基本情報
- 標準SMILES
Nc1ccc(Cc2ccc(N)cc2)cc1- InChIKey
YBRVSVVVWCFQMG-UHFFFAOYSA-N- 分子式
- C13H14N2
- 平均分子量
- 198.26 g/mol
- 単同位体質量
- 198.11569846
名称と識別子
- 優先名称
- 4,4-Diaminodiphenylmethane
- IUPAC
- 4-[(4-aminophenyl)methyl]aniline
- 現地名
- 4,4'-ジアミノジフェニルメタン
- 英語名
- 4,4'-Methylenedianiline
- 分子式
- C13H14N2
- 分子量
- 198.26
名称と別名
名称をさらに表示
データベース識別子
- CAS
101-77-9、1219795-26-2- PubChem CID
- 7577
- DTXSID
DTXSID6022422- ChEMBL
CHEMBL85728- ChEBI
CHEBI:32506- UNII
- GG5LL7OBZC
- EC Number
- 202-974-4、663-410-4
- Nikkaji
- J4.995F
物性
構造計算による物性
- XLogP
- 1.6
- 極性表面積
- 52 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 2
- 回転可能結合数
- 2
- 重原子数
- 15
- 形式電荷
- 0
- 複雑度
- 157
物理化学的性質
- 融点
- 89 · 89-91 °C(lit.)
- 沸点
- 242 °C2 · 242 °C2 mm Hg(lit.)
- 比重(密度)
- 1.15 · 1.15
- 蒸気圧
- 0 Pa · 0Pa at 25℃
- 屈折率
- 1.5014 · 1.5014 (estimate)
- 闪点
- 430 °F · 430 °F
- 溶解性
- 水溶性
- 酸解離定数(Pka)
- 5.32 · 5.32±0.25(Predicted)
- 色
- White to Light yellow
- 水溶解度
- 0.1 g/100 · やや溶ける。 <0.1 g/100 mL で 19 ºC
- 比熱容量
- 1.37 J/ · Cp(crystal): 1.37 J/(g·K), at 25℃
- Merck
- 14 · 14,2980
- BRN
- 474706 · 474706
- Henry's Law Constant
- 1.9 · 1.9×105 mol/(m3Pa) at 25℃, HSDB (2015)
- InChI
- 1S/C13H14N2/c14-12-5-1-10(2-6-12)9-11-3-7-13(15)8-4-11/h1-8H,9,14-15H2
- InChIKey
- YBRVSVVVWCFQMG-UHFFFAOYSA-N
- SMILES
- Nc1ccc(Cc2ccc(N)cc2)cc1
- LogP
- 1.55 at · 1.55 at 25℃
- CAS データベース
- 101 · 101-77-9(CAS DataBase Reference)
- NISTの化学物質情報
- 4 · Benzenamine, 4,4'-methylenebis-(101-77-9)
- EPAの化学物質情報
- 4 · 4,4'-Methylenedianiline (101-77-9)
化学的性質
化学的特性4,4-Diaminodiphenylmethane is a pale yellow crystalline solid (turns light brown on contact with air) with a faint amine-like odor that is unstable in the presence of light or air and emits toxic fumes of aniline and nitrogen oxides when heated to decomposition. 4,4'-Methylenedianiline is primarily used in industry as a chemical intermediate in the production of 4,4-methylenedianiline diisocyanates and polyisocyanates, but is also used as a cross-linking agent for the determination of tungsten and sulfates, and as a corrosion inhibitor. Exposure to this substance irritates the skin and eyes and causes liver damage. 4,4'-Methylenedianiline is reasonably anticipated to be a human carcinogen. (NCI05)
安全と法規制
安全データ
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- BY5425000
- ridadr
- UN 2651
- 毒性
- LD50 oral in rabbit: 620mg/kg
- PRTR法
- 第一種指定化学物質
- hs_code
- 29215900
- risk_code
- 45-39/23/24/25-43-48/20/21/22-51/53-68
- 化審法
- (4)-40
- 安衛法
- 57,57-2
- hazard_code
- T,N
- safety_code
- 53-45-61
- hazard_class
- 6.1
- packing_group
- III
- 環境リスク評価
- 4,4’-メチレンジアニリン(101-77-9)
- Hazard Classifications
- Acute Tox. 3 OralAquatic Acute 1Aquatic Chronic 2Carc. 1BMuta. 2Skin Sens. 1STOT RE 2STOT SE 1
- ストレージクラス
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- 有毒物質データの
- 101-77-9(Hazardous Substances Data)
化学と産業
応用分野
用途染料、樹脂硬化剤
用途4,4'-メチレンビス(フェニルイソシアナート)(MDI)?ポリメリックMDIの合成原料、エポキシ樹脂?ポリウレタン樹脂の硬化剤、染料中間体、エポキシ樹脂硬化剤
説明4,4'-Methylenedianiline is an industrial chemical that is not known to occur naturally. It is also commonly known as diaminodiphenylmethane or MDA. It occurs as a colorless to pale yellow solid and has a faint odor. 4,4'-Methylenedianiline is used mainly for making polyurethane foams, which have a variety of uses, such as insulating materials in mailing containers. It is also used for making coating materials, glues, Spandex fiber, dyes, and rubber. 4,4'-Methylenedianiline is also a by-product of azo dyes. It is also possibly formed by hydrolysis of diphenylmethane-4A'-diisocyanate.
使用4,4'-methylenedianiline be used as organic intermediates. Mainly used for the synthesis of polyimide and as curing agent of epoxy resin.
一般的な説明A tan flake or lump solid with a faint fishlike odor. May be toxic by inhalation or ingestion, and may be irritating to skin. Insoluble in water.
調製方法
純化方法Crystallise the amine from water, 95% EtOH or *benzene. [Beilstein 13 IV 390.]
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
定義ChEBI: 4,4'-Methylenedianiline is an aromatic amine that is diphenylmethane substituted at the 4-position of each benzene ring by an amino group. It is primarily used in industry as a chemical intermediate in the production of 4,4-methylenedianiline diisocyanates and polyisocyanates.
関連反応
関連ノート
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