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693-13-0 - N,N'-Diisopropylcarbodiimide, 99% - DIC - A19292 - Alfa Aesar

A19292 N,N'-Diisopropylcarbodiimide, 99%

CAS Number
693-13-0
Synonyms
DIC

Size Price ($) Quantity Availability
10g 25.34
25g 62.93
50g 107.12
250g 375.30
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N,N'-Diisopropylcarbodiimide, 99%

MDL
MFCD00065689
EINECS
211-743-7

Chemical Properties

Formula
(CH3)2CHN=C=NCH(CH3)2
Formula Weight
126.20
Boiling Point
145-148°
Flash Point
33°(91°F)
Density
0.810
Refractive Index
1.4330
Sensitivity
Moisture Sensitive
Solubility
Soluble in chloroform, methylene chloride, acetonitrile, dioxane, dimethylformamide andtetrahydrofuran.

Applications

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.

Notes

Moisture sensitive. Store in a cool place Incompatible with oxidizing agents and acids.

Literature References

Reagent for peptide coupling: J. Org. Chem., 44, 5000 (1979). Has the advantage over N,N'-Dicyclohexyl­carbodiimide, A10973 in solid phase peptide syntheses that the urea by-product is more soluble in organic solvents and hence more readily separated from the polymer support. For peptide reagents, see Appendix 6.

Ogawa, T.; Usuki, N.; Nakazono, K.; Koyama, Y.; Takata, T. Linear-cyclic polymer structural transformation and its reversible control using a rational rotaxane strategy. Chem. Commun. 2015, 51 (26), 5606-5609.

Smith, J. M.; Moreno, J.; Boal, B. W.; Garg, N. K. Cascade Reactions: A Driving Force in Akuammiline Alkaloid Total Synthesis. Angew. Chem. Int. Ed. 2015, 54 (2), 400-412.

GHS Hazard and Precautionary Statements

Hazard Statements: H330-H315-H317-H335-H334-H318-H226

Fatal if inhaled. Causes skin irritation. May cause an allergic skin reaction. May cause respiratory irritation. May cause allergy or asthma symptoms or breathing difficulties if inhaled. Causes serious eye damage. Flammable liquid and vapour.

Precautionary Statements: P210-P260-P284-P285-P303+P361+P353-P304+P340-P305+P351+P338-P320-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Wear respiratory protection. In case of inadequate ventilation wear respiratory protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Specific treatment is urgent (see label). Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
878281
Hazard Class
6.1
Packing Group
II
Harmonized Tariff Code
2925.19
TSCA
Yes
RTECS
FF2175000

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