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CAS RN: 24424-99-5 | Product Number: D1547

Di-tert-butyl Dicarbonate [Boc-reagent for Amino Acid]


Purity: >95.0%(T)
Synonyms:
  • Boc2O
  • Di-tert-butyl Pyrocarbonate
  • Pyrocarbonic Acid Di-tert-butyl Ester
  • DiBoc
  • Boc Anhydride
Product Documents:
25G
£17.00
2   ≥100 
100G
£41.00
≥40  ≥100 
500G
£151.00
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Product Number D1547
Purity / Analysis Method >95.0%(T)
Molecular Formula / Molecular Weight C__1__0H__1__8O__5 = 218.25 
Physical State (20 deg.C) Solid
Storage Temperature Refrigerated (0-10°C)
Store Under Inert Gas Store under inert gas
Condition to Avoid Moisture Sensitive,Heat Sensitive
CAS RN 24424-99-5
Reaxys Registry Number 1911173
PubChem Substance ID 87568033
SDBS (AIST Spectral DB) 22556
MDL Number

MFCD00008805

Specifications
Appearance White or Colorless to Light yellow powder to lump to clear liquid
Purity(Morpholine Method) min. 95.0 %
NMR confirm to structure
Properties (reference)
Melting Point 23 °C
Flash point 47 °C
GHS
Pictogram Pictogram Pictogram
Signal Word Danger
Hazard Statements H330 : Fatal if inhaled.
H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
H228 : Flammable solid.
Precautionary Statements P260 : Do not breathe dust.
P210 : Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.
P264 : Wash skin thoroughly after handling.
P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish.
P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor.
P403 + P233 : Store in a well-ventilated place. Keep container tightly closed.
Related Laws:
EC Number 246-240-1
RTECS# HT0230000
Transport Information:
UN Number UN2930
Class 6.1 / 4.1
Packing Group II
HS Number 2920901050
Application
TCI Practical Example: Boc Protection of an Amine Moiety Using Boc2O

TCI Practical Example: Boc Protection of an Amine Moiety Using Boc2O

Used Chemicals

Procedure

To a solution of indole (200 mg, 1.71 mmol) in THF (2 mL) was added DMAP (21 mg, 0.17 mmol, 0.1 eq.) and Boc2O (467 mg, 2.13 mmol, 1.25 eq.) at r.t. and stirred overnight. The reaction mixture was diluted with ethyl acetate (20 mL) and washed with water (15 mL) and brine (15 mL). Then the organic layer was dried over sodium sulfate and filtered. The solvent was removed under reduced pressure to give N-Boc-indole as a colorless liquid (392 mg, >99% yield).

Experimenter’s Comments

Gas was generated during the reaction.

Analytical Data

N-Boc-indole

1H NMR (270 MHz, CDCl3); δ 8.14 (d, 1H, J = 8.1 Hz), 7.59 (t, 1H, J = 4.1 Hz), 7.57 (d, 1H, J = 7.7 Hz), 7.32 (dt, 1H, J = 6.8, 1.4 Hz), 7.23 (dt, 1H, J = 7.7, 0.8 Hz), 6.58 (d, 1H, J = 4.1 Hz), 1.68 (s, 9H).

Lead Reference/


Application
Selective Protection of Aromatic Amines

References


PubMed Literature


TCIMAIL
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