Diisopropylaniline (HCID 32484)

名称と識別子

優先名称: Diisopropylaniline
IUPAC: 2,6-di(propan-2-yl)aniline
現地名: 2,6-ジイソプロピルアニリン
英語名: 2,6-Diisopropylaniline
分子式: C12H19N
分子量: 177.29

名称と別名

2,6-DIISOPROPYLANILINE24544-04-5Benzenamine, 2,6-bis(1-methylethyl)-diisopropylaniline2,6-DiisopropylphenylamineAniline, 2,6-diisopropyl-2,6-Diisopropyl aniline2,6-DilsopropylanilineDTXSID5022279BRN 2208763EINECS 246-305-4190BG0089I

名称をさらに表示

2,6-ジイソプロピルアニリン(2,6-ジイソプロピルフェニル)アミン2,6-ジイソプロピルフェニルアミン2,6-ジイソプロピルベンゼンアミン2,6‐ジイソプロピルアニリン2,6-ジイソプロピルアニリン, TECH2,6-ジイソプロピルアニリン, tech. 90%DIPA2,6-DiisopropylbenzenamineAmitraz E.C.2,6-Di(propan-2-yl)aniline2,6-bis(1-methylethyl)-benzenamin2,6-Di-i-propylaniline2,6-diisopropyl-anilin

DTXCID302279EC 246-305-43-12-00-02764 (Beilstein Handbook Reference)2,6diisopropyl aniline2,6DiisopropylphenylamineAniline, 2,6diisopropylRefChem:587932Benzenamine, 2,6bis(1methylethyl)

データベース識別子

CAS: 24544-04-5
PubChem CID: 32484
DTXSID: DTXSID5022279
ChEMBL: CHEMBL3183764
UNII: 190BG0089I
EC Number: 246-305-4
Nikkaji: J33.769B

物性

構造計算による物性

XLogP: 3.2
極性表面積: 26 Å²
水素結合供与体数: 1
水素結合受容体数: 1
回転可能結合数: 2
重原子数: 13
形式電荷: 0
複雑度: 135

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Amines, Aromatic

LogP3.18

Density0.94 @25 °C

Boiling Point257 °C @760 [mm Hg]

Melting Point-45 °C

Vapor Pressure0.00479 [mmHg]

物理化学的性質

融点: -45 °C · -45 °C (lit.)
沸点: 257 °C · 257 °C (lit.)
比重(密度): 0.94 g/mL · 0.94 g/mL at 25 °C (lit.)
蒸気圧: 0.01 mm · <0.01 mm Hg ( 20 °C)
屈折率: 20 · n20/D 1.532(lit.)
闪点: 255 °F · 255 °F
貯蔵温度: Keep in dark place,Inert atmosphere,Room temperature
溶解性: 0.2 g/l · <0.2g/l
外見: 液体
酸解離定数(Pka): 4.25 · 4.25±0.10(Predicted)
色: クリア
水溶解度: 0.2 g/L · <0.20 g/L
BRN: 2208763 · 2208763
InChI: 1S/C12H19N/c1-8(2)10-6-5-7-11(9(3)4)12(10)13/h5-9H,13H2,1-4H3
InChIKey: WKBALTUBRZPIPZ-UHFFFAOYSA-N
SMILES: CC(C)c1cccc(C(C)C)c1N
LogP: 3.18 at · 3.18 at 20℃
CAS データベース: 24544 · 24544-04-5(CAS DataBase Reference)
NISTの化学物質情報: 2 · Benzenamine, 2,6-bis(1-methylethyl)-(24544-04-5)
EPAの化学物質情報: 2 · 2,6-Diisopropylaniline (24544-04-5)

化学的性質

化学的特性Clear liquid

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 3.4% (2 of 58) of reports.

Warning

H319 (13.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P273, P280, P305+P351+P338, P337+P317, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 58 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

Chemical: Benzenamine, 2,6-bis(1-methylethyl)-

Status: Active Update: 09-01-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/10001

Hazards SummaryCauses other liver changes and changes in bone marrow and spleen in oral lethal-dose studies of rats; [RTECS] May cause irritation; May induce methemoglobinemia; [Sigma-Aldrich MSDS]

Hazard Classes and CategoriesEye Irrit. 2 (13.8%)

安全と保護具

Protective Action Criteria (PAC) · 3 件

9.6 [mg/m3]

110 [mg/m3]

630 [mg/m3]

毒性情報

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect

安全データ

wgk: 2
tsca: TSCA listed
rtecs: BX4025000
hs_code: 29214980
risk_code: 52/53-36/37/38
化審法: (3)-129
消防法: 危-4-3-III
hazard_code: Xi
safety_code: 61-37/39-26
Hazard Classifications: Aquatic Chronic 3Eye Irrit. 2
ストレージクラス: 10 - Combustible liquids

化学と産業

用途と製造

General Manufacturing InformationBenzenamine, 2,6-bis(1-methylethyl)-: ACTIVE

応用分野 · 2 件

使用2,6-Diisopropylaniline is used as intermediate for the manufacture of carbodiimides stabilizers, RIM-PUR, synthetic resins, pesticides, antioxidants, pharmaceuticals and other products. 2,6-Diisopropylaniline may be used in the preparation of multitopic Schiff-base ligand precursors.It may be used in the preparation of NSN-donor proligand, 4,5-bis(2,6-diisopropylanilino)-2,7-di-tert-butyl-9,9-dimethylthioxanthene. It may be used to prepare N-heterocyclic carbene complexes for α-arylation of acyclic ketones, amination of haloarenes, and aqueous Suzuki coupling. 2,6-Diisopropylaniline may be used in the preparation of organocatalyst based on naphthalene diimides (NDIs).

一般的な説明2,6-Diisopropylaniline is an aromatic amine. It reacts with bis(trimethylsilylmethyl)yttrium complexes supported by bulky amidopyridinate (Ap) and amidinate (Amd) ligands to afford yttrium alkyl anilido species. This reaction involves the elimination of TMS (Trimethylsilane).

調製方法 · 1 件

純化方法This method for purifying 2,6-Diisopropylaniline comprises bringing 2,6-diisopropylaniline into contact with an alkyl- or arylsulfonic acid to produce the alkyl- or arylsulfonic acid salt of the 2,6-diisopropylaniline, recrystallizing the sulfonic acid salt in an organic solvent, and subsequently treating the obtained crystals with an alkali.