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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
Documents:
25G
$42.00
5   14   ≥100 
100G
$125.00
16   3   ≥100 
500G
$390.00
≥60  2   ≥100 

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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 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 %
Properties (reference)
Melting Point 23 °C
Flash point 47 °C
GHS
Pictogram Pictogram Pictogram Pictogram
Signal Word Danger
Hazard Statements H310 + H330 : Fatal in contact with skin or if inhaled.
H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
H228 : Flammable solid.
Precautionary Statements P501 : Dispose of contents/ container to an approved waste disposal plant.
P260 : Do not breathe dust/ fume/ gas/ mist/ vapors/ spray.
P270 : Do not eat, drink or smoke when using this product.
P262 : Do not get in eyes, on skin, or on clothing.
P240 : Ground/bond container and receiving equipment.
P210 : Keep away from heat/sparks/open flames/hot surfaces. No smoking.
P241 : Use explosion-proof electrical/ ventilating/ lighting/ equipment.
P271 : Use only outdoors or in a well-ventilated area.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P284 : Wear respiratory protection.
P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P302 + P352 : IF ON SKIN: Wash with plenty of soap and water.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
P362 : Take off contaminated clothing and wash before reuse.
P302 + P350 + P310 : IF ON SKIN: Gently wash with plenty of soap and water. Immediately call a POISON CENTER or doctor/ physician.
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.
P405 : Store locked up.
Related Laws:
RTECS# HT0230000
Transport Information:
UN Number (DOT-AIR) UN2930
Class (DOT-AIR) 6.1/4.1
Packing Group (TCI-A) II
HS Number 2918.99.5000
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


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