ChemicalBook
Chinese Japanese Germany Korea

N,N-Dimethylaniline

N,N-Dimethylaniline
N,N-Dimethylaniline structure
CAS No.
121-69-7
Chemical Name:
N,N-Dimethylaniline
Synonyms
DMA;HLADM;RING6;D6S222E;nl63-10p;Xylidene;NSC 7195;NCI-C56428;Dimethylanilin;N.N-Dimethylan
CBNumber:
CB6852937
Molecular Formula:
C8H11N
Formula Weight:
121.18
MOL File:
121-69-7.mol

N,N-Dimethylaniline Properties

Melting point:
1.5-2.5 °C(lit.)
Boiling point:
193-194 °C(lit.)
Density 
0.956 g/mL at 20 °C
vapor density 
3 (vs air)
vapor pressure 
2 mm Hg ( 25 °C)
refractive index 
n20/D 1.557(lit.)
Flash point:
158 °F
storage temp. 
0-6°C
solubility 
1.2g/l
form 
Liquid
pka
5.15(at 25℃)
color 
Clear yellow
Relative polarity
0.179
PH
7.4 (1.2g/l, H2O, 20℃)
explosive limit
1.2-7%(V)
Water Solubility 
1 g/L (20 ºC)
Merck 
14,3234
BRN 
507140
Stability:
Stable. Incompatible with strong oxidizing agents, strong acids, acid chlorides, acid anhydrides, chloroformates, halogens. Combustible.
InChIKey
JLTDJTHDQAWBAV-UHFFFAOYSA-N
CAS DataBase Reference
121-69-7(CAS DataBase Reference)
NIST Chemistry Reference
Benzenamine, N,N-dimethyl-(121-69-7)
EPA Substance Registry System
Benzenamine, N,N-dimethyl-(121-69-7)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
  • NFPA
Hazard Codes  T,N
Risk Statements  61-20/21-51/53-40-23/24/25
Safety Statements  53-45-61-36/37-28A-28
RIDADR  UN 2253 6.1/PG 2
WGK Germany  3
RTECS  BX4725000
8
Autoignition Temperature 370 °C DIN 51794
TSCA  Yes
HS Code  2921 42 00
HazardClass  6.1
PackingGroup  II
Hazardous Substances Data 121-69-7(Hazardous Substances Data)
Toxicity LD50 orally in rats: 1.41 ml/kg (Smyth)
Symbol(GHS):
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H227 Combustible liquid Flammable liquids Category 4 Warning P210, P280, P370+P378, P403+P235,P501
H301 Toxic if swalloed Acute toxicity,oral Category 3 Danger P264, P270, P301+P310, P321, P330,P405, P501
H311 Toxic in contact with skin Acute toxicity,dermal Category 3 Danger P280, P302+P352, P312, P322, P361,P363, P405, P501
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning P264, P280, P305+P351+P338,P337+P313P
H331 Toxic if inhaled Acute toxicity,inhalation Category 3 Danger P261, P271, P304+P340, P311, P321,P403+P233, P405, P501
H336 May cause drowsiness or dizziness Specific target organ toxicity,single exposure; Narcotic effects Category 3 Warning P261, P271, P304+P340, P312,P403+P233, P405, P501
H341 Suspected of causing genetic defects Germ cell mutagenicity Category 2 Warning P201,P202, P281, P308+P313, P405,P501
H351 Suspected of causing cancer Carcinogenicity Category 2 Warning P201, P202, P281, P308+P313, P405,P501
H370 Causes damage to organs Specific target organ toxicity, single exposure Category 1 Danger P260, P264, P270, P307+P311, P321,P405, P501
H372 Causes damage to organs through prolonged or repeated exposure Specific target organ toxicity, repeated exposure Category 1 Danger P260, P264, P270, P314, P501
H411 Toxic to aquatic life with long lasting effects Hazardous to the aquatic environment, long-term hazard Category 2
Precautionary statements:
P201 Obtain special instructions before use.
P202 Do not handle until all safety precautions have been read and understood.
P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P260 Do not breathe dust/fume/gas/mist/vapours/spray.
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P270 Do not eat, drink or smoke when using this product.
P271 Use only outdoors or in a well-ventilated area.
P273 Avoid release to the environment.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P311 Call a POISON CENTER or doctor/physician.
P391 Collect spillage. Hazardous to the aquatic environment
P301+P310 IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P307+P311 IF exposed: call a POISON CENTER or doctor/physician.
P370+P378 In case of fire: Use … for extinction.
P405 Store locked up.
P403+P233 Store in a well-ventilated place. Keep container tightly closed.
P501 Dispose of contents/container to..…

NFPA 704

Diamond Hazard Value Description
2
3 0
Health   3 Short exposure could cause serious temporary or moderate residual injury (e.g. liquid hydrogen, sulfuric acid, calcium hypochlorite, hexafluorosilicic acid)
Flammability   2 Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur and multiple finely divided suspended solids that do not require heating before ignition can occur. Flash point between 37.8 and 93.3 °C (100 and 200 °F). (e.g. diesel fuel, sulfur)
Instability   0 Normally stable, even under fire exposure conditions, and is not reactive with water (e.g. helium,N2)
Special  

(NFPA, 2010)

N,N-Dimethylaniline price More Price(18)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 407275 N,N-Dimethylaniline purified by redistillation, ≥99.5% 121-69-7 100ml $69.4 2018-11-13 Buy
Sigma-Aldrich 407275 N,N-Dimethylaniline purified by redistillation, ≥99.5% 121-69-7 800ml $315 2018-11-13 Buy
TCI Chemical D0665 N,N-Dimethylaniline >99.0%(GC)(T) 121-69-7 25mL $13 2018-11-22 Buy
TCI Chemical D0665 N,N-Dimethylaniline >99.0%(GC)(T) 121-69-7 500mL $26 2018-11-22 Buy
Alfa Aesar A11916 N,N-Dimethylaniline, 99% 121-69-7 100ml $19.1 2018-11-13 Buy

N,N-Dimethylaniline Chemical Properties,Uses,Production

Chemical Properties

liquid

Uses

Solvent; manufacture of vanillin, Michler's ketone, methyl violet and other dyes. As reagent for methanol, methyl furfural, H2O2, nitrate, alcohol, formaldehyde.

Definition

ChEBI: A tertiary amine that is aniline in which the amino hydrogens are replaced by two methyl groups.

Production Methods

N,N-Dimethylaniline is made by heating aniline, methyl alcohol and sulfuric acid under pressure, followed by hydrolysis of the sulfate formed with sodium hydroxide to the free base (Windholz et al 1983). United States production in 1975 was estimated at 4,600 metric tons (HSDB 1989).

General Description

A yellow to brown colored oily liquid with a fishlike odor. Less dense than water and insoluble in water. Flash point 150°F. Toxic by ingestion, inhalation, and skin absorption. Used to make dyes and as a solvent.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Explosive decomposition occurred when finely divided benzoyl peroxide was allowed to react with N,N-Dimethylaniline by breaking an ampoule containing 0.5 grams of dimethylaniline in an autoclave, NFPA 491M, 1991. This result may be expected with other peroxides and various oxidants.

Health Hazard

TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Health Hazard

Clinical signs of intoxication with N,N-dimethylaniline in man are headaches, cyanosis, dizziness, labored breathing, paralysis and convulsions (HSDB 1989). It is absorbed through the skin to produce a dangerous methemoglobinemia (Gosselin 1984). Treatment is similar to that of aniline with the object of managing methemoglobinemia.

Fire Hazard

Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.

Industrial uses

N,N-Dimethylaniline is used as chemical intermediate in the manufacturing of vanillin, Michler's ketone, and dyes such as Acid Red 2, Basic Green 4 and Basic Violet 1 (Northcott 1978). It is also used as a solvent and an activator for polyesters and as an alkylating agent (Beard and Noe 1981). It is used as an acid scavenger or accepter in the manufacture of beta-lactam antibiotics such as penicillin and cephalosporin (Nachtmann and Gstrein 1981).

Safety Profile

Suspected carcinogen with equivocal tumorigenic data. Human poison by ingestion. Moderately toxic by inhalation and skin contact. A skin irritant. Human systemic effects by ingestion: nausea or vomiting. Physiological action is similar to, but less toxic than, adne. A central nervous system depressant. Mutation data reported. Flammable liquid when exposed to heat, flame, or oxidizers. Explodes on contact with benzoyl peroxide or disopropyl peroxydicarbonate. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits htghly toxic fumes of adne and NOx. See also ANILINE.

