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436860

Sigma-Aldrich

N,N-Diisopropylaniline

97%

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About This Item

Linear Formula:
C6H5N[CH(CH3)2]2
CAS Number:
4107-98-6
Molecular Weight:
177.29
MDL number:
MFCD00048277
UNSPSC Code:
12352100
PubChem Substance ID:
24867307
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.519 (lit.)

bp

95-96 °C/11 mmHg (lit.)

density

0.91 g/mL at 25 °C (lit.)

SMILES string

CC(C)N(C(C)C)c1ccccc1

InChI

1S/C12H19N/c1-10(2)13(11(3)4)12-8-6-5-7-9-12/h5-11H,1-4H3

InChI key

OVSARSKQWCLSJT-UHFFFAOYSA-N

General description

N,N-Diisopropylaniline is an N,N-dialkylaniline. Its borane adducts have been prepared and reported as hydroborating agents. Thermal dissociation of the borane-N,N-diisopropylaniline adduct has been reported to afford gaseous diborane. N,N-Diisopropylaniline is a diisoproplyamino derivative that can be prepared by reacting bromobenzene with diisopropylamine.

Application

N,N-Diisopropylaniline was used for the synthesis of 4-diisopropylamino benzonitrile. It may be used for the synthesis of 6-(4-bromophenyl)-3-methoxy-5-methyl-8-oxabicyclo[3.2.1]octa-3,6-dien-2-one and N,N,N′,N′-tetraisopropylbenzidine.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

183.2 °F - closed cup

Flash Point(C)

84 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Diisopropylamine ≥99.5%

Sigma-Aldrich

471224

Diisopropylamine

Synthesis of N,N,N',N'-tetraalkylbenzidines through oxidative coupling of N,N-dialkylarylamines induced by SbCl5.
Vitale P, et al.
ARKIVOC (Gainesville, FL, United States), 3, 36-48 (2013)
Yvonne D Williams et al.
The Journal of organic chemistry, 78(23), 11707-11713 (2013-11-01)
Methoxytropolones are useful scaffolds for therapeutic development because of their known biological activity and established value in the synthesis of α-hydroxytropolones. Upon treatment with triflic acid, a series of 3-methoxy-8-oxabicyclo[3.2.1]octa-3,6-dien-2-ones rearrange rapidly and cleanly to form methoxytropolones. Interestingly, bicycles that
N-alkylation of hindered secondary aromatic amines with 2-iodobutane.
Katritzky AR, et al.
ORL; Journal for Oto-Rhino-Laryngology and Its Related Specialties, 23(4), 399-402 (1991)
Shuang Chen et al.
Frontiers in neuroscience, 14, 581441-581441 (2021-02-16)
Secreted protein acidic and rich in cysteine (SPARC) is a matricellular protein involved in the extracellular matrix and interactions between cells during neural development of the central nervous system (CNS). Oxidative glutamate toxicity is involved in CNS diseases, including epilepsy
Dual fluorescence and fast intramolecular charge transfer with 4-(diisopropylamino) benzonitrile in alkane solvents.
Demeter A, et al.
Chemical Physics Letters, 323(3), 351-360 (2000)
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