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About This Item
Linear Formula:
(CH3)3CN=C=NC(CH3)3
CAS Number:
Molecular Weight:
154.25
Beilstein:
1758049
EC Number:
MDL number:
UNSPSC Code:
12352001
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
99%
reaction suitability
reaction type: Coupling Reactions
refractive index
n20/D 1.428 (lit.)
bp
48-50 °C/12 mmHg (lit.)
density
0.8 g/mL at 25 °C (lit.)
application(s)
peptide synthesis
functional group
amine
SMILES string
CC(C)(C)N=C=NC(C)(C)C
InChI
1S/C9H18N2/c1-8(2,3)10-7-11-9(4,5)6/h1-6H3
InChI key
IDVWLLCLTVBSCS-UHFFFAOYSA-N
Gene Information
human ... EPHX2(2053)
mouse ... Ephx2(13850)
Application
N,N′-Di-tert-butylcarbodiimide can be used:
- As a reagent for the guanylation of aryl amines catalyzed by lanthanum amides.[1]
- To prepare dichloroimidazolidine-4,5-dione by reacting with oxalyl chloride, which is a key intermediate for the synthesis of N,N′-diamidocarbenes.[2]
- To prepare the iridium complex of benzamidine named Ir(FMeppy)2(N,N′-di-tert-butyl-4-methyl-benzamidine).[3]
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
95.0 °F - closed cup
Flash Point(C)
35 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Jonathan P Moerdyk et al.
Chemical communications (Cambridge, England), 50(35), 4551-4553 (2014-03-29)
The synthesis of the first stable, five-membered N,N'-diamidocarbenes (DACs), including a differentially N-substituted derivative, was achieved via the reduction of a geminal dichloride precursor using potassium. Key differences between the reactivity of the five-membered DACs and their six-membered congeners were
Synthesis, characterization and photophysical properties of iridium complexes with amidinate ligands
Sahin C, et al.
Journal of Organometallic Chemistry, 772, 68-78 (2014)
Qinghai Li et al.
The Journal of organic chemistry, 72(18), 6763-6767 (2007-08-07)
It is demonstrated that the cyclopentadienyl-free simple lanthanide amides [(Me(3)Si)(2)N](3)Ln(mu-Cl)Li(THF)(3)(Ln = La, Sm, Eu, Y, Yb) and Ln[N(SiMe(3))(2)]3 (Ln = Y, Yb) are highly efficient catalysts for the guanylation of both aromatic and secondary amines with a high activity under
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