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108-18-9

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108-18-9 Usage

Chemical Description

Different sources of media describe the Chemical Description of 108-18-9 differently. You can refer to the following data:
1. Diisopropylamine is a solvent.
2. Diisopropylamine and n-BuLi are also used as reagents in the synthesis.

Check Digit Verification of cas no

The CAS Registry Mumber 108-18-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 8 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 108-18:
(5*1)+(4*0)+(3*8)+(2*1)+(1*8)=39
39 % 10 = 9
So 108-18-9 is a valid CAS Registry Number.
InChI:InChI=1/C6H15N/c1-5(2)7-6(3)4/h5-7H,1-4H3/p+1

108-18-9 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • Alfa Aesar

  • (A10280)  Diisopropylamine, 99+%   

  • 108-18-9

  • 100ml

  • 116.0CNY

  • Detail
  • Alfa Aesar

  • (A10280)  Diisopropylamine, 99+%   

  • 108-18-9

  • 500ml

  • 162.0CNY

  • Detail
  • Alfa Aesar

  • (A10280)  Diisopropylamine, 99+%   

  • 108-18-9

  • 2500ml

  • 581.0CNY

  • Detail
  • Sigma-Aldrich

  • (38290)  Diisopropylamine  puriss. p.a., ≥99.0% (GC)

  • 108-18-9

  • 38290-250ML-F

  • 565.11CNY

  • Detail
  • Sigma-Aldrich

  • (38290)  Diisopropylamine  puriss. p.a., ≥99.0% (GC)

  • 108-18-9

  • 38290-1L-F

  • 1,760.85CNY

  • Detail
  • Sigma-Aldrich

  • (38292)  Diisopropylamine  analytical standard

  • 108-18-9

  • 38292-5ML-F

  • 875.16CNY

  • Detail

108-18-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Diisopropylamine

1.2 Other means of identification

Product number -
Other names 2-Propanamine, N-(1-methylethyl)-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Agricultural chemicals (non-pesticidal),Intermediates,Oxidizing/reducing agents,Solvents (for cleaning or degreasing)
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:108-18-9 SDS

108-18-9Related news

Electrochemical bicarbonate reduction in the presence of Diisopropylamine (cas 108-18-9) on sliver oxide in alkaline sodium bicarbonate medium08/19/2019

In this study, the reduction of bicarbonate in the presence four amines on a silver oxide/ carbon nanotube (Ag2O/CNT) composite electrode has been investigated. The studied amines includes ethanolamine (MEA), diethylenetriamine (DETA), diisopropylamine (DIPA) and aminoethylpiperazine (AEP). Rega...detailed

108-18-9Relevant articles and documents

Kinetics and mechanism of chlorine exchange between chloramine-T and secondary amines

Dannan,Crooks,Dittert,Hussain

, p. 652 - 656 (1992)

The kinetics and mechanisms of chlorine transfer from chloramine-T (CAT) to several amines are second order and independent of p-toluenesulfonamide concentration; thus, the reaction does not involve disproportionation of CAT to dichloramine-T. From the profile of pH versus rate, the following mechanisms were proposed: (1) reaction of the ionized species of CAT with the ionized amine (ionic mechanism) and (2) reaction of the un-ionized species of CAT with the un-ionized amine (nonionic mechanism). The second-order, pH- independent rate constants calculated for the ionic and nonionic mechanisms were 1.6 and 5 x 106 M-1 s-1, respectively. Although these two mechanisms are kinetically indistinguishable, the rate constant for the nonionic mechanism is of the same order of magnitude as those calculated for similar chlorination reactions involving nonionizable chloramines, such as N- chlorosuccinimide, N-chloroquinuclidine, and N-chloro-N- methylbenzenesulfonamide. The proposed mechanism for the chlorine exchange involves a molecule of water in a cyclic, six-membered transition state.

Transient Alkylaminium Radicals in n-Hexane. Condensed-Phase Ion-Molecule Reactions

Werst, D. W.,Trifunac, A. D.

