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N,N-DIMETHYL-PHENYLENEDIAMINE

Product Name
N,N-DIMETHYL-PHENYLENEDIAMINE
CAS No.
2836-03-5
Chemical Name
N,N-DIMETHYL-PHENYLENEDIAMINE
Synonyms
o-Aminodimethylaniline;Gefitinib Impurity 112;o-(Dimethylamino)aniline;2-Amino-N,N-dimethylaniline;(2-aminophenyl)-dimethyl-amine;N,N-DIMETHYL-1,2-BENZENEDIAMINE);o-Phenylenediamine, N,N-dimethyl-;N1,N1-diMethylbenzene-1,2-diaMine;N,N-Dimethyl-1,2-phenylenediamine;1,2-Benzenediamine, N,N-dimethyl-
CBNumber
CB11406383
Molecular Formula
C8H12N2
Formula Weight
136.19
MOL File
2836-03-5.mol
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N,N-DIMETHYL-PHENYLENEDIAMINE Property

Boiling point:
240.49°C (rough estimate)
Density 
1.049
refractive index 
1.5914 (estimate)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
7.19±0.18(Predicted)
Appearance
Colorless to light pink Liquid
EPA Substance Registry System
1,2-Benzenediamine, N,N-dimethyl- (2836-03-5)
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Safety

HazardClass 
IRRITANT
HS Code 
2921519090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TRC
Product number
A605338
Product name
2-Amino-N,N-dimethylaniline
Packaging
100mg
Price
$60
Updated
2021/12/16
TRC
Product number
A605338
Product name
2-Amino-N,N-dimethylaniline
Packaging
500mg
Price
$155
Updated
2021/12/16
Matrix Scientific
Product number
051072
Product name
N~1~,N~1~-dimethyl-1,2-benzenediamine
Packaging
5g
Price
$172
Updated
2021/12/16
AK Scientific
Product number
W5112
Product name
2-Amino-N,N-dimethylaniline
Packaging
10g
Price
$187
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA76356
Product name
2-Amino-N,N-dimethylaniline
Packaging
2g
Price
$192
Updated
2021/12/16
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N,N-DIMETHYL-PHENYLENEDIAMINE Chemical Properties,Usage,Production

Synthesis

610-17-3

2836-03-5

(a) Synthesis of N,N-dimethyl-o-phenylenediamine. N,N-dimethyl-2-nitroaniline (1.00 g, 6.02 mmol), ethanol (22 mL) and ethyl acetate (60 mL) were added to a hydrogenation reaction flask. To the resulting orange solution was added 5% palladium/carbon catalyst (0.67 g), followed by triple degassing of the black suspension and charging with hydrogen (50 psi). After shaking the reaction mixture for 5 h at room temperature, it was filtered through a diatomaceous earth pad (2 in. x 1.5 in.), the filter cake was washed with ethyl acetate (50 mL), and the filtrate was concentrated to obtain an orange residue. Purification by fast column chromatography (silica gel, eluent ethyl acetate:hexane = 1:15) afforded 0.73 g (89% yield) of N,N-dimethyl-o-phenylenediamine as an orange oil: 1H-NMR (CDCl3) δ 7.00 (dd, J = 7.8 and 1.5 Hz, 1H), 6.90 (td, J = 7.6 and 1.5 Hz, 1H). 6.76-6.68 (m, 2H), 3.93 (br s, 2H), 2.65 (s, 6H). (b) Synthesis of N-(2-dimethylaminophenyl)-9-oxo-9H-fluorene-1-carboxamide. Referring to the method of Example 9, the reaction of N,N-dimethylphthalimide (0.281 g, 2.06 mmol) with 9-oxo-9H-fluorene-1-carbamoyl chloride (0.500 g, 2.06 mmol) afforded 0.356 g (50% yield) of the target product as a brown solid: melting point 152-155°C; 1H-NMR (CDCl3) δ 10.77 (br s, 1H), 8.42-8.40 (m, 1H), 8.06 (d, J=8.2Hz, 1H), 7.72-7.54 (m, 5H), 7.36-7.33 (m, 1H), 7.18-7.12 (m, 3H), 2.70 (s, 6H).

References

[1] Dalton Transactions, 2011, vol. 40, # 35, p. 8906 - 8911
[2] Organic Letters, 2012, vol. 14, # 24, p. 6366 - 6369
[3] Patent: WO2006/39356, 2006, A2. Location in patent: Page/Page column 36
[4] Bulletin of the Chemical Society of Japan, 1991, vol. 64, # 9, p. 2730 - 2734
[5] Patent: US2007/254894, 2007, A1. Location in patent: Page/Page column 22

N,N-DIMETHYL-PHENYLENEDIAMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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N,N-DIMETHYL-PHENYLENEDIAMINE Suppliers

China 62 France 1 Germany 1 India 1 Ukraine 1 United Kingdom 2 United States 7 Global 75
Alchem Pharmtech,Inc.
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8485655694
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sales@alchempharmtech.com
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United States
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Aladdin Scientific
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tp@aladdinsci.com
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57505
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Combi-Blocks Inc.
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Matrix Scientific
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United States
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ARVI Fine Organic Chemicals Co., Ltd.
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Best PharmaTech, Inc.
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Ryan Scientific, Inc.
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ryan.reichlyn@ryansci.com
Country
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6439
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2836-03-5, N,N-DIMETHYL-PHENYLENEDIAMINERelated Search:

Poly(dimethylsiloxane) Lithium carbonate Dimethyl sulfone N,N-Dimethylaniline N,N-Dimethylbenzylamine N,N'-Dimethyl-1,2-ethanediamine N-dimethylaniline N,N-Dimethylcyclohexylamine

  • 2-Amino-N,N-dimethylaniline
  • (2-aminophenyl)dimethylamine(SALTDATA: FREE)
  • N,N-DIMETHYLORTHO-PHENYLENEDIAMINE
  • N,N-DIMETHYL-1,2-BENZENEDIAMINE)
  • N,N-Dimethyl-1,2-phenylenediamine
  • o-Aminodimethylaniline
  • N1,N1-diMethylbenzene-1,2-diaMine
  • N1,N1-Dimethylphenylene-1,2-diamine, N-(2-Aminophenyl)dimethylamine
  • (2-aminophenyl)-dimethyl-amine
  • o-(Dimethylamino)aniline
  • o-Phenylenediamine, N,N-dimethyl-
  • 1,2-Benzenediamine, N,N-dimethyl-
  • 1,2-Benzenediamine, N1,N1-dimethyl-
  • Gefitinib Impurity 112
  • 2836-03-5