Dicyclohexylcarbodiimide

Athanor · official

C₁₃H₂₂N₂ · 206.33 g/mol

IUPAC name: N,N'-dicyclohexylmethanediimine

Also called DCC, peptide coupling

Reagents

Open in Athanor

Drawn from its SMILES with RDKit

DangerHarmful if swallowed · Toxic in contact with skin · May cause an allergic skin reaction · Causes serious eye damage

Names and identifiers

IUPAC name: N,N'-dicyclohexylmethanediimine
Synonyms: DCC, peptide coupling, N,N'-Dicyclohexylcarbodiimide
+ 36 more
1,3-Dicyclohexylcarbodiimide, DCCD, DCCI, Carbodicyclohexylimide, Bis(cyclohexyl)carbodiimide, Carbodiimide, dicyclohexyl-, Cyclohexanamine, N,N'-methanetetraylbis-, dicyclohexylmethanediimine, N,N'-Methanetetraylbiscyclohexaamine, DTXSID1023817, Dicyclohexyl-Carbodiimide, CHEBI:53090, NSC-30022, NSC-53373, NSC-57182, DTXCID003817, 0T1427205E, RefChem:133243, 208-704-1, n,n-dicyclohexylcarbodiimide, n,n'-methanediylidenedicyclohexanamine, N,N'-dicyclohexylmethanediimine, N,N-dicyclohexylcarbodiimide(DCC), Dicylcohexylcarbodiimide, DCC Crosslinker, NSC 30022, C13H22N2, Racecadotril Impurity O, dicyclohexyl carbodiimide, MFCD00011659, 1,3-dicyclohexyl carbodiimide, N,N'-DICYCLOHEXYL-CARBODIIMIDE, Cyclohexanamine,N'-methanetetraylbis-, CAS-538-75-0, Dicyclimide;1,3-dicyclohexylcarbodiimide;N,N-Dicyclohexylcarbodiimide;N,N'-Methanediylidenedicyclohexanamine, 1,3-dicyclohexyl-1,3-diazapropa-1,2-diene
Molecular formula: C₁₃H₂₂N₂
Empirical formula: C₁₃H₂₂N₂
Molecular weight: 206.33 g/mol
Exact mass: 206.17830
CAS number: 538-75-0
PubChem CID: 10868
Canonical SMILES: C1CCC(CC1)N=C=NC2CCCCC2
Isomeric SMILES: C1CCC(CC1)N=C=NC2CCCCC2
InChI: InChI=1S/C13H22N2/c1-3-7-12(8-4-1)14-11-15-13-9-5-2-6-10-13/h12-13H,1-10H2
InChIKey: QOSSAOTZNIDXMA-UHFFFAOYSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Physical properties

TemperaturePressureDensity

Appearance: White crystals[3]
4 values
From Hazardous Substances Data Bank (HSDB), the most authoritative source here.
Value As written Source
– N,n'-dicyclohexylcarbodiimide is a white crystalline solid with a heavy sweet odor. (NTP, 1992) [1] CAMEO Chemicalscites National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
– Dry Powder [2] EPA Chemical Data Reporting (CDR)
–shown White crystals [3] Hazardous Substances Data Bank (HSDB)cites Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 15th Edition. John Wiley & Sons, Inc. New York, NY 2007., p. 411
– Colorless crystalline solid [3] Hazardous Substances Data Bank (HSDB)cites NTP; NTP Report on the Toxicology Studies of Dicyclohexylcarboimide (CAS No. 538-75-0), National Toxicology Program, Research Triangle Park, NC 27709, NIH Publication No. 07-4426, Sept 2007.
Odor: Heavy sweet odor[3]
Melting point: 34 to 35 °C (93 to 95 °F, NTP 1992)[1]
Boiling point: 122 to 124 °C (252 to 255 °F) at 6 mmHg (NTP, 1992)[1]
Solubility in water: Soluble in organic solvents[3]
3 values
From Hazardous Substances Data Bank (HSDB), the most authoritative source here.
Value As written Source
– Reaction (NTP, 1992) [1] CAMEO Chemicalscites National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
– Moisture sensitive, reacts with water [3] Hazardous Substances Data Bank (HSDB)cites NTP; NTP Report on the Toxicology Studies of Dicyclohexylcarboimide (CAS No. 538-75-0), National Toxicology Program, Research Triangle Park, NC 27709, NIH Publication No. 07-4426, Sept 2007,
–shown Soluble in organic solvents [3] Hazardous Substances Data Bank (HSDB)cites Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 15th Edition. John Wiley & Sons, Inc. New York, NY 2007., p. 411
log P: log Kow = 6.83 (est[3]
Vapor pressure: VP: 0.5 mmHg at 98-100 °C, 2 mmHg at 138-140 °C, 11 mmHg at 154-156 °C[3]
Flash point: greater than 113 °C (235 °F, NTP 1992)[1]

