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CAS RN: 762-72-1 | Product Number: A0729

Allyltrimethylsilane


Purity: >98.0%(GC)
Synonyms:
Product Documents:
25ML
€37.00
9   30  
250ML
€230.00
1   25  

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Product Number A0729
Purity / Analysis Method >98.0%(GC)
Molecular Formula / Molecular Weight C__6H__1__4Si = 114.26 
Physical State (20 deg.C) Liquid
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 762-72-1
Reaxys Registry Number 906755
PubChem Substance ID 87562275
SDBS (AIST Spectral DB) 5609
MDL Number

MFCD00008635

Specifications
Appearance Colorless to Almost colorless clear liquid
Purity(GC) min. 98.0 %
NMR confirm to structure
Properties (reference)
Boiling Point 83 °C
Flash point 7 °C
Specific Gravity (20/20) 0.72
Refractive Index 1.41
GHS
Pictogram Pictogram Pictogram
Signal Word Danger
Hazard Statements H302 + H312 + H332 : Harmful if swallowed, in contact with skin or if inhaled.
H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
H225 : Highly flammable liquid and vapour.
Precautionary Statements P261 : Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
P210 : Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.
P233 : Keep container tightly closed.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.
P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish.
Related Laws:
EC Number 212-104-5
Transport Information:
UN Number UN1993
Class 3
Packing Group II
HS Number 2931900090
Application
TCI Practical Example: Hosomi-Sakurai Allylation via an Imine Intermediate

Hosomi-Sakurai Allylation via an Imine Intermediate

Used Chemicals

Procedure

Cyclopentanone (890 µL, 10 mmol), benzyl carbamate (1.81 g, 12 mmol) and allyltrimethylsilane (2.2 mL, 14 mmol) were dissolved in dichloromethane (14 mL). After cooling to 0 °C, BF3·Et2O (1.51 mL, 12 mmol) was added and the reaction mixture was stirred for 21 hours at room temperature. After the reaction, the mixture was washed with strd. NaHCO3 aq. (10 mL), brine (20 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (hexane:ethyl acetate = 9:1) to afford benzyl (1-allylcyclopentyl)carbamate (1.84 g, 71% yield) as a clear yellow liquid.

Experimenter’s Comments

The reaction solution was monitored by UPLC.

Analytical Data

Benzyl (1-Allylcyclopentyl)carbamate

1H NMR (400 MHz, CDCl3); δ 7.35-7.29 (m, 5H), 5.82-5.72 (m, 1H), 5.06-5.02 (m, 4H), 4.68 (brs, 1H), 2.52-2.51 (m, 2H), 1.76-1.61 (m, 8H).

Other Reference


Application
9-Aminocamptothecin (9-AC): A Water Insoluble Topoisomerase-I Inhibitor

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
Oxidative Esterification of Aldehydes to Hexafluoroisopropyl (HFIP) Esters Using an Oxoammonium Salt

References


PubMed Literature


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