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471224 Sigma-Aldrich

Diisopropylamine

≥99.5%

Synonym: DIPA

Purchase

Properties

vapor density   3.5 (vs air)
vapor pressure   50 mmHg ( 20 °C)
assay   ≥99.5%
autoignition temp.   599 °F
expl. lim.   8.5 %
refractive index   n20/D 1.392(lit.)
bp   84 °C(lit.)
mp   −61 °C(lit.)
density   0.722 g/mL at 25 °C(lit.)

Description

Packaging

100, 4×100, 500 mL in glass bottle

18 L in steel drum

2.5, 4×2.5 L in glass bottle

Price and Availability

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
UN 1158 8(3) / PGII
WGK Germany 
2
RTECS 
IM4025000
Flash Point(F) 
3.2 °F
Flash Point(C) 
-16 °C

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

Peer-Reviewed Papers

References

Set your institution to view full text papers.

Diisopropylammonium chloride: a ferroelectric organic salt with a high phase transition temperature and practical utilization level of spontaneous polarization. Fu DW, Zhang W, Cai HL, et al. Adv. Mater. 23(47), 5658-62, (2011)

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Lithium diisopropylamide-mediated ortholithiations: lithium chloride catalysis. Gupta L, Hoepker AC, Singh KJ, et al. J. Org. Chem. 74(5), 2231-3, (2009)

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Mechanisms of drug resistance reversal in Dox-resistant MCF-7 cells by pH-responsive amphiphilic polyphosphazene containing diisopropylamino side groups. Qiu L, Zheng C, and Zhao Q Mol. Pharm. 9(5), 1109-17, (2012)

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Lithium diisopropylamide: solution kinetics and implications for organic synthesis. Collum DB, McNeil AJ, and Ramirez A Angew. Chem. Int. Ed. Engl. 46(17), 3002-17, (2007)

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Metal enolates of alpha-CF3 ketones: theoretical guideline, direct generation, and synthetic use. Mikami K and Itoh Y Chem. Rec. 6(1), 1-11, (2006)

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Regioselective lithium diisopropylamide-mediated ortholithiation of 1-chloro-3-(trifluoromethyl)benzene: role of autocatalysis, lithium chloride catalysis, and reversibility. Hoepker AC, Gupta L, Ma Y, et al. J. Am. Chem. Soc. 133(18), 7135-51, (2011)

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Diisopropylamide and TMP turbo-Grignard reagents: a structural rationale for their contrasting reactivities. Armstrong DR, García-Alvarez P, Kennedy AR, et al. Angew. Chem. Int. Ed. Engl. 49(18), 3185-8, (2010)

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1,4-addition of lithium diisopropylamide to unsaturated esters: role of rate-limiting deaggregation, autocatalysis, lithium chloride catalysis, and other mixed aggregation effects. Ma Y, Hoepker AC, Gupta L, et al. J. Am. Chem. Soc. 132(44), 15610-23, (2010)

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Decoupling deprotonation from metalation: Thia-Fries rearrangement. Dyke AM, Gill DM, Harvey JN, et al. Angew. Chem. Int. Ed. Engl. 47(27), 5067-70, (2008)

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Lithium diisopropylamide-mediated enolization: catalysis by hemilabile ligands. Ramirez A, Sun X, and Collum DB J. Am. Chem. Soc. 128(31), 10326-36, (2006)

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Enantioselective modular synthesis of 2,4-disubstituted cyclopentenones by iridium-catalyzed allylic alkylation. Schelwies M, Dübon P, and Helmchen G Angew. Chem. Int. Ed. Engl. 45(15), 2466-9, (2006)

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Lithium diisopropylamide-mediated ortholithiation and anionic fries rearrangement of aryl carbamates: role of aggregates and mixed aggregates. Singh KJ and Collum DB J. Am. Chem. Soc. 128(42), 13753-60, (2006)

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Computational studies of lithium diisopropylamide deaggregation. Hoepker AC and Collum DB J. Org. Chem. 76(19), 7985-93, (2011)

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Lithium diisopropylamide-mediated lithiations of imines: insights into highly structure-dependent rates and selectivities. Liao S and Collum DB J. Am. Chem. Soc. 125(49), 15114-27, (2003)

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Interactions of diorganolead(IV) with 3-(2-thienyl)-2-sulfanylpropenoic acid and/or thiamine: chemical and in vitro and in vivo toxicological results. Casas JS, Castaño MV, Sánchez A, et al. Inorg. Chem. 49(5), 2173-81, (2010)

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Characterizing the Memory Effect on the amylose tris(3,5-dimethylphenyl) carbamate stationary phase. Putnam J and Guiochon G J. Chromatogr. A 1216(48), 8488-95, (2009)

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Autocatalysis in lithium diisopropylamide-mediated ortholithiations. Singh KJ, Hoepker AC, and Collum DB J. Am. Chem. Soc. 130(52), 18008-17, (2008)

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Lithium diisopropylamide solvated by hexamethylphosphoramide: substrate-dependent mechanisms for dehydrobrominations. Ma Y, Ramirez A, Singh KJ, et al. J. Am. Chem. Soc. 128(48), 15399-404, (2006)

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Mechanism of lithium diisopropylamide-mediated substitution of 2,6-difluoropyridine. Viciu MS, Gupta L, and Collum DB J. Am. Chem. Soc. 132(18), 6361-5, (2010)

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A novel hexanuclear silver(I) cluster containing a regular Ag6 ring with short Ag-Ag distances and an argentophilic interaction. Barreiro E, Casas JS, Couce MD, et al. Dalton Trans. 42(16), 5916-23, (2013)

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Synthesis of a four-coordinate titanium(IV) oxoanion via deprotonation and decarbonylation of complexed formate. Mendiratta A, Figueroa JS, and Cummins CC Chem. Commun. (Camb.) (27), 3403-5, (2005)

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A new mechanism for nucleophilic substitution at a thiophosphoryl centre revealed by the reaction of diisopropylamine with PSCl3. Harger MJ Chem. Commun. (Camb.) (22), 2863-5, (2005)

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Design, synthesis, and sustained-release property of 1,3-cyclic propanyl phosphate ester of 18β-glycyrrhetinic acid. Sun W, Peng W, Li G, et al. Chem. Biol. Drug Des. 77(3), 206-11, (2011)

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Application of colorimetric indicators and thermo-hand method to determine base permeation through chemical protective gloves. Vo E J. Occup. Environ. Hyg. 1(12), 799-805, (2004)

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α-Lithiation and electrophilic substitution of 1,4,4-trimethyl-3,4-dihydroquinolin-2-one. Sébastien B, Jérôme G, and Marie-Claude VM Molecules 15(11), 7742-9, (2010)

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Use of a directional spray system design to control respirable dust and face gas concentrations around a continuous mining machine. Goodman GV and Pollock DE J. Occup. Environ. Hyg. 1(12), 806-15, (2004)

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Merck 14,3196

Beil. 4,IV,510

FT-IR 1 (1), 296:C / FT-NMR 1 (1), 474:C / RegBook 1 (1), 315:G / Structure Index 1, 43:B:4

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