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N,N-ジメチルアニリン

N,N-ジメチルアニリン 化学構造式
121-69-7
CAS番号.
121-69-7
化学名:
N,N-ジメチルアニリン
别名:
N,N-ジメチルアニリン;DMA;N,N-ジメチルアニリン標準品;N,N-ジメチルアニリン標準原液;N,Nジメチルアニリン;N,N-ジメチルアニリン [生化学用];N,N‐ジメチルアニリン;N,N‐ジメチルアニリン標準品;N,N‐ジメチルアニリン標準原液;N,N-ジメチルアニリン 標準溶液 1000ΜG/ML
英語化学名:
N,N-Dimethylaniline
英語别名:
DMA;HLADM;RING6;D6S222E;nl63-10p;Xylidene;NSC 7195;NCI-C56428;N.N-Dimethylan;Dimethylanilin
CBNumber:
CB6852937
化学式:
C8H11N
分子量:
121.18
MOL File:
121-69-7.mol

N,N-ジメチルアニリン 物理性質

融点 :
1.5-2.5 °C (lit.)
沸点 :
193-194 °C (lit.)
比重(密度) :
0.956 g/mL at 25 °C (lit.)
蒸気密度:
3 (vs air)
蒸気圧:
2 mm Hg ( 25 °C)
屈折率 :
n20/D 1.557(lit.)
闪点 :
158 °F
貯蔵温度 :
Store below +30°C.
溶解性:
1.2g/l
外見 :
Liquid
酸解離定数(Pka):
5.15(at 25℃)
色:
Clear yellow
Relative polarity:
0.179
PH:
7.4 (1.2g/l, H2O, 20℃)
爆発限界(explosive limit):
1.2-7%(V)
水溶解度 :
1 g/L (20 ºC)
Merck :
14,3234
BRN :
507140
Henry's Law Constant:
4.98(x 10-6 atm?m3/mol) at 20 °C (approximate - calculated from water solubility and vapor pressure)
暴露限界値:
NIOSH REL: TWA 5 ppm (25 mg/m3), STEL 10 ppm (50 mg/m3), IDLH 100 ppm; OSHA PEL: TWA 5 ppm; ACGIH TLV: TWA 5 ppm, STEL 10 ppm (adopted).
安定性::
Stable. Incompatible with strong oxidizing agents, strong acids, acid chlorides, acid anhydrides, chloroformates, halogens. Combustible.
InChIKey:
JLTDJTHDQAWBAV-UHFFFAOYSA-N
CAS データベース:
121-69-7(CAS DataBase Reference)
NISTの化学物質情報:
Benzenamine, N,N-dimethyl-(121-69-7)
IARC:
3 (Vol. 57) 1993
EPAの化学物質情報:
N,N-Dimethylaniline (121-69-7)
安全性情報
  • リスクと安全性に関する声明
  • 危険有害性情報のコード(GHS)
主な危険性  T,N
Rフレーズ  61-20/21-51/53-40-23/24/25
Sフレーズ  53-45-61-36/37-28A-28
RIDADR  UN 2253 6.1/PG 2
WGK Germany  3
RTECS 番号 BX4725000
8
自然発火温度 370 °C DIN 51794
TSCA  Yes
HSコード  2921 42 00
国連危険物分類  6.1
容器等級  II
有毒物質データの 121-69-7(Hazardous Substances Data)
毒性 LD50 orally in rats: 1.41 ml/kg (Smyth)
消防法 危険物第4類第三石油類(非水溶性)
化審法 (3)-114, (3)-129
安衛法 変異原性物質
PRTR法 第一種指定化学物質
絵表示(GHS)
注意喚起語 Danger
危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード
H227 引火性液体 引火性液体 4 警告 P210, P280, P370+P378, P403+P235,P501
H301 飲み込むと有毒 急性毒性、経口 3 危険 P264, P270, P301+P310, P321, P330,P405, P501
H311 皮膚に接触すると有毒 急性毒性、経皮 3 危険 P280, P302+P352, P312, P322, P361,P363, P405, P501
H319 強い眼刺激 眼に対する重篤な損傷性/眼刺激 性 2A 警告 P264, P280, P305+P351+P338,P337+P313P
H331 吸入すると有毒 急性毒性、吸入 3 危険 P261, P271, P304+P340, P311, P321,P403+P233, P405, P501
H336 眠気やめまいのおそれ 特定標的臓器毒性、単回暴露; 麻酔作用 3 警告 P261, P271, P304+P340, P312,P403+P233, P405, P501
H341 遺伝性疾患のおそれの疑い 生殖細胞変異原性 2 警告 P201,P202, P281, P308+P313, P405,P501
H351 発がんのおそれの疑い 発がん性 2 警告 P201, P202, P281, P308+P313, P405,P501
H370 臓器の障害 特定標的臓器有害性、単回暴露 1 危険 P260, P264, P270, P307+P311, P321,P405, P501
H372 長期にわたる、または反復暴露により臓器の障 害 特定標的臓器有害性、単回暴露 1 危険 P260, P264, P270, P314, P501
H411 長期的影響により水生生物に毒性 水生環境有害性、慢性毒性 2
注意書き
P201 使用前に取扱説明書を入手すること。
P202 全ての安全注意を読み理解するまで取り扱わないこ と。
P210 熱/火花/裸火/高温のもののような着火源から遠ざ けること。-禁煙。
P260 粉じん/煙/ガス/ミスト/蒸気/スプレーを吸入しないこ と。
P264 取扱い後は皮膚をよく洗うこと。
P264 取扱い後は手や顔をよく洗うこと。
P270 この製品を使用する時に、飲食または喫煙をしないこ と。
P271 屋外または換気の良い場所でのみ使用すること。

N,N-ジメチルアニリン 価格 もっと(26)

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入
富士フイルム和光純薬株式会社(wako) W01W0104-0276 N,N-ジメチルアニリン 99.0+% (Capillary GC)
N,N-Dimethylaniline 99.0+% (Capillary GC)
121-69-7 25mL ¥1400 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01W0104-0276 N,N-ジメチルアニリン 99.0+% (Capillary GC)
N,N-Dimethylaniline 99.0+% (Capillary GC)
121-69-7 500mL ¥2700 2021-03-23 購入
東京化成工業 D0665 N,N-ジメチルアニリン >99.0%(GC)(T)
N,N-Dimethylaniline >99.0%(GC)(T)
121-69-7 500mL ¥2500 2021-03-23 購入
東京化成工業 D0665 N,N-ジメチルアニリン >99.0%(GC)(T)
N,N-Dimethylaniline >99.0%(GC)(T)
121-69-7 25mL ¥1700 2021-03-23 購入
関東化学株式会社(KANTO) 10328-01 N,N‐ジメチルアニリン >99.0%(GC)
N,N‐Dimethylaniline >99.0%(GC)
121-69-7 500g ¥2300 2021-03-23 購入

N,N-ジメチルアニリン 化学特性,用途語,生産方法

外観

無色~うすい黄色, 澄明の液体

溶解性

水に不溶。アルコール, エーテルに易溶。エタノール及びアセトンに極めて溶けやすく、水に溶けにくい。

解説

C8H11N(121.18).C6H5N(CH3)2.アニリンのN,N-ジメチル体.工業的には,アニリンと大過剰のメタノールに少量の硫酸を加えてオートクレーブ中で加熱してつくられる.液体.融点2.5 ℃,沸点192~193 ℃.77 ℃(1.73 kPa).水蒸気蒸留できる.d420"0.9557.nD20"1.5582.pKa 5.15(25 ℃).ほとんどの有機溶媒にまじるが,水に不溶.ニトロソ化するとp-ニトロソ体が容易にでき,またホスゲンと縮合させるとミヒラーケトンが得られる.塩基性染料,アゾ染料の中間物となる.[CAS 121-69-7]
森北出版「化学辞典(第2版)

用途

塩基性染料?有機ゴム薬品(加硫促進剤)中間体、溶剤

化学的特性

Straw to brown-colored oily liquid with a characteristic amine-like odor. Odor threshold concentration is 13 ppb (quoted, Amoore and Hautala, 1983).

