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1,1'-Carbonyldiimidazole

Product Name
1,1'-Carbonyldiimidazole
CAS No.
530-62-1
Chemical Name
1,1'-Carbonyldiimidazole
Synonyms
CDI;CARBONYLDIIMIDAZOLE;1,1'-CARBONYLDIIMIDAZOLE (CDI);DI(1H-IMIDAZOL-1-YL)METHANONE;N,N-CARBONYLDIIMIDAZOLE;Diimidazolyl ketone;1,1-CARBONYL DIIMIDAZOLE;5% Pd-BaSO4;CARBODIIMIDAZOLE;Di-imidazol-1-yl-methanone
CBNumber
CB0215374
Molecular Formula
C7H6N4O
Formula Weight
162.15
MOL File
530-62-1.mol
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1,1'-Carbonyldiimidazole Property

Melting point:
117-122 °C(lit.)
Boiling point:
288.83°C (rough estimate)
Density 
1.303 g/mL at 25 °C
vapor pressure 
0.006-0.012Pa at 20-25℃
refractive index 
n20/D1.434
storage temp. 
2-8°C
solubility 
Soluble in dimethylformamide.
form 
Crystalline Powder
pka
2.90±0.10(Predicted)
color 
White to light cream
PH Range
7.7 at 50 g/l
PH
7.7 (50g/l, H2O, 20℃)
Water Solubility 
Insoluble in water
Sensitive 
Moisture Sensitive
Merck 
14,1819
BRN 
6826
Stability:
Stable, but moisture-sensitive. Incompatible with acids, strong oxidizing agents, water.
InChIKey
PFKFTWBEEFSNDU-UHFFFAOYSA-N
CAS DataBase Reference
530-62-1(CAS DataBase Reference)
EPA Substance Registry System
1H-Imidazole, 1,1'-carbonylbis- (530-62-1)
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Safety

Hazard Codes 
C,Xi,Xn
Risk Statements 
22-34-36/37/38-40-36/38
Safety Statements 
26-36/37/39-45-37/39-27-36/37
RIDADR 
UN 3263 8/PG 2
WGK Germany 
2
F 
10-21
Hazard Note 
Harmful/Corrosive/Moisture Sensitive
TSCA 
T
HazardClass 
8
PackingGroup 
III
HS Code 
29332990
Toxicity
LD50 orally in Rabbit: 1071 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.02301
Product name
1,1′-Carbonyldiimidazole
Purity
for synthesis
Packaging
2G
Price
$32.9
Updated
2024/03/01
Sigma-Aldrich
Product number
8.51054
Product name
CDI
Purity
1,1′-Carbonyldiimidazole Novabiochem?
Packaging
25g
Price
$172
Updated
2024/03/01
Sigma-Aldrich
Product number
8.51054
Product name
CDI
Purity
1,1′-Carbonyldiimidazole Novabiochem?
Packaging
100g
Price
$514
Updated
2024/03/01
Sigma-Aldrich
Product number
8.02301
Product name
1,1′-Carbonyldiimidazole
Purity
for synthesis
Packaging
5G
Price
$34.1
Updated
2024/03/01
Sigma-Aldrich
Product number
8.02301
Product name
1,1′-Carbonyldiimidazole
Purity
for synthesis
Packaging
25G
Price
$124
Updated
2024/03/01
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1,1'-Carbonyldiimidazole Chemical Properties,Usage,Production

Chemical Properties

The substance appears as a white to slightly pale-yellow crystalline powder with a melting point range of 115.5-116°C. It exhibits poor solubility in water, while displaying solubility in alcohol and ether.

Uses

CDI, also known as 1,1'-carbonyldiimidazole, is a commonly used peptide coupling reagent in the synthesis of peptides and nucleoside triphosphates. It usually contains approximately 10% imidazole and reacts rapidly with carboxylic acids to produce acyl imidazoles. Later, it readily reacts with amines to create amides. In addition, CDI is useful in converting alcohols and amines into a range of chemical compounds, including carbamates, esters, and ureas.

Application

Peptide coupling reagent1,1'-Carbonyldiimidazole acts as a coupling reagent and utilized for coupling of amino acids in order to prepare peptide in organic synthesis. It is also used in the preparation of beta-keto sulfones, sulfoxides and beta-enamino acid derivatives. It is used to convert alcohols and amines into carbamates, esters, and ureas. It is involved in the preparation of formylized imidazole by reaction with formic acid. Further, it is used in the synthesis of dipolar polyamides compounds. In addition to this, it is considered as an equivalent of phosgene and used to prepare asymmetric bis alkyl carbonate.

Preparation

1,1'-Carbonyldiimidazole has been prepared by the reaction of imidazole and phosgene in anhydrous benzene and anhydrous tetrahydrofuran. It has also been obtained by the reaction of 1-(trimethylsilyl)imidazole and phosgene in anhydrous benzene, but that method offers no advantages that justify the more extensive preparative effort required.
DOI: 10.15227/orgsyn.048.0044

General Description

1,1′-Carbonyldiimidazole (N,N′-carbonyldiimidazole) is a versatile peptide-forming reagent.