, p. 1268 - 1274 (1991)

Time-resolved fluorescence detected magnetic resonance (FDMR) is used to observe alkylaminium radicals formed in n-hexane solutions by electron pulse radiolysis.The ease of observation of aminium radical FDMR signals increases with increasing alkyl substitution of the amine solutes.The results are discussed in terms of the ion-molecule reactions, such as proton transfer, which compete with electron-transfer processes, i. e., the electron transfer from solute molecules to n-hexane radical cations and geminate recombination.

Effect of an Alumina Phase on the Reductive Amination of 2-Propanol to Monoisopropylamine over Ni/Al2O3

Cho, Jun Hee,An, Sang Hee,Chang, Tae-Sun,Shin, Chae-Ho

, p. 811 - 819 (2016)

Various single-phase aluminum oxides were prepared through the thermal decomposition of bayerite, boehmite, and gibbsite. Ni/γ-Al2O3 and Ni/δ-Al2O3 catalysts exhibited higher monoisopropylamine (MIPA) selectivity than the η-, θ-, and κ-Al2O3 supported Ni catalysts for the reductive amination of 2-propanol (IPA) in the presence of hydrogen and ammonia. FT-IR spectra after pyridine adsorption showed that a high number of Lewis acid sites could be correlated with enhancement in MIPA selectivity. Ni/η-Al2O3 and Ni/γ-Al2O3 catalysts exhibited the highest catalytic activity arising from differences in the metallic surface area. Both catalyst activity and selectivity with regards to reductive amination were strongly affected by the nature of the support.

Oxidative Detoxification of Sulfur-Containing Chemical Warfare Agents by Electrophilic Iodine

Smolkin, Boris,Levi, Noam,Karton-Lifshin, Naama,Yehezkel, Lea,Zafrani, Yossi,Columbus, Ishay

, p. 13949 - 13955 (2018)

Mild oxidation of sulfur-containing chemical warfare agents was performed in organic medium by electrophilic iodine reagents. Kinetic experiments on sulfur mustard (HD) showed rapid (t1/2 1/2 ~ 90 min). Higher donor number solvents, such as THF, DMF, or DMSO, showed slower rates with both iodine and NIS. The oxidation of the nerve agent O-ethyl-S-2-(N,N-diisopropylaminoethyl)methylphosphonothioate (VX) selectively to the nontoxic ethyl methylphosphonic acid product exhibited fast rates (t1/2 = 6 min) using NIS in DMSO solution. In all other solvents tested with VX, rates were slower (t1/2 ~ 30-70 min). Oxidation experiments under the same conditions with chloroethyl ethyl sulfide (HD simulant) and O,S-diethyl methylphosphonothioate (VX simulant) led to much faster reaction rates. These transformations are believed to proceed through electrophilic iodine attack on the sulfur moiety and display solvent dependency based on the agents' structural and chemical properties.

Reductive amination of 2-propanol to monoisopropylamine over Co/γ-Al2O3 catalysts

Cho, Jun Hee,Park, Jung Hyun,Chang, Tae-Sun,Seo, Gon,Shin, Chae-Ho

, p. 313 - 319 (2012)

Co/γ-Al2O3 catalysts with 4-27 wt% cobalt loadings were prepared by incipient-wetness impregnation and used to catalyze the synthesis of monoisopropylamine by the reductive amination of 2-propanol in the presence of hydrogen and ammonia. The catalysts were characterized by X-ray diffraction, H2-temperature programmed reduction, N 2-sorption, and H2-chemisorption. 23 wt% Co loading resulted in the highest catalytic activity and a long-term stability of up to 100 h on stream. 2-Propanol conversion was related to the exposed metal surface area and the number of exposed cobalt atoms. In the absence of hydrogen, the catalyst was progressively deactivated; its initial activity and selectivity were completely recovered upon re-exposure to hydrogen. The deactivation was due to the formation of metal nitride caused by the strong adsorption of ammonia on the surface of the metal phase. Excess hydrogen hindered the phase transition to metal nitride, preventing deactivation.

Zirconocene-Initiated Intramolecular Hydride Transfer in N -Isoalkyl-Substituted Propargylamines

Ramazanov, Ilfir R.,Kadikova, Rita N.,Saitova, Zukhra R.,Dzhemilev, Usein M.

, p. 1191 - 1194 (2018)

The unusual transformation of N -isoalkyl-substituted propargylamines into alkenylamines under the action of Cp 2 ZrCl 2 and organoaluminum compounds (Me 3 Al, EtAlCl 2) has been observed. The proposed mechanism, involving the N -isoalkyl-substituted propargylamine undergoing zirconocene-initiated intramolecular hydride transfer was supported by B3LYP/6-31G(d)/LanL2DZ calculations.

Electroactivated alkylation of amines with alcohols: Via both direct and indirect borrowing hydrogen mechanisms

Appiagyei, Benjamin,Bhatia, Souful,Keeney, Gabriela L.,Dolmetsch, Troy,Jackson, James E.

supporting information, p. 860 - 869 (2020/02/21)

A green, efficient N-alkylation of amines with simple alcohols has been achieved in aqueous solution via an electrochemical version of the so-called "borrowing hydrogen methodology". Catalyzed by Ru on activated carbon cloth (Ru/ACC), the reaction works well with methanol, and with primary and secondary alcohols. Alkylation can be accomplished by either of two different electrocatalytic processes: (1) in an undivided cell, alcohol (present in excess) is oxidized at the Ru/ACC anode; the aldehyde or ketone product condenses with the amine; and the resulting imine is reduced at an ACC cathode, combining with protons released by the oxidation. This process consumes stoichiometric quantities of current. (2) In a membrane-divided cell, the current-activated Ru/ACC cathode effects direct C-H activation of the alcohol; the resulting carbonyl species, either free or still surface-adsorbed, condenses with amine to form imine and is reduced as in (1). These alcohol activation processes can alkylate primary and secondary aliphatic amines, as well as ammonia itself at 25-70 °C and ambient pressure.

Discovery and characterization of an acridine radical photoreductant

MacKenzie, Ian A.,Wang, Leifeng,Onuska, Nicholas P. R.,Williams, Olivia F.,Begam, Khadiza,Moran, Andrew M.,Dunietz, Barry D.,Nicewicz, David A.

, p. 76 - 80 (2020/04/17)

Photoinduced electron transfer (PET) is a phenomenon whereby the absorption of light by a chemical species provides an energetic driving force for an electron-transfer reaction1–4. This mechanism is relevant in many areas of chemistry, including the study of natural and artificial photosynthesis, photovoltaics and photosensitive materials. In recent years, research in the area of photoredox catalysis has enabled the use of PET for the catalytic generation of both neutral and charged organic free-radical species. These technologies have enabled previously inaccessible chemical transformations and have been widely used in both academic and industrial settings. Such reactions are often catalysed by visible-light-absorbing organic molecules or transition-metal complexes of ruthenium, iridium, chromium or copper5,6. Although various closed-shell organic molecules have been shown to behave as competent electron-transfer catalysts in photoredox reactions, there are only limited reports of PET reactions involving neutral organic radicals as excited-state donors or acceptors. This is unsurprising because the lifetimes of doublet excited states of neutral organic radicals are typically several orders of magnitude shorter than the singlet lifetimes of known transition-metal photoredox catalysts7–11. Here we document the discovery, characterization and reactivity of a neutral acridine radical with a maximum excited-state oxidation potential of ?3.36 volts versus a saturated calomel electrode, which is similarly reducing to elemental lithium, making this radical one of the most potent chemical reductants reported12. Spectroscopic, computational and chemical studies indicate that the formation of a twisted intramolecular charge-transfer species enables the population of higher-energy doublet excited states, leading to the observed potent photoreducing behaviour. We demonstrate that this catalytically generated PET catalyst facilitates several chemical reactions that typically require alkali metal reductants and can be used in other organic transformations that require dissolving metal reductants.

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