MilliporeSigma
All Photos(1)

Documents

776734

Sigma-Aldrich

4-(2,3-Dihydro-1,3-dimethyl-1H-benzimidazol-2-yl)-N,N-dimethylbenzenamine

97% (HPLC)

Sign Into View Organizational & Contract Pricing

Synonym(s):
4-(1,3-Dimethyl-2,3-dihydro-1H-benzoimidazol-2-yl)phenyl)dimethylamine, N-DMBI
Empirical Formula (Hill Notation):
C17H21N3
CAS Number:
Molecular Weight:
267.37
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

97% (HPLC)

form

solid

mp

105-110 °C

SMILES string

CN(C)c1ccc(cc1)C2N(C)c3ccccc3N2C

InChI

1S/C17H21N3/c1-18(2)14-11-9-13(10-12-14)17-19(3)15-7-5-6-8-16(15)20(17)4/h5-12,17H,1-4H3

InChI key

AKIIMLCQTGCWQQ-UHFFFAOYSA-N

Related Categories

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
185582193992193453
N,N-Dimethylbenzylamine ≥99%

185582

N,N-Dimethylbenzylamine

N,N-Dimethyl-p-phenylenediamine 97%

193992

N,N-Dimethyl-p-phenylenediamine

1,3-Dimethyl-2-imidazolidinone reagent grade

193453

1,3-Dimethyl-2-imidazolidinone

mp

105-110 °C

mp

−75 °C (lit.)

mp

34-36 °C (lit.)

mp

-

form

solid

form

liquid

form

solid

form

liquid

General description

4-(2,3-Dihydro-1,3-dimethyl-1H-benzimidazol-2-yl)-N,N-dimethylbenzenamine is a semiconducting organic molecule with a π-conjugated polycyclic system. It is a strong electron donor molecule that can be used for n-type doping. It shows conductivity of ~2 × 10−3 S/cm as a dopant. It also acts as a reagent for the reductive transformation of organic compounds.

Application

Air stable n-type dopant for n-channel Organic Thin Film Transistors (OTFTs) and solar cells (OPVs).
It is mainly used as a semiconductor based polymer for the fabrication of electronic devices, which include organic thin film transistors (OTFTs), polymeric solar cells (PSCs) and organic light emitting diodes (OLEDs).

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Himanshu Shekhar et al.
Scientific reports, 10(1), 7594-7594 (2020-05-07)
Organic photodiodes (OPDs) for its interesting optoelectronic properties has the potential to be utilized with complementary metal-oxide-semiconductor (CMOS) circuit for imaging, automotive, and security based applications. To achieve such a hybrid device as an image sensor, it is imperative that
Bhawani Chamlagain et al.
Food science & nutrition, 6(1), 67-76 (2018-02-02)
The
2-(2-Methoxyphenyl)-1, 3-dimethyl-1 H-benzoimidazol-3-ium iodide as a new air-stable n-type dopant for vacuum-processed organic semiconductor thin films
Wei P, et al.
Journal of the American Chemical Society, 134(9), 3999-4002 (2012)
Molecular orbital analysis of selected organic p-type and n-type conducting small molecules
Cagardova D and Vladimir L
Acta Chimica Slovaca, 10(1), 6-16 (2017)
Cho, Namchul;
Advanced Engineering Materials, 1, 1148-1153 (2011)

Articles

Fabrication procedure of organic field effect transistor device using a soluble pentacene precursor.

Solution-processed organic photovoltaic devices (OPVs) have emerged as a promising clean energy generating technology due to their ease of fabrication, potential to enable low-cost manufacturing via printing or coating techniques, and ability to be incorporated onto light weight, flexible substrates.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service