Purification Methods

Crystallise it from *benzene or tetrahydrofuran in a dry-box and store it dry. [Hearn Methods Enzymol 135 102 1987, Beilstein 23/4 V 245.]

Precautions

1,1'-Carbonyldiimidazole is incompatible with oxidizing agents and strong acids and should not be stored or handled near them. Store in a refrigerator, under inert gas and protected from moisture. This substance is heat sensitive and moisture sensitive.

1,1'-Carbonyldiimidazole Preparation Products And Raw materials

Raw materials

Imidazole

Preparation Products

2-(Boc-aminomethyl)-piperidine 3-oxo-3-phenyl-propanamide 5-(Pyridin-3-yl)-1H-pyrazole-3-carboxamide ,97% 3-Cyanomethylthiophene 4-AMINOMETHYL-BENZAMIDE 2,8-DICHLOROPYRIMIDO[5,4-D]PYRIMIDINE Progabide 2-AMINO-5-BROMOBENZAMIDE 2-Ethylpiperazine 6-FLUORO-1H-PYRAZOLO[3,4-B]PYRIDINE-3-CARBONITRILE Pazufloxacin 5-BROMOTHIOPHENE-2-CARBONITRILE N-Heptafluorobutyrylimidazole 4-(Boc-Aminomethyl)piperidine 8-METHOXY-2-OXO-2H-CHROMENE-3-CARBOXYLIC ACID AMIDE 2-chloro-5-cyanopyridine 7-HYDROXY-2-OXO-2H-CHROMENE-3-CARBOXYLIC ACID AMIDE 1-Boc-2-Methylpiperazine 3-(1H-INDOL-3-YL)-1-PROPANAMINE 1-(4-ACETYLPIPERIDINO)ETHAN-1-ONE 5-BROMO-2-BENZOXAZOLINONE 97 isoglutamine 3-BROMOTHIOPHENE-2-CARBOXAMIDE 1-Boc-4-(aminomethyl)piperidine 2,3-diaminonaphthalene 4-N-BOC-Aminopiperidine 5-AMINO-3-PYRIDINECARBONITRILE 4-Cyanopiperidine 1,3-THIAZOLIDIN-2-ONE
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1,1'-Carbonyldiimidazole Suppliers

Americas 1 Australia 1 Belgium 4 Canada 4 China 751 Czech 1 Europe 7 France 6 Germany 22 India 121 Ireland 1 Italy 1 Japan 16 Poland 2 Russia 1 Slovakia 1 South Korea 3 Switzerland 4 The Netherlands 3 Ukraine 1 United Kingdom 28 United States 95 Global 1074
Nantong Xiaochang Pharmaceutical Trading Co., Ltd.
Tel
0513-82104991 18912868322
Fax
QQ1907456386
Email
sales10@btcpharm.com
Country
China
ProdList
1354
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58
Hangzhou qinyu Pharmaceutical Technology Co. , Ltd.
Tel
18106521904
Fax
0571-88678987
Email
3095213753@qq.com
Country
China
ProdList
15
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58
Jinan Dexinjia Bio&Tech Co., Ltd
Tel
0531-8237592 15562613975
Fax
0531-82375893
Email
3416953599@qq.com
Country
China
ProdList
1172
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Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
Tel
025-66099280 17798518460
Fax
(1)02557626880
Email
cfzhang@aikonchem.com
Country
China
ProdList
19918
Advantage
55
Jiangsu zhenri Chemical Co., Ltd
Tel
0510-85686299,0510-85686399 400-628-6299
Fax
0510-85686799
Email
2458891188@qq.com
Country
China
ProdList
23
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58
Shandong Vantage Specialty Chemicals Biotechnology Co., Ltd.
Tel
133-96369453 18678026865
Fax
0536-2101172
Email
sdfantai@163.com
Country
China
ProdList
852
Advantage
58
Changzhou Success Chemical Co., Ltd.
Tel
18961148122 18961148122
Email
278954761@qq.com
Country
China
ProdList
24
Advantage
58
Nanjing lanbi'an Biochemical Technology Co., Ltd
Tel
18913390967
Email
tonywu@chemdiate.com
Country
China
ProdList
6
Advantage
58
Jiangxi JinKai Chemical Co.,Ltd
Tel
15376072011
Email
sales3@dyckbiotech.com
Country
China
ProdList
14
Advantage
58
Jinan New Era Chemical Co., Ltd.
Tel
0531-84319199 18660131512
Email
1417934650@qq.com
Country
China
ProdList
47
Advantage
58
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View Lastest Price from 1,1'-Carbonyldiimidazole manufacturers

Jinan Finer Chemical Co., Ltd
Product
1,1'-Carbonyldiimidazole 530-62-1
Price
US $5.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
200mt
Release date
2022-02-24
Hebei Dangtong Import and export Co LTD
Product
1,1'-Carbonyldiimidazole 530-62-1
Price
US $42.00-38.00/kilograms
Min. Order
10kilograms
Purity
99%
Supply Ability
100tons
Release date
2023-02-17
Anhui Dexinjia Biopharm Co., Ltd
Product
1,1'-Carbonyldiimidazole 530-62-1
Price
US $50.00-80.00/kg
Min. Order
1kg
Purity
NLT98%
Supply Ability
3 ton per month
Release date
2023-04-02

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