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

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2836-03-5, N,N-DIMETHYL-PHENYLENEDIAMINERelated Search:

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o-Aminodimethylaniline

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o-(Dimethylamino)aniline

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Gefitinib Impurity 112

2836-03-5