基本情報
- 標準SMILES
CC(C)(C#N)N=NC(C)(C)C#N- InChIKey
OZAIFHULBGXAKX-UHFFFAOYSA-N- 分子式
- C8H12N4
- 平均分子量
- 164.21 g/mol
- 単同位体質量
- 164.10619638
概要
Insoluble in water and denser than water. Moderately toxic by ingestion. Readily ignited by sparks or flames. Burns intensely and persistently. Toxic oxides of nitrogen produced during combustion. Used as a catalyst, in vinyl polymerizations and a blowing agent for plastics.
名称と識別子
- 優先名称
- Azobisisobutyronitrile
- IUPAC
- 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile
- 現地名
- 2,2'-アゾビス(イソブチロニトリル)
- 英語名
- AIBN
- 分子式
- C8H12N4
- 分子量
- 164.21
名称と別名
名称をさらに表示
データベース識別子
- CAS
34241-39-9、78-67-1- PubChem CID
- 6547
- DTXSID
DTXSID1026457- ChEMBL
CHEMBL1886625- ChEBI
CHEBI:189360- UNII
- FZ6PX8U5YB
- EC Number
- 201-132-3、829-366-7
- Nikkaji
- J1.955K、J3.670.816F
物性
構造計算による物性
- XLogP
- 1.3
- 極性表面積
- 72.3 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 4
- 回転可能結合数
- 2
- 重原子数
- 12
- 形式電荷
- 0
- 複雑度
- 251
実験および物理化学的性質
Chemical Classes
Nitrogen Compounds -> Nitriles
Flammable agents - 3rd degree
Color/Form
CRYSTALS FROM ETHANOL + WATER
WHITE POWDER
Solubility
SOL IN METHANOL @ 0, 20, 40 °C: 1.8, 4.96, 16.06 G/100 ML; SOL IN ETHANOL @ 0, 20, 40 °C: 0.58, 2.04, 7.15 G/100 ML
INSOL IN WATER; SOL IN MANY ORG SOLVENTS; SOL IN VINYL MONOMERS
Solubility in water at 20 °C: none
Vapor Pressure
0.0067 [mmHg]
Vapor pressure, Pa at 20 °C:
Physical Description
Insoluble in water and denser than water. Moderately toxic by ingestion. Readily ignited by sparks or flames. Burns intensely and persistently. Toxic oxides of nitrogen produced during combustion. Used as a catalyst, in vinyl polymerizations and a blowing agent for plastics.
Dry Powder; Other Solid; Large Crystals; CBI
White solid; [ICSC] Fine white crystals; [MSDSonline]
WHITE POWDER.
Autoignition Temperature
147 °F (64 °C)
64 °C
物理化学的性質
- 融点
- 102 · 102-104 °C (dec.)(lit.)
- 沸点
- 281.68 °C · 281.68°C (rough estimate)
- 比重(密度)
- 1.11 · 1.11
- 蒸気圧
- 0.81 Pa · 0.81Pa at 24.85℃
- 屈折率
- 20 · n20/D1.495
- 闪点
- 4 ℃ · 4℃
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- クロロホルム(微量)、メタノール(微量)
- 外見
- 個体
- 色
- EtOHからの結晶
- 臭い (Odor)
- 無臭
- 水溶解度
- 不溶性
- 比熱容量
- 1.45 J/ · Cp(crystal): 1.45 J/(g·K), at 25℃
- Merck
- 13 · 13,920
- BRN
- 1708400 · 1708400
- Henry's Law Constant
- 2.4 · 2.4×100 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- 安定性
- 可燃性固体。衝撃に敏感。熱的に不安定。アセトンまたはヘプタンと混合すると爆発する可能性があります。酸化剤と相容れない。
- InChI
- 1S/C8H12N4/c1-7(2,5-9)11-12-8(3,4)6-10/h1-4H3/b12-11+
- InChIKey
- OZAIFHULBGXAKX-VAWYXSNFSA-N
- SMILES
- CC(C)(\N=N\C(C)(C)C#N)C#N
- LogP
- 1.1 at · 1.1 at 25℃
- CAS データベース
- 78 · 78-67-1(CAS DataBase Reference)
- NISTの化学物質情報
- 2 · 2,2'-Azo-bis-isobutyronitrile(78-67-1)
- EPAの化学物質情報
- Azobis(isobutyronitrile) (78-67-1)
化学的性質
化学性质白色結晶,分解温度 106℃,水・アルコー ルに微溶
安全と法規制
GHS分類
GHS Classification
Danger
H242: Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides]
P210, P234, P235, P240, P261, P264, P270, P271, P273, P280, P301+P317, P304+P340, P317, P330, P370+P378, P403, P410, P411, P420, and P501 (click each P-code to see the statement)
Danger
H242 (100%): Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides]
P210, P234, P235, P240, P261, P264, P270, P271, P273, P280, P301+P317, P304+P340, P317, P330, P370+P378, P403, P410, P411, P420, and P501 (click each P-code to see the statement)
危険有害性情報
Regulatory Information
Chemical: Propanenitrile, 2,2'-azobis[2-methyl-
Propanenitrile, 2,2'-(1,2-diazenediyl)bis[2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propanenitrile, 2,2'-(1,2-diazenediyl)bis[2-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 28-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14322
Propanenitrile, 2,2'-azobis(2-methyl)-: HSNO Approval: HSR001429 Approved with controls
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Fire Hazards
Excerpt from ERG Guide 150 [Substances (Self-Reactive / Temperature Controlled)]:
Highly flammable. Finely dispersed particles form explosive mixtures in air. Risk of fire and explosion when dissolving in organic solvents. Explosive.