Value	As written	Source
–	N,n'-dicyclohexylcarbodiimide is a white crystalline solid with a heavy sweet odor. (NTP, 1992)	[1] CAMEO Chemicalscites National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
–	Dry Powder	[2] EPA Chemical Data Reporting (CDR)
–shown	White crystals	[3] Hazardous Substances Data Bank (HSDB)cites Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 15th Edition. John Wiley & Sons, Inc. New York, NY 2007., p. 411
–	Colorless crystalline solid	[3] Hazardous Substances Data Bank (HSDB)cites NTP; NTP Report on the Toxicology Studies of Dicyclohexylcarboimide (CAS No. 538-75-0), National Toxicology Program, Research Triangle Park, NC 27709, NIH Publication No. 07-4426, Sept 2007.

Value	As written	Source
–	Reaction (NTP, 1992)	[1] CAMEO Chemicalscites National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
–	Moisture sensitive, reacts with water	[3] Hazardous Substances Data Bank (HSDB)cites NTP; NTP Report on the Toxicology Studies of Dicyclohexylcarboimide (CAS No. 538-75-0), National Toxicology Program, Research Triangle Park, NC 27709, NIH Publication No. 07-4426, Sept 2007,
–shown	Soluble in organic solvents	[3] Hazardous Substances Data Bank (HSDB)cites Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 15th Edition. John Wiley & Sons, Inc. New York, NY 2007., p. 411

Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.

Calculated

Heavy atoms: 15
Rings: 2
Aromatic rings: 0
Fraction sp³ carbons (Fsp3): 0.92
H-bond donors: 0
H-bond acceptors: 2
Rotatable bonds: 2
TPSA (Å²): 24.7
Formal charge: 0
XLogP3: 4.7 PubChem
Complexity: 201 PubChem
Stereocenters: None
Double-bond geometry: None specified
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C75.68%
H10.75%
N13.58%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: 3.83 Crippen (Wildman and Crippen 1999)
log S (water solubility): -3.4 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 2.94 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 206.33
log P ≤ 5 (Crippen): 3.83
H-bond donors ≤ 5: 0
H-bond acceptors ≤ 10: 2

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Danger

Harmonized EU classification (CLP Annex VI). Source [4].

Corrosive
Acute toxicity

H302Harmful if swallowed
H311Toxic in contact with skin
H317May cause an allergic skin reaction
H318Causes serious eye damage

Precautionary statements: P261, P262, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P354+P338, P316, P317, P321, P330, P333+P317, P361+P364, P362+P364, P405, P501

View all classifications (2)

[4] Regulation (EC) No 1272/2008 of the European Parliament and of the Council · DangerH302, H311, H317, H318
[5] European Chemicals Agency (ECHA) · 504 reports · DangerH302, H311, H315, H317, H318, H400, H410, H413

First aid

Eyes: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. Immediately transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. Skin: Immediately flood affected skin with water while removing and isolating all contaminated clothing.[1]

Safety data sheets on the supplier’s page: Moldb, Oakwood Products, Thermo Fisher Scientific.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]CAMEO Chemicals · Public domain (NOAA) · via PubChem · retrieved 2026-10-14
[2]EPA Chemical Data Reporting (CDR) · Public domain (US EPA) · via PubChem · retrieved 2026-10-14
[3]Hazardous Substances Data Bank (HSDB) · Public domain (US NLM) · via PubChem · retrieved 2026-10-14
[4]Regulation (EC) No 1272/2008 of the European Parliament and of the Council · EU reuse policy, CC BY 4.0 · via PubChem · retrieved 2026-10-14
[5]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[6]NMRShiftDB · Linked only · via PubChem · retrieved 2026-10-14
[7]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[8]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
[9]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
[10]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.