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CAS RN: 14437-03-7 | Product Number: M2988

Methyl Tosylcarbamate


Purity: >98.0%(T)(HPLC)
Synonyms:
  • N-(p-Toluenesulfonyl)carbamic Acid Methyl Ester
  • Methyl N-(p-Toluenesulfonyl)carbamate
  • N-(p-Tosyl)carbamic Acid Methyl Ester
  • Methyl N-(p-Tosyl)carbamate
Product Documents:
1G
$79.00
4   Contact Us
10G
$628.00
16   Contact Us

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Product Number M2988
Purity / Analysis Method >98.0%(T)(HPLC)
Molecular Formula / Molecular Weight C__9H__1__1NO__4S = 229.25 
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 Air Sensitive
Packaging and Container 1G-Glass Bottle with Plastic Insert (View image)
CAS RN 14437-03-7
Reaxys Registry Number 2215519
PubChem Substance ID 468592243
MDL Number

MFCD00453717

Specifications
Appearance White to Light yellow powder to crystal
Purity(HPLC) min. 98.0 area%
Purity(Neutralization titration) min. 98.0 %
Melting point 108.0 to 112.0 °C
NMR confirm to structure
Properties (reference)
Melting Point 110 °C
GHS
Related Laws:
Transport Information:
H.S.code* 2935.90-000
*This code is applied to the products when TCI exports from Japan and not for import in your country.
Application
TCI Practical Example: Intermolecular Allylic C-H Amination Using White Catalyst

Used Chemicals

Procedure

A test tube with thread under air was charged with 1-decene (0.5 g, 3.56 mmol), MTBE (5.4 mL), White catalyst (181 mg, 0.36 mmol), 1,4-benzoquinone (770 mg, 7.12 mmol),methyl N-(p-toluenesulfonyl)carbamate (1.63 g, 7.12 mmol), N,N-diisopropylethylamine (40 μL, 0.21 mmol) and a magnetic stir bar were then sequentially added. The test tube was fitted with a glass stopper, stirred at 45 °C. After 72 h, the reaction mixture was allowed to cool to room temperature. The suspension was filtrated and washed with diethyl ether (30 mL). The filtrate was washed with 5% sodium carbonate aqueous solution (50 mL), and the aqueous phase was extracted with diethyl ether (30 mL). The combined organic phase was dried over sodium sulfate and filtered. The solvent was removed under reduced pressure and the residue was purified by medium pressure preparative chromatography (silica gel, hexane : ethyl acetate = 5 : 95 - 20 : 80), giving 1 as a yellow oil (0.73 g, 56%).

Experimenter’s Comments

The reaction mixture was monitored by TLC (ethyl acetate : hexane = 1 : 3, Rf = 0.58).

Analytical Data(Compound 1)

1H NMR (400 MHz, CDCl3); δ 7.81 (d, J = 9.2 Hz, 2H), 7.29 (d, J = 7.8 Hz, 2H), 5.78 (m,1H), 5.51 (m, 1H), 4.40 (d, J = 6.4 Hz, 2H), 3.68 (s, 3H), 2.43 (s, 3H), 2.04 (m, 2H), 1.37 (m, 10H), 0.88 (t, J = 6.7 Hz, 3H).

Lead References

Other References


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