CAS No.121-69-7,N,N-Dimethylaniline Suppliers

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Basic Information

Molecular Structure:
CAS No.:	121-69-7
Name:	N,N-Dimethylaniline
Article Data:	664

Formula:	C₈H₁₁N
Molecular Weight:	121.182
Synonyms:	Aniline,N,N-dimethyl- (8CI);(Dimethylamino)benzene;Dimethylaniline;Dimethylphenylamine;EP 210;N,N-Dimethylaminobenzene;N,N-Dimethylbenzenamine;N,N-Dimethylphenylamine;NSC 7195;Versneller NL 63/10;Benzenamine,N,N-dimethyl-;
EINECS:	204-493-5
Density:	1.038 g/mL at 25 °C
Melting Point:	1100 °C(lit.)
Boiling Point:	193.539 °C at 760 mmHg
Flash Point:	62.778 °C
Solubility:	Slightly soluble in water, volatilize with water vapor. Miscible with alcohol, ether, chloroform, benzene and many kinds of organic solvents.
Appearance:	A yellow to brown colored oily liquid with a fishlike odor
Hazard Symbols:	T,N
Risk Codes:	61-20/21-51/53-40-23/24/25
Safety:	53-45-61-36/37-28
Transport Information:	UN 2253 6.1/PG 2
PSA:	3.24000
LogP:	1.75260

Synthetic route

: 586-77-6
4-bromo-N,N-dimethylaniline

: 121-69-7
N,N-dimethyl-aniline

Conditions

Conditions	Yield
With 4-methyl-morpholine; tetrahydroxydiboron; 5%-palladium/activated carbon In 1,2-dichloro-ethane at 50℃; for 3h;	100%
With lithium aluminium tetrahydride; di-tert-butyl peroxide In tetrahydrofuran for 3h; Irradiation;	93%
With isopropyl alcohol at 20℃; for 24h; UV-irradiation; chemoselective reaction;	82%

: 124-38-9
carbon dioxide

: 100-61-8
N-methylaniline

: 121-69-7
N,N-dimethyl-aniline

Conditions

Conditions	Yield
With 9-borabicyclo[3.3.1]nonane dimer; proazaphosphatrane In tetrahydrofuran-d8 at 90℃; under 750.075 Torr; for 0.166667h; Catalytic behavior; Time; Inert atmosphere; Schlenk technique; Sealed tube; chemoselective reaction;	100%
With [Ru(Triphos)(TMM)]; hydrogen; bis(trifluoromethanesulfonyl)amide In tetrahydrofuran at 150℃; under 60006 Torr; for 10h; Temperature; Time; Reagent/catalyst; Pressure; Inert atmosphere;	99%
With phenylsilane; triphenylphosphine In tetrahydrofuran at 120℃; under 3750.38 Torr; for 24h; Catalytic behavior; Reagent/catalyst; Autoclave; Green chemistry;	99%

: 171364-78-6
(4-(N,N-dimethylamino)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 121-69-7
N,N-dimethyl-aniline

Conditions

Conditions	Yield
With water In dimethylsulfoxide-d6 at 100℃; for 96h;	100%

: C13H17BN2O4

: 121-69-7
N,N-dimethyl-aniline

Conditions

Conditions	Yield
With water In dimethylsulfoxide-d6 at 100℃; for 168h;	100%

: 124-38-9
carbon dioxide

: 1145-27-3
N,N’-dimethyl-N,N’-diphenylmethanediamine

: 121-69-7
N,N-dimethyl-aniline

Conditions

Conditions	Yield
With potassium tungstate; phenylsilane In acetonitrile at 70℃; for 12h;	100%

: 67-56-1
methanol

: 62-53-3
aniline

: 121-69-7
N,N-dimethyl-aniline

Conditions

Conditions	Yield
With ferric(III) bromide; 1,2,3,4,5-pentamethylcyclopentadiene; Pyroglutamic acid In 1,2,4-Trimethylbenzene at 200℃; for 36h; Inert atmosphere;	99%
With tetrachloromethane; copper(ll) bromide at 180℃; for 6h; Reagent/catalyst; Temperature; Inert atmosphere; Sealed tube;	99%
With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine In 1,2,4-Trimethylbenzene at 200℃; for 36h; Inert atmosphere;	97%

: 93-61-8
N-methyl-N-phenylformamide

: 121-69-7
N,N-dimethyl-aniline

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate In dibutyl ether at 100℃; for 8h; Inert atmosphere; Schlenk technique;	99%
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex; 1,3-bis-(diphenylphosphino)propane; phenylsilane In dibutyl ether at 20℃; for 18h; Schlenk technique; Inert atmosphere;	98%
With tetrabutyl ammonium fluoride; HSiPh3 In acetonitrile at 50℃;	95%

: 98-04-4
phenyltrimethylammonium iodide

: 93296-10-7
(4-(dimethylamino)phenyl)zinc(II) chloride

A: 1137-79-7
N,N-dimethyl-4-biphenylamine

B: 121-69-7
N,N-dimethyl-aniline

Conditions

Conditions	Yield
With bis(tricyclohexylphosphine)nickel(II) dichloride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 90℃; for 8h; Negishi coupling reaction; Inert atmosphere;	A 99% B n/a

...Expand

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 108-90-7
chlorobenzene

: 121-69-7
N,N-dimethyl-aniline

Conditions

Conditions	Yield
With NHC-Pd(II)-Im; potassium tert-butylate at 20℃; for 6h; Inert atmosphere;	99%
With bis(1,5-cyclooctadiene)nickel (0); 7,9-bis(2,6-diisopropylphenyl)-7H-acenaphtho[1,2-d]imidazol-9-ium chloride; potassium tert-butylate In water; toluene at 35℃; for 24h; Catalytic behavior; Reagent/catalyst; Glovebox; Sealed tube; Inert atmosphere;	99 %Chromat.

: 694-53-1
phenylsilane

: 93-61-8
N-methyl-N-phenylformamide

: 121-69-7
N,N-dimethyl-aniline

Conditions

Conditions	Yield
With C27H36Cl2N2Zn at 100℃; for 20h;	99%

Raw Materials

135-19-3

106-42-3

115-10-6

513-35-9

Downstream Products

382-21-8

93-61-8

59-49-4

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Consensus Reports

Reported in EPA TSCA Inventory. Community Right-To-Know List.

Standards and Recommendations

OSHA PEL: TWA 5 ppm; STEL 10 ppm (skin)
ACGIH TLV: TWA 5 ppm; STEL 10 ppm (skin); Not Classifiable as a Human Carcinogen
DFG MAK: 5 ppm (25 mg/m³); Confirmed Animal Carcinogen with Unknown Relevance to Humans
DOT Classification: 6.1; Label: Poison

Specification

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%.

N,N-Dimethylaniline can be prepared by N-benzyl-N,N-dimethyl-anilinium; bromide at the temperature of 40 °C

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%.

N,N-Dimethylaniline can be used to produce 1-(4-dimethylamino-phenyl)-ethanone at the temperature of 50 °C

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:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LD50	skin	> 20mL/kg (20mL/kg)	SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"	National Technical Information Service. Vol. OTS0571982,
human	LDLo	oral	50mg/kg (50mg/kg)	GASTROINTESTINAL: NAUSEA OR VOMITING GASTROINTESTINAL: OTHER CHANGES	National Clearinghouse for Poison Control Centers, Bulletin. Vol. Jan/Feb, Pg. 1969,
mouse	LDLo	oral	350mg/kg (350mg/kg)		National Toxicology Program Technical Report Series. Vol. NTP-TR-360, Pg. 1989,
rabbit	LD50	skin	1770uL/kg (1.77mL/kg)		American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.
rat	LCLo	inhalation	250mg/m³/4H (250mg/m³)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 37(4), Pg. 35, 1972.
rat	LD50	oral	951mg/kg (951mg/kg)	BEHAVIORAL: TREMOR BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: CYANOSIS	National Technical Information Service. Vol. OTS0571982,
rat	LDLo	subcutaneous	100mg/kg (100mg/kg)		"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 55, 1982.