N,N-Dimethylaniline

N,N-Dimethylaniline is an organic compound with the formula C₈H₁₁N, and its systematic name is the same with the product name. With the CAS registry number 121-69-7, it is also named as N,N-Dimethylaminobenzene. It belongs to the product categories of Intermediates of Dyes and Pigments; Anilines, Aromatic Amines and Nitro Compounds; Organics; C-D, Puriss p.a. ACSNitrogen Compounds; Amines; Analytical Reagents for General Use; C8; Puriss p.a. ACS; C8 Essential Chemicals; Nitrogen Compounds; Reagent Plus; Routine Reagents; Organic Chemical. Its EINECS number is 204-493-5. In addition, the molecular weight is 121.18. Its classification codes are: (1)Human Data; (2)Mutation data; (3)Skin / Eye Irritant; (4)TSCA Flag T [Subject to the Section 4 test rule under TSCA]; (5)Tumor data. This chemical should be sealed and stored in a cool and dry place. Moreover, it should be protected from moisture, heat and fire. This chemical is a key precursor to commercially important triarylmethane dyes such as Malachite green and Crystal violet. It serves as a promoter in the curing of polyester and vinyl ester resins. It is also used as a precursor to other organic compounds.

Physical properties of N,N-Dimethylaniline are:
(1)ACD/LogP: 2.135; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.99; (4)ACD/LogD (pH 7.4): 2.13; (5)ACD/BCF (pH 5.5): 17.70; (6)ACD/BCF (pH 7.4): 24.59; (7)ACD/KOC (pH 5.5): 247.57; (8)ACD/KOC (pH 7.4): 343.97; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 3.24 Å²; (13)Index of Refraction: 1.55; (14)Molar Refractivity: 40.566 cm³; (15)Molar Volume: 127.425 cm³; (16)Polarizability: 16.082×10^-24cm³; (17)Surface Tension: 34.71 dyne/cm; (18)Density: 0.951 g/cm³; (19)Flash Point: 62.778 °C; (20)Enthalpy of Vaporization: 42.974 kJ/mol; (21)Boiling Point: 193.539 °C at 760 mmHg; (22)Vapour Pressure: 0.46 mmHg at 25°C.

Preparation of N,N-Dimethylaniline:
N,N-Dimethylaniline can be prepared by N-benzyl-N,N-dimethyl-anilinium; bromide at the temperature of 40 °C. This reaction will need reagent NaTeH and solvent dimethylformamide with the reaction time of 4 hours. The yield is about 94%.

Uses of N,N-Dimethylaniline:
 N,N-Dimethylaniline can be used to produce 1-(4-dimethylamino-phenyl)-ethanone at the temperature of 50 °C. It will need reagent Yb(OTf)₃ and solvent nitromethane with the reaction time of 18 hours. The yield is about 76%.

Safety information of N,N-Dimethylaniline:
When you are using this chemical, please be cautious about it as the following:N,N-Dimethylaniline is harmful by inhalation and in contact with skin. It is toxic by inhalation, in contact with skin and if swallowed. It has a limited evidence of a carcinogenic effect. This substance is toxic to aquatic organisms as it may cause long-term adverse effects in the aquatic environment. After contact with skin, you should wash immediately with plenty of ... (to be specified by the manufacturer). When using it, you need to wear suitable protective clothing and gloves. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible). It should be avoided exposure, and you need to obtain special instructions before use. You must avoid releasing it to the environment, and you need to refer to special instructions/safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: N(c1ccccc1)(C)C
(2)Std. InChI: InChI=1S/C8H11N/c1-9(2)8-6-4-3-5-7-8/h3-7H,1-2H3
(3)Std. InChIKey: JLTDJTHDQAWBAV-UHFFFAOYSA-N

The toxicity data of  N,N-Dimethylaniline is as follows: