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CAS RN: 18107-18-1 | Product Number: T1146
Trimethylsilyldiazomethane (ca. 10% in Hexane, ca. 0.6mol/L)
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Purity:
Synonyms:
- TMS-Diazomethane (ca. 10% in Hexane, ca. 0.6mol/L)
Product Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
Shipping Information
|
|---|---|---|---|---|---|
| 10ML |
€76.00
|
30 | Ships within 1 month after ordering |
|
|
| 25ML |
€167.00
|
≥40 | ≥100 |
|
|
| 100ML |
€550.00
|
13 | 15 |
|
* Stock available in Belgium: Shipment on the same day
* Stock available in Japan: Please check the Shipping Simulation for estimated shipments. (excludes regulated items and dry ice shipments)
| Product Number | T1146 |
| Molecular Formula / Molecular Weight | C__4H__1__0N__2Si = 114.22 |
| Physical State (20 deg.C) | Liquid |
Storage Temperature 
|
Refrigerated (0-10°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Light Sensitive,Moisture Sensitive,Heat Sensitive |
| Packaging and Container
|
100ML-DualSeal Bottle (View image), 10ML-DualSeal Bottle (View image), 25ML-DualSeal Bottle (View image) |
| CAS RN | 18107-18-1 |
| Reaxys Registry Number | 956593 |
| PubChem Substance ID | 87576934 |
| MDL Number | MFCD00053946 |
Specifications
| Appearance | Light yellow to Yellow clear liquid |
| Concentration(Neutralization titration) | 10.0 to 11.0 w/w% |
Properties (reference)
GHS
| Pictogram |
|
| Signal Word | Danger |
| Hazard Statements | H314 : Causes severe skin burns and eye damage. H372 : Causes damage to organs through prolonged or repeated exposure. H335 : May cause respiratory irritation. H361f : Suspected of damaging fertility. H336 : May cause drowsiness or dizziness. H304 : May be fatal if swallowed and enters airways. H411 : Toxic to aquatic life with long lasting effects. H225 : Highly flammable liquid and vapour. |
| Precautionary Statements | P273 : Avoid release to the environment. P260 : Do not breathe mist or vapours. P210 : Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection/ hearing protection. P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish. P391 : Collect spillage. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water. P301 + P310 : IF SWALLOWED: Immediately call a POISON CENTER/doctor. P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. 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. |
Related Laws:
Transport Information:
| UN Number | UN2924 |
| Class | 3 / 8 |
| Packing Group | II |
| HS Number | 2931900090 |
Application
TCI Practical Example: Methyl Esterification of Carboxylic Acid Using TMS Diazomethane
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Used Chemicals
-
- Boc-D-Ser(Bzl)-OH [B1863]
- Trimethylsilyldiazomethane (ca. 10% in Hexane, ca. 0.6mol/L) [T1146]
- Diethyl ether
- Methanol
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Procedure
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To a stirred solution of Boc-D-Ser(Bzl)-OH (596 mg, 2.02 mmol) in Et2O/MeOH (7:2, 18 mL) was added TMS-diazomethane (0.6 mol/L hexane solution, 4.0 mL, 2.4 mmol) dropwise for 5 min at 0 °C and the mixture was stirred at the same temperature. After 2 h, TMS-diazomethane (0.4 mL, 0.24 mmol) was added and stirred for further 3 h. The reaction mixture was allowed to warm to room temperature and concentrated in vacuo to give Boc-D-Ser(Bzl)-OMe (625 mg, 100%) as a pale brown oil.
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Experimenter’s Comments
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The reaction mixture was monitored by TLC (ethyl acetate:hexane = 3:1, Rf = 0.52).
Nitrogen gas evolution was observed when TMS-diazomethane was added dropwise.
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Analytical Data
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Boc-D-Ser(Bzl)-OMe
1H NMR (400 MHz, CDCl3); δ 7.36-7.26 (m, 5H), 5.40 (brd, J = 8.8 Hz, 1 H), 4.55 (d, J = 12.0 Hz, 1H), 4.48 (d, J = 12.0 Hz, 1H), 4.42 (td, J = 3.4, 9.2 Hz, 1H), 3.87 (dd, J = 3.2, 9.6 Hz, 1H), 3.74 (s, 3H), 3.68 (dd, J = 3.2, 9.2 Hz, 1H), 1.45 (s, 9H).
13C NMR (101 MHz, CDCl3); δ 171.13, 155.43, 137.49, 128.35 (2C), 127.76, 127.52 (2C), 79.92, 73.14, 69.88, 53.91, 52.39, 28.25 (3C).
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Other References
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- New Methods and Reagents in Organic Synthesis. 14. A Simple Efficient Preparation of Methyl Esters with Trimethylsilyldiazomethane (TMSCHN2) and Its Application to Gas Chromatographic Analysis of Fatty Acids
Application
Safe Methyl Esterification Reagent
Typical Procedure: To a solution of fatty acid (0.10 mmol) in 20% methanolic benzene (1 mL) is added trimethylsilyldiazomethane (ca. 10% in hexane) (0.5 mL) and stirred. The mixture is left for 30 min at room temperature and used for a GC sample.
References
- N. Hashimoto, T. Aoyama, T. Shioiri, Chem. Pharm. Bull. 1981, 29, 1475.
- A. Presser, A. Hufner, Monatsh. Chem. 2004, 135, 1015.
Application
An Application for the Synthesis of Natural Product
References
- 1)Total Synthesis of Norzoanthamine
- 2)Synthetic Studies of the Zoanthamine Alkaloids: The Total Syntheses of Norzoanthamine and Zoanthamine
PubMed Literature
Product Articles
[TCI Practical Example] Methyl Esterification of Carboxylic Acid Using TMS-Diazomethane
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