- C. L. Graham, F. J. McQuillin, J. Chem. Soc. 1963, 4634.
- F. J. McQuillin, P. L. Simpson, ibid. 1963, 4726.
Application
BOM protection of Alcohols using Benzyloxymethyl Chloride
References
Application
Protection
References
PubMed Literature
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