N,N'-Diisopropylcarbodiimide

Base Information

• Chemical Name: N,N'-Diisopropylcarbodiimide
• CAS No.: 693-13-0
• Molecular Formula: C7H14N2
• Molecular Weight: 126.202
• Hs Code.: 29252000
• European Community (EC) Number: 211-743-7
• NSC Number: 42080
• UNII: OQO20I6TWH
• DSSTox Substance ID: DTXSID4025086
• Nikkaji Number: J48.450D
• Wikipedia: N,N%27-Diisopropylcarbodiimide,N'-Diisopropylcarbodiimide
• Wikidata: Q408747
• Metabolomics Workbench ID: 58543
• ChEMBL ID: CHEMBL1332992
• Mol file: 693-13-0.mol

Synonyms:1,3-diisopropylcarbodiimide

Chemical Property of N,N'-Diisopropylcarbodiimide

Chemical Property:

• Appearance/Colour: Colorless to pale yellow liquid
• Vapor Pressure: 34.9hPa at 55.46℃
• Melting Point: 210-212 °C (dec)
• Refractive Index: n20/D 1.433(lit.)
• Boiling Point: 146.5 °C at 760 mmHg
• Flash Point: 33.9 °C
• PSA: 24.72000
• Density: 0.83 g/cm³
• LogP: 1.97710
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: Soluble in chloroform, methylene chloride, acetonitrile, dioxane
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 126.115698455
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

N,N''-Diisopropylcarbodiimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+,T,F
• Hazard Codes: T+,T,F,Xn
• Statements: 10-26-36/37/38-41-42/43-37/38
• Safety Statements: 26-36/37/39-45-38-28A-16-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: CC(C)N=C=NC(C)C
• Recent EU Clinical Trials: Long-term effects of Aldara? 5% cream and
• Description: Diisopropylcarbodiimide (DIC) is a clear liquid that can be easily dispensed by volume. It slowly reacts with moisture from the air, so for long term storage the bottle should be flushed with dry air or inert gas and sealed tightly. It is used in peptide chemistry as a coupling reagent. It is very toxic and caused contact dermatitis in a laboratory worker.
• Uses: N,N'-Diisopropylcarbodiimide is used as a reagent in synthetic organic chemistry. It serves as a chemical intermediate and as a stabilizer for Sarin (chemical weapon). It is also used in the synthesis of peptide and nucleic acid. Further, it is used as an antineoplastic and involved in the treatment of malignant melanoma and sarcomas. In addition to this, it is used in the synthesis of acid anhydride, aldehyde, ketone and isocyanate.

Technology Process of N,N'-Diisopropylcarbodiimide

There total 28 articles about N,N'-Diisopropylcarbodiimide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

Fmoc-hydroxynorleucine (374899-60-2) + C153H224N12O20*ClH → diisopropyl-carbodiimide (693-13-0)

Guidance literature:

With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholin-4-ium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 0.666667h;

Reference yield: 99.0%

1,3-diisopropylthiourea (2986-17-6) → diisopropyl-carbodiimide (693-13-0)

Guidance literature:

With cyclopentadienyl iron(II) dicarbonyl dimer; In tetrahydrofuran; at 60 ℃; for 24h; Reagent/catalyst; Inert atmosphere;

Reference yield: 92.0%

1,3-diisopropylurea (4128-37-4) + triphenylphosphine (603-35-0) → Triphenylphosphine oxide (791-28-6) + diisopropyl-carbodiimide (693-13-0)

Guidance literature:

With aluminum oxide; In dichloromethane; constant current electrolysis;

upstream raw materials:

N,N'-diisopropylhydrazine

1,3-diisopropylthiourea

1,3-diisopropylurea

triphenylphosphine

Downstream raw materials:

N,N’-diisopropyl-O-isopropylisourea

N,N’-diisopropyl-O-methylisourea

1-isopropyl-4-isopropylimino-3,3-dimethyl-azetidin-2-one

ethyl N,N′-diisopropylcarbamimidate

Refernces

• 1、 -. "Method for synthesizing N, N'-diisopropylcarbodiimide by using oxygen as oxidant". Paragraph 0016-0018. . Retrieved 2021/01/11.
• 2、 Bellucci, Maria Cristina,Sacchetti, Alessandro,Volonterio, Alessandro. "Multicomponent Approach to Libraries of Substituted Dihydroorotic Acid Amides". supporting information. p. 705 - 715. Retrieved 2019/10/02.