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CAS RN: 530-62-1 | Product Number: C0119

1,1'-Carbonyldiimidazole [Coupling Agent for Peptides Synthesis]

Purity: >97.0%(T)
  • 1,1'-Carbonylbis-1H-imidazole
  • CDI
8   Contact Us ≥20 
8   10   ≥20 
9   6   ≥20 

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Product Number C0119
Purity / Analysis Method >97.0%(T)
Molecular Formula / Molecular Weight C__7H__6N__4O = 162.15  
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 530-62-1
Reaxys Registry Number 6826
PubChem Substance ID 87565300
SDBS (AIST Spectral DB) 21181
Merck Index (14) 1819
MDL Number


Appearance White to Light yellow powder to crystal
Purity(Neutralization titration) min. 97.0 %
Melting point 114.0 to 121.0 °C
Properties (reference)
Melting Point 118 °C
Pictogram Pictogram Pictogram
Signal Word Danger
Hazard Statements H302 : Harmful if swallowed.
H314 : Causes severe skin burns and eye damage.
Precautionary Statements P501 : Dispose of contents/ container to an approved waste disposal plant.
P260 : Do not breathe dusts or mists.
P270 : Do not eat, drink or smoke when using this product.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.
P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower.
P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P363 : Wash contaminated clothing before reuse.
P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth.
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.
P405 : Store locked up.
Related Laws:
Transport Information:
UN Number (DOT-AIR) UN1759
Class (DOT-AIR) 8
Packing Group (TCI-A) III
HS Number 2933.29.9000
TCI Practical Example: Condensation using 1,1'-Carbonyldiimidazole

Used Chemicals


To a solution of N-carbobenzoxyglycine (2.10 g, 10 mmol) in anhydrous tetrahydrofuran (10 mL) was added 1,1'-carbonyldiimidazole (1.64 g, 10 mmol). The mixture was stirred at room temperature for 4 hours. L-tyrosine ethyl ester (2.10 g, 10 mmol) was added to the reaction mixture. The mixture was stirred at room temperature overnight. The solvent was removed under reduced pressure. The residue was dissolved in ethyl acetate (30 mL), treated with 1 mol/L HCl solution (50 mL), and stirred for 10 min. The organic layer was separated and the aqueous layer was extracted with ethyl acetate (20 mL x 2). The combined organic layers were washed with saturated aqueous NaHCO3 solution (30 mL), washed with brine (30 mL), dried over Na2SO4 and filtered. The solvent was removed under reduced pressure. The residue was purified by flash column chromatography (eluent: dichloromethane/ethyl acetate, 90/10→75/25→50/50) to obtain 1 as a white solid (3.54 g, 88%).

Experimenter's Comments

The reaction mixture was monitored by TLC (hexane/ethyl acetate = 5/1, Rf = 0.17) and 1H NMR. After the reaction mixture was concentrated and quenched by 1 mol/L HCl solution, the recrystallization with ethanol was conducted. Sticky white solid was precipitated at low temperature but it can't be filtered.

Analytical Data(Compound 1

1H NMR (400 MHz, CDCl3); δ 7.35 (m, 5H), 6.92 (d, J =8.24 Hz, 2H), 6.67(dd, 3J =8.24 Hz, 4J =1.83 Hz, 2H), 6.45(d, J =6.87 Hz, 1H), 5.69 (s, 1H), 5.40 (br s, 1H), 5.12 (s, 2H), 4.81(q, J =5.95 Hz, 1H), 4.18 (q, J =7.32 Hz, 2H), 3.84 (m, 2H), 3.03 (m, 2H), 1.27 (t, J=7.32 Hz, 4H)

13C NMR (101 MHz, CDCl3); δ 171.55, 168.74, 156.61, 155.24, 135.99, 130.50, 130.39, 128.57, 128.29, 128.14, 126.93, 115.52, 115.37, 67.30, 61.78, 61.50, 53.16, 44.31, 36.95, 14.17, 14.07.

Lead Reference

Condensation of Amino Acides Using 1,1’- Carbonyldiimidazole

Typical Procedure:
To a solution of N-Cbz-glycine (2.09 g, 0.010 mol) in dry THF (10 mL) is added 1,1’-carbonyldiimidazole (CDI) (1.62 g, 0.010 mol). After stirring for 1.5 hour, L-tyrosine ethyl ester (2.09 g, 0.010 mol) is added to the solution and the reaction mixture is stirred overnight. Then THF is removed by an evaporator and 1 N-HCl (50 mL) is added. Cooling of the solution gives a solid. This is washed with water and 5% NaHCO3. The solid is filtered and washed with water again. After drying, the product is recrystallized from 50% ethanol to give ethyl N-Cbz-glycine- L -tyrosine ethyl ester (3.79 g, yield 95%).


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