Hazards Summary
Forms hydrogen cyanide in the body; [Merck Index] Decomposed by warming forming toxic fumes such as tetramethylsuccinonitrile and cyanide; May decompose explosively from heating, shock, friction, or concussion; May cause CNS and liver effects; [ICSC] May form explosive mixture of dust in air; May self-decompose or self-ignite from heat, chemical reaction, or impact; [CAMEO] Effects in high-dose animal studies include toxicity to liver and kidneys; [eChemPortal: SIDSUNEP] Highly flammable; May explode from shock, friction, fire, or other source of ignition; May cause irritation; Targets the CNS, liver, and kidneys; [MSDSonline] See NITRILES.
Reactivity Profile
Self-decomposition or self-ignition may be triggered by heat, chemical reaction, friction or impact. Self-accelerating decomposition may occur if the specific control temperature is not maintained. These materials are particularly sensitive to temperature rises. AZODIISOBUTYRONITRILE is an azo compound. Azo, diazo, azido compounds can detonate. This applies in particular to organic azides that have been sensitized by the addition of metal salts or strong acids. Toxic gases are formed by mixing materials of this class with acids, aldehydes, amides, carbamates, cyanides, inorganic fluorides, halogenated organics, isocyanates, ketones, metals, nitrides, peroxides, phenols, epoxides, acyl halides, and strong oxidizing or reducing agents. Flammable gases are formed by mixing materials in this group with alkali metals. Explosive combination can occur with strong oxidizing agents, metal salts, peroxides, and sulfides.
Chemical Dangers
Decomposes on warming. This produces toxic fumes of tetramethylsuccinonitrile (see ICSC 1121) and cyanide. May decompose explosively on shock, friction or concussion. May explode on heating. Reacts violently with alcohols, oxidants, ketones such as acetone, aldehydes and hydrocarbons such as heptane. This generates fire and explosion hazard.
安全と保護具
Fire Fighting
Excerpt from ERG Guide 150 [Substances (Self-Reactive / Temperature Controlled)]:
Use water in large amounts, water spray. In case of fire: keep drums, etc., cool by spraying with water.
First Aid Measures
Fresh air, rest. Refer for medical attention.
Remove contaminated clothes. Rinse skin with plenty of water or shower.
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
Induce vomiting (ONLY IN CONSCIOUS PERSONS!). Give a slurry of activated charcoal in water to drink. Refer for medical attention .
Spillage Disposal
Consult an expert! Personal protection: filter respirator for organic gases and particulates adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Remove all ignition sources. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting.
毒性情報
安全データ
- F
- 4.4
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- UG0800000
- ridadr
- UN 3234 4.1
- 毒性
- LDLo orl-rat: 670 mg/kg 34ZIAG 0,117,69
- PRTR法
- 第一種指定化学物質
- hs_code
- 29269090
- risk_code
- 2-11-20/22-52/53-67-65-48/20-38-63-66-36
- 化審法
- (2)-1531
- 消防法
- 危-5-II
- hazard_code
- E,Xn,F,Xi
- safety_code
- 39-41-47-61-62-36/37-16-26
- hazard_class
- 4.1
- packing_group
- II
- 毒劇物取締法
- 劇物
- 環境リスク評価
- 2,2'-アゾビスイソブチロニトリル(78-67-1)
- Hazard Classifications
- Aquatic Chronic 3Asp. Tox. 1Flam. Liq. 2Repr. 2Skin Irrit. 2STOT RE 2STOT SE 3
- ストレージクラス
- 3 - Flammable liquids
- 有毒物質データの
- 78-67-1(Hazardous Substances Data)
化学と産業
薬理情報
用途と製造
Uses
Used as blowing agent (elastomers and plastics), catalyst (vinyl polymerizations), curing agent (unsaturated polyester resins), and fumigant (when heated); [HSDB]
Plastic Composites Manufacturing [Category: Industry]
BLOWING AGENT FOR ELASTOMERS & PLASTICS; INITIATOR FOR FREE RADICAL REACTIONS
CATALYST FOR VINYL POLYMERIZATIONS & FOR CURING UNSATURATED POLYESTER RESINS
AZOBISNITRILