Lot numbers can be found on the outside label of a product:
tert-Butyl 2-isopropylhydrazinecarboxylate
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CAS No. 16689-35-3
- Cat. No. CS-W003866
- Purity≥95%
- MDL No.MFCD14635748
*For research and further manufacturing use only, not for direct human use.
Structure of 16689-35-3
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General Information
- CAS No. 16689-35-3
- Cat. No. CS-W003866
- Purity ≥95%
- MDL No. MFCD14635748
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₁₈N₂O₂
- Molecular Weight 174.24
- Synonym(s) 3-(Isopropyl)carbazic Acid tert-Butyl Ester
- SMILES CC(NNC(=O)OC(C)(C)C)C
Description
tert-Butyl 2-isopropylhydrazinecarboxylate features a sterically hindered hydrazine scaffold that enhances stability and facilitates selective functionalization. The tert-butyl ester group enables straightforward deprotection under mild acidic conditions, while the isopropyl substituent imparts favorable solubility and reduced aggregation in organic media. This compound serves as a key intermediate for nitrogen-rich heterocycles and bioactive molecule synthesis.
Application
tert-Butyl 2-isopropylhydrazinecarboxylate serves as a stable, bench-friendly hydrazine building block for the synthesis of heterocyclic scaffolds and functionalized amine derivatives. Its tert-butyl carbamate group enables straightforward deprotection under mild acidic conditions, while the isopropylhydrazine moiety participates reliably in cycloaddition reactions and condensation processes. The molecule exhibits good functional group tolerance and facilitates efficient access to complex nitrogen-containing frameworks relevant to medicinal chemistry and process development.
Synthesis
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Route1
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In-stock
16689-34-2 - ~99%
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In-stock
16689-35-3
References
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Wieczerzak; Kozlowska; Lankiewicz; Grzonka Polish Journal of Chemistry, 2002 , vol. 76, # 12 p. 1693 - 1697
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Route2
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In-stock
870-46-2 - ~%
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In-stock
16689-35-3
References
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Journal of the American Chemical Society, , vol. 126, # 21 p. 6759 - 6764
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Route3
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In-stock
870-46-2
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67-64-1 - ~45%
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In-stock
16689-35-3
References
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McDonald, Iain M.; Austin, Carol; Buck, Ildiko M.; Dunstone, David J.; Gaffen, John; Griffin, Eric; Harper, Elaine A.; Hull, Robert A. D.; Kalindjian, S. Barret; Linney, Ian D.; Low, Caroline M. R.; Patel, Dipa; Pether, Michael J.; Raynor, Michelle; Roberts, Sonia P.; Shaxted, Mark E.; Spencer, John; Steel, Katherine I. M.; Sykes, David A.; Wright, Paul T.; Xun, Wei Journal of Medicinal Chemistry, 2007 , vol. 50, # 20 p. 4789 - 4792
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 50.36
- LogP 1.4241
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 2
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Key Words
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