Metabolism

Ν,Ν-Dimethylaniline undergoes N-demethylation, N-oxidation, and ring hydroxylation in animals. Urinary metabolites produced by dogs and rabbits injected with this compound included 4-aminophenol, 4-dimethylaminophenol, 2-aminophenol and N-methylaniline (Williams 1959; Kiese and Renner 1974). N-oxidation, N-demethylation and ring hydroxylation of Ν,Ν-dimethylaniline was demonstrated in vitro using liver microsomal preparations from pigs, rats, rabbits, chickens, and guinea pigs (Fish et al 1955; Zeigler and Pettit 1964, 1966; Abou-Donia and Menzel 1968). N-oxidation was also demonstrated using whole homogenate of human liver (Zeigler and Gold 1971; Rane 1974). Evidence has been obtained with rabbit liver microsomes for two pathways for Ν,Ν-dimethylaniline N-oxidation (Hlavica and Kehl 1977). One pathway involves cytochrome P-450 while the second makes use of flavin-containing monooxygenase. N,N-Dimethylaniline was also metabolized to formaldehyde in the nasal and respiratory mucosa of Fischer 344 rats (McNulty et al 1983). Alveolar type II cells from rabbit and rat lungs catalyzed the N-oxidation of this compound (Devereux and Fouts 1974; Ohmiya and Mehendale 1981). The microsomal preparation from rat seminal vesicles when fortified with arachidonic acid catalyzed the dealkylation of N,Ndimethylaniline (Sivarajah et al 1982).

Purification Methods

Primary and secondary amines (including aniline and monomethylaniline) can be removed by refluxing for 4-5hours with excess acetic anhydride, and then fractionally distilling. Crocker and Jones (J Chem Soc 1808 1959) used four volumes of acetic anhydride, then distilled off the greater part of it, and dissolved the residue in ice-cold dilute HCl. Non-basic materials were removed by ether extraction, then the dimethylaniline was liberated with ammonia, extracted with ether, dried, and distilled under reduced pressure. Metzler and Tobolsky (J Am Chem Soc 76 5178 1954) refluxed with only 10% (w/w) of acetic anhydride, then cooled and poured it into excess 20% HCl, which, after cooling, was extracted with diethyl ether. (The amine hydrochloride remains in the aqueous phase.) The HCl solution was cautiously made alkaline to phenolphthalein, and the amine layer was drawn off, dried over KOH and fractionally distilled under reduced pressure, under nitrogen. Suitable drying agents for dimethylaniline include NaOH, BaO, CaSO4, and CaH2. Other purification procedures include the formation of the picrate (m 163o from Me2CO or EtOH/H2O), prepared in *benzene solution and crystallised to constant melting point, then decomposed with warm 10% NaOH and extracted into ether: the extract was washed with water and distilled under reduced pressure. The oxalate salt has also been used for purification. The base has been fractionally crystallised by partial freezing and also from aqueous 80% EtOH then from absolute EtOH. It has been distilled from zinc dust, under nitrogen. [Beilstein 12 H 141, 12 I 151, 12 II 2, 12 III 245, 12 IV 243.]

N,N-Dimethylaniline Preparation Products And Raw materials

Raw materials

Preparation Products


N,N-Dimethylaniline Suppliers

Global( 314)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Hefei TNJ Chemical Industry Co.,Ltd.
86-0551-65418684 18949823763
86-0551-65418684 info@tnjchem.com China 1730 55
Yancheng Green Chemicals Co.,Ltd
86-515-87883661
86-515-87883652 sales@greenchem-china.com CHINA 349 58
Hebei Chisure Biotechnology Co., Ltd.
+8613292893290
+8613292893290 Nancy@SpeedGainpharma.com CHINA 1020 58
Shenzhen Sendi Biotechnology Co.Ltd.
0755-23311925 18102838259
0755-23311925 Abel@chembj.com CHINA 3203 55
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21954 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20680 55
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32457 55
Hangzhou FandaChem Co.,Ltd.
0086 158 5814 5714 (Mobile; WhatsApp; Telegram)
+86-571-56059825 fandachem@gmail.com CHINA 2561 55
Anhui Royal Chemical Co., Ltd.
+86-025-86736275
dana.jiang@royal-chem.com CHINA 488 55
Tianjin Zhongxin Chemtech Co., Ltd.
022-89880739
022-66880086 sales@tjzxchem.com CHINA 558 58

View Lastest Price from N,N-Dimethylaniline manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-12-18 N,N-Dimethylaniline
121-69-7
US $8.00 / kg 1kg 99% 10TON career henan chemical co
2019-04-29 N,N-Dimethylaniline
121-69-7
US $10.00 / KG 1KG 99% 500tons/month Hebei Chisure Biotechnology Co., Ltd.
2019-04-17 N,N-Dimethylaniline
121-69-7
US $1.00 / g 10g 99% 10000 Kilogram/Kilograms per Month Cangzhou Wanyou New Material Technology Co.,Ltd

N,N-Dimethylaniline Spectrum


121-69-7(N,N-Dimethylaniline)Related Search:


Copyright 2017 © ChemicalBook. All rights reserved