538-75-0
N,N'-Dicyclohexylcarbodiimide
CAS: 538-75-0
Molecular Formula: C13H22N2
538-75-0 - Names and Identifiers
538-75-0 - Physico-chemical Properties
| Molecular Formula | C13H22N2 |
| Molar Mass | 206.33 |
| Density | 1.247g/mLat 25°C |
| Melting Point | 34-35°C(lit.) |
| Boling Point | 122-124°C6mm Hg(lit.) |
| Flash Point | 190°F |
| Water Solubility | Reaction |
| Solubility | Soluble in benzene, ethanol, ether, insoluble in water |
| Vapor Presure | 1.044-1.15Pa at 20-25℃ |
| Appearance | Pale yellow liquid |
| Specific Gravity | 1.247 |
| Color | White to pale yellow |
| Merck | 14,3096 |
| BRN | 610662 |
| Storage Condition | Store below +30°C. |
| Stability | Stable, but moisture sensitive. Combustible. Incompatible with strong oxidizing agents. Avoid exposure to air or moisture. |
| Sensitive | Moisture Sensitive |
| Refractive Index | n20/D 1.48 |
| MDL | MFCD00011659 |
| Physical and Chemical Properties | Appearance white crystal or light yellow transparent liquid melting point 34-35 ℃ |
| Use | Used as biochemical reagents and organic synthesis dehydration condensation agent |
538-75-0 - Risk and Safety
| Risk Codes | R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R34 - Causes burns R40 - Limited evidence of a carcinogenic effect R43 - May cause sensitization by skin contact R41 - Risk of serious damage to eyes R36/38 - Irritating to eyes and skin. R21 - Harmful in contact with skin R24 - Toxic in contact with skin R22 - Harmful if swallowed R62 - Possible risk of impaired fertility R37/38 - Irritating to respiratory system and skin. R10 - Flammable R61 - May cause harm to the unborn child R26 - Very Toxic by inhalation R38 - Irritating to the skin R20/22 - Harmful by inhalation and if swallowed. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S41 - In case of fire and / or explosion do not breathe fumes. S24 - Avoid contact with skin. S37/39 - Wear suitable gloves and eye/face protection S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. S16 - Keep away from sources of ignition. S53 - Avoid exposure - obtain special instructions before use. S28 - After contact with skin, wash immediately with plenty of soap-suds. |
| UN IDs | UN 2922 8/PG 2 |
| WGK Germany | 3 |
| RTECS | FF2160000 |
| FLUKA BRAND F CODES | 3-8-10-21 |
| TSCA | Yes |
| HS Code | 29252000 |
| Hazard Class | 6.1 |
| Packing Group | II |
| Toxicity | LD50 orally in Rabbit: 1110 mg/kg LD50 dermal Rat 71 mg/kg |
538-75-0 - Upstream Downstream Industry
| Raw Materials | Cyclohexylamine Urea |
538-75-0 - Reference
| Reference Show more | 1. Zhang Xing, Wang, Ying, Cheng, Ya Ting, et al. Preparation of specific single domain heavy chain antibody against perfluorooctanoic acid [J]. Environmental and Occupational Medicine, 2015,32(008):744-748. 2. Chen Yangyang, Geng Xue, Qu Zi Yu, et al. Preparation and in vitro release characteristics of ursolic acid/PF127/TPGS-doxorubicin mixed nano-micelles [J]. China Pharmacy, 2019(20). 3. Du Xu, Wang Qin, Liu Yang, Ma Lixia, Zhu AI-Chen, Wang Xianpeng, Wang Chuan-dong. Synthesis and properties of four-arm star biotinylated poly (ethylene glycol)-polylactide [J]. Chemistry and bioengineering, 2015,32(03):36-39. 4. [IF = 4.821] Wan Qiu Xia et al."Synthesis of photoaffinity Labelled activity-based protein profiling probe and production of natural TetR protein for immunoassay of tetracyclines in milk."Microchem J. 2021 Nov;170:106779 5. [IF=3.591] Guichen Li et al."Poly(HPMA)-chlorambucil conjugate nanoparticles: facile fabrication and in vitro anti-cancer activity."New J Chem. 2021 Oct;45(39):18544-18551 |
538-75-0 - Nature
Open Data Verified Data
White crystalline or yellowish transparent liquid. The melting point was 35-36 °c. Boiling point 154~156 ℃(1. 47kPa),98~100 ℃(66. 7kPa), insoluble in water, soluble in benzene, ethanol, ether.