物理的性質

Straw to brown-colored oily liquid with a characteristic amine-like odor. Odor threshold concentration is 13 ppb (quoted, Amoore and Hautala, 1983).

使用

N,N-Dimethylaniline is used in production of dyestuffs, as a solvent, a reagent in methylation reactions, and a hardener in fiberglass reinforced resins.

使用

Intermediate in the manufacture of dyes; solvent; rubber vulcanizing agent and stabilizer

使用

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

定義

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

調製方法

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).

一般的な説明

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.

空気と水の反応

Insoluble in water.

反応プロフィール

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.

健康ハザード

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.

健康ハザード

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.

火災危険

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.

工業用途

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).

安全性プロファイル

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.

Carcinogenicity

A 2-year corn oil gavage bioassay conducted by NTP in F344/N rats (0.3 or 30 mg/kg) and B6C3F1 mice (0, 15, or 30 mg/kg) for 103 weeks concluded that there was some evidence of carcinogenic activity for male F344/N rats as indicated by the increased incidences of sarcomas or osteosarcomas in the spleen; there was no evidence of carcinogenic activity in the female rats or male mice; there was equivocal evidence of carcinogenic activity for female mice as indicated by an increased incidence of squamous cell papillomas of the forestomach. Both rats and mice could have tolerated doses higher than those used in these studies.

環境運命予測

Photolytic. A rate constant of 1.48 x 10-10 cm3/molecule?sec was reported for the reaction of N,N-dimethylaniline and OH radicals in air at room temperature (Atkinson et al., 1987).
Chemical/Physical. Products identified from the gas-phase reaction of ozone with N,Ndimethylaniline in synthetic air at 23 °C were: N-methylformanilide, formaldehyde, formic acid, hydrogen peroxide, and a nitrated salt having the formula: [C6H6NH(CH3)2]+NO3 - (Atkinson et al., 1987). Reacts with acids forming water-soluble salts.

代謝

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).

純化方法

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-ジメチルアニリン 上流と下流の製品情報

原材料

準備製品


N,N-ジメチルアニリン 生産企業

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121-69-7(N,N-ジメチルアニリン)キーワード:


  • 121-69-7
  • Aniline, N,N-dimethyl-
  • Benzenamine,N,N-dimethyl-
  • N,N-dimethyl-Benzenamine
  • N,N-Dimethylbenzeneamine
  • N,N-Dimethyl-N-phenylamine
  • N,N-Dimethylphenylamine
  • N,N-DIMETHYLACETATE
  • N-ACETYLDIMETHYLAMINE
  • N,N-Dimethylaniline [for Biochemical Research]
  • N,N-Dimethylaniline,99%
  • NCI-C56428
  • nl63-10p
  • Versneller NL 63/10
  • versnellernl63/10
  • Xylidene
  • N,N-Dimethylaniline
  • N,N-Dimethylaniline, synthesis grade
  • N,N-Dimethylaniline, reagent grade
  • N,N-DIMETHYLANILINE FOR SYNTHESIS
  • NSC 7195
  • DMA, N-Phenyldimethylamine
  • N,N-DiMethylaniline purified by redistillation, >=99.5%
  • N,N-DiMethylaniline ReagentPlus(R), 99%
  • N,N-DiMethylaniline, 98+%
  • N,N-DiMethylaniline, 99% 1LT
  • N,N-DiMethylaniline, 99% 5ML
  • N.N-Dimethylan
  • D6S222E
  • HLADM
  • RING6
  • N,N-ジメチルアニリン
  • DMA
  • N,N-ジメチルアニリン標準品
  • N,N-ジメチルアニリン標準原液
  • N,Nジメチルアニリン
  • N,N-ジメチルアニリン [生化学用]
  • N,N‐ジメチルアニリン
  • N,N‐ジメチルアニリン標準品
  • N,N‐ジメチルアニリン標準原液
  • N,N-ジメチルアニリン 標準溶液 1000ΜG/ML
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