N,N-Dimethylaniline, 99%, Thermo Scientific Chemicals
N,N-Dimethylaniline, 99%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

N,N-Dimethylaniline, 99%, Thermo Scientific Chemicals

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Catalog number A11916.0F
also known as A11916-0F
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Quantity:
2500 mL
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Price (USD)/ Each
70.65
Online exclusive
78.20 
Save 7.55 (10%)
Add to cart
N,N-Dimethylaniline, 99%, Thermo Scientific Chemicals
Catalog numberA11916.0F
Price (USD)/ Each
70.65
Online exclusive
78.20 
Save 7.55 (10%)
-
Add to cart
Chemical Identifiers
CAS121-69-7
IUPAC NameN,N-dimethylaniline
Molecular FormulaC8H11N
InChI KeyJLTDJTHDQAWBAV-UHFFFAOYSA-N
SMILESCN(C)C1=CC=CC=C1
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SpecificationsSpecification SheetSpecification Sheet
Identification (FTIR)Conforms
Appearance (Color)Clear pale yellow to yellow
Assay (GC)≥98.5%
FormLiquid
Refractive Index1.5555-1.5595 @ 20?C
N,N-Dimethylaniline acts as a precursor to triarylmethane dyes such as crystal violet and malachite green. It is also used in the synthesis of vanillin, methyl violet, and Michler's ketone. Further, it is used as a hardener for plastic resins and an acid scavenger in the manufacture of semisynthetic penicillins and cephalosporins. In addition to this, it is used as a promoter in the curing of polyester and vinyl ester resins.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
N,N-Dimethylaniline acts as a precursor to triarylmethane dyes such as crystal violet and malachite green. It is also used in the synthesis of vanillin, methyl violet, and Michler′s ketone. Further, it is used as a hardener for plastic resins and an acid scavenger in the manufacture of semisynthetic penicillins and cephalosporins. In addition to this, it is used as a promoter in the curing of polyester and vinyl ester resins.

Solubility
Miscible with water, ethanol, ether, acetone, chloroform, benzene and alkaline.

Notes
Incompatible with strong oxidizing agents, Strong acids, acid chlorides, acid anhydrides, chloroformates and halogens.
RUO – Research Use Only

General References:

  1. Base for acylation reactions; see, e.g.: Org. Synth. Coll., 3, 142 (1955), 4, 263 (1963); 5, 171 (1973).
  2. For an example of ortho-lithiation, followed by Pd-catalyzed coupling wth a vinyl bromide, see: Org. Synth. Coll., 7, 172 (1990).
  3. The AlCl3 complex with has been used to cleave benzyl and allyl ethers: Tetrahedron Lett., 32, 1321 (1991).
  4. Brown, T. A.; Chen, H.; Zare, R. N. Detection of the Short-Lived Radical Cation Intermediate in the Electrooxidation of N, N-Dimethylaniline by Mass Spectrometry. Angew. Chem. Int. Ed. 2015, 127 (38), 11335-11337.
  5. Watode, B. D.; Hudge, P. G.; Shinde, M. N.; Talware, R. B.; Kumbharkhane, A. C. Dielectric relaxation study of aniline, N-methylaniline and N,N-dimethylaniline and alcohol in 1, 4-dioxane using picosecond time-domain reflectometry. Phys. Chem. Liq. 2015, 53 (2), 252-263.