Last Update：2025-06-10 22:55:16
538-75-0 - Preparation Method
Open Data Verified Data
- The dicyclohexylthiourea method is industrially obtained by reacting cyclohexylamine with carbon disulfide to form N,N'-cyclohexylthiourea, which is subjected to hydrogen sulfide removal.
- dicyclohexylamine-urea process
- N,N'-cyclohexylurea method
Last Update：2022-01-01 10:39:05
538-75-0 - Application
Open Data Verified Data
This product is a raw material for organic synthesis. Mainly used for glutathione dehydrating agent, but also for the synthesis of acids, anhydrides, aldehydes, ketones, etc. It can also be used in the synthesis of peptides and nucleic acids.
Last Update：2025-08-19 16:24:40
538-75-0 - Reference Information
| LogP | 5.567-6.83 at 25℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | dicyclohexylcarbodiimide (DCC) is also used for the synthesis and dehydration of amikacin and amino acids. it is a good low-temperature biochemical dehydrating agent and is also used for the synthesis of acids, anhydrides, aldehydes, ketones, etc. In Japan, dehydrating agents used for glutathione account for 90% of total consumption. When the product is used as a dehydration and condensing agent, it can be reacted in a short time at room temperature, and the product after the reaction is dicyclohexylurea. |
| application | dicyclohexylcarbodiimide (DCC) is an excellent polypeptide condensing agent, widely used in the synthesis of peptides, nucleic acids and amikacin. |
| first aid measures | if dicyclohexylcarbodiimide is inhaled, please move the patient to fresh air; If the skin is in contact with the skin, remove the contaminated clothing, rinse the skin thoroughly with soapy water and clear water, and see a doctor if you feel uncomfortable. If the eyes are in contact with clear eyes, separate the eyelids, rinse with flowing water or normal saline, and seek medical treatment immediately; if ingested, gargle immediately, forbid vomiting, should seek medical attention immediately. |
| use | used for the synthesis and dehydration of amikacin and amino acids. it is a good low-temperature biochemical dehydrating agent and is also used for the synthesis of acids, anhydrides, aldehydes, ketones, etc. In Japan, dehydrating agents used for glutathione account for 90% of total consumption. When the product is used as a dehydration and condensing agent, it can be reacted in a short time at room temperature, and the product after the reaction is dicyclohexylurea. Since the solubility of the product in the organic solvent is very small, the reaction product is easy to separate; at the same time, because the product is difficult to dissolve in water, the reaction can still proceed even in an aqueous solution. The product is also used for the synthesis of peptides and nucleic acids. The use of this product can easily synthesize peptides from compounds with free carboxyl groups and compounds with free amino groups at room temperature, and the yield is very high. Used for the production of hypertensives and cyclic adenosine monophosphate. used as biochemical reagent and organic synthesis dehydration condensing agent mainly used for the synthesis and dehydration of amikacin and amino acids, is a good low-temperature biochemical dehydrating agent mainly used for the artificial synthesis of peptides Condensation of amino acids. For example, in Fmoc-solid phase synthesis, the carboxyl group of an amino acid forms an amide bond with the amino group of another amino acid. In order to make the carboxyl group more receptive to the attack of nucleophiles, the negatively charged oxygen atom needs to be activated into a better leaving group, and DCC plays this role. The oxygen atom of the carboxyl group on the amino acid acts as a nucleophile to attack the carbon atom in the middle of the DCC molecule so that the DCC combines with the carboxyl group to form an ester structure, making the nucleophilic attack of the amino group easy to carry out coupling reagent; dehydration reagent; modification of bovine heart mitochondria Transhydrogenase; F1F0-adenosine triphosphate and other hydrogenase inhibitors |
| Production method | 1. The dicyclohexyl thiourea method industrially reacts with cyclohexylamine and carbon disulfide to produce N,N'-dicyclohexyl thiourea, which is obtained by dehydrogenation. 2. The dicyclohexylamine urea method can also be obtained by the reaction of N,N'-dicyclohexylurea and phosphorus pentoxide in pyridine. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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