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CAS RN: 13528-93-3 | Product Number: B1688
1,2-Bis(chlorodimethylsilyl)ethane [Protecting Reagent for Primary Amines]
![Thumbnail of 1,2-Bis(chlorodimethylsilyl)ethane [Protecting Reagent for Primary Amines]](/medias/B1688.jpg?context=bWFzdGVyfHJvb3R8MTM3MDZ8aW1hZ2UvanBlZ3xhRFppTDJnM015ODRPVE16TXpjM01URTBNVFF5TDBJeE5qZzRMbXB3Wnd8MGM4ZjdmZTBmNTRlYmY2YzAwNjAxNDk3M2YyMGU0ZjAyOTEwOTEzN2ExZDJkODIxOTFmYmUwYTU5YmZmYzdmYQ "1,2-Bis(chlorodimethylsilyl)ethane [Protecting Reagent for Primary Amines]")
![Thumbnail of 1,2-Bis(chlorodimethylsilyl)ethane [Protecting Reagent for Primary Amines]](/medias/B1688-25G-JP-PM1144-23-Tci-98.webp?context=bWFzdGVyfHByb2R1Y3QtaW1hZ2VzfDg4NnxpbWFnZS93ZWJwfGFHSmxMMmcxT0M4NU5qTTJPREU0TlRFNE1EUTJMMEl4TmpnNExUSTFSeTFLVUMxUVRURXhORFF0TWpNdFZHTnBMVGs0TG5kbFluQXxjYzI2ODk5OGRkNWQ3N2EyZTgxMTkwYjQ0NGQxMjVlNGY2MDQxZjA5YjNmYWU5MmJiYTBjZWIzNDgyNjc1MGRl "1,2-Bis(chlorodimethylsilyl)ethane [Protecting Reagent for Primary Amines]")
![Chemical Structure of 1,2-Bis(chlorodimethylsilyl)ethane [Protecting Reagent for Primary Amines]](/medias/B1688.jpg?context=bWFzdGVyfHJvb3R8NDY1OTR8aW1hZ2UvanBlZ3xhR0UxTDJnMk9TODRPVEU1T1RZME1qVTBNak00TDBJeE5qZzRMbXB3Wnd8MzNiZWIxN2ZiNTRkYzRhMTEzMjFhZjA0ZDhkOGQ1MDIxZThjNGFiMDhjYTVjY2EyMjc5YTE0MWEwN2UyNGYxYw "1,2-Bis(chlorodimethylsilyl)ethane [Protecting Reagent for Primary Amines]")
![Chemical Structure of 1,2-Bis(chlorodimethylsilyl)ethane [Protecting Reagent for Primary Amines]](/medias/B1688-25G-JP-PM1144-23-Tci-440.webp?context=bWFzdGVyfHByb2R1Y3QtaW1hZ2VzfDg0NDR8aW1hZ2Uvd2VicHxhR0ZsTDJnMU1pODVOak0yT0RFNE16ZzJPVGMwTDBJeE5qZzRMVEkxUnkxS1VDMVFUVEV4TkRRdE1qTXRWR05wTFRRME1DNTNaV0p3fDViYmI2MmFmOGFkNWI5MWU5NmEwZDZiN2U1MmJhM2M0ZDUwODJmN2Y1OTc2ZmMxNDBhNzliMjA1ZTFkOTUxMTk "1,2-Bis(chlorodimethylsilyl)ethane [Protecting Reagent for Primary Amines]")
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Purity: >95.0%(GC)
Synonyms:
Product Documents:
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| Product Number | B1688 |
Purity / Analysis Method 
|
>95.0%(GC) |
| Molecular Formula / Molecular Weight | C__6H__1__6Cl__2Si__2 = 215.26 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature
|
Room Temperature (Recommended in a cool and dark place, <15°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Moisture Sensitive |
| CAS RN | 13528-93-3 |
| Reaxys Registry Number | 1920141 |
| PubChem Substance ID | 87564589 |
| SDBS (AIST Spectral DB) | 19610 |
| MDL Number | MFCD00000505 |
Specifications
| Appearance | White or Colorless to Almost white or Almost colorless powder to lump to clear liquid |
| Purity(GC) | min. 95.0 % |
| NMR | confirm to structure |
Properties (reference)
| Melting Point | 36 °C |
| Boiling Point | 198 °C |
| Flash point | 65 °C |
GHS
| Pictogram |
|
| Signal Word | Danger |
| Hazard Statements | H314 : Causes severe skin burns and eye damage. H290 : May be corrosive to metals. |
| Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P260 : Do not breathe dust. P234 : Keep only in original packaging. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. P390 : Absorb spillage to prevent material damage. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water. 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. P406 : Store in a corrosion resistant container with a resistant inner liner. P405 : Store locked up. |
Related Laws:
Transport Information:
| UN Number | UN2987 |
| Class | 8 |
| Packing Group | II |
| H.S.code* | 2931.90-000 |
Application
Protecting Silicon Reagent for Primary Amines
Typical Procedure (Protection of ethyl glycinate)1):
A solution of 1,2-bis(chlorodimethylsilyl)ethane (1.8 g, 8 mmol) in anhydrous dichloromethane (3 mL) is added via a syringe to a stirred solution of ethyl glycinate (0.75 g, 8 mmol) in dichloromethane (5 mL) containing triethylamine (2 eq.). The mixture is stirred, under argon at room temperature for 2 hours and then poured into aqueous sodium dihydrogen phosphate (5 mL). The pure product is obtained by distillation (1.86 g, 92%), bp. 80-82 °C (0.25 mmHg).
A solution of 1,2-bis(chlorodimethylsilyl)ethane (1.8 g, 8 mmol) in anhydrous dichloromethane (3 mL) is added via a syringe to a stirred solution of ethyl glycinate (0.75 g, 8 mmol) in dichloromethane (5 mL) containing triethylamine (2 eq.). The mixture is stirred, under argon at room temperature for 2 hours and then poured into aqueous sodium dihydrogen phosphate (5 mL). The pure product is obtained by distillation (1.86 g, 92%), bp. 80-82 °C (0.25 mmHg).
References
- 1)S. Djuric, J. Venit, P. Magnus, Tetrahedron Lett. 1981, 22, 1787.
- 2)S. Kojima, K. Akiba, Yuki Gosei Kagaku Kyokaishi (J. Synth. Org. Chem., Jpn.) 1990, 48, 1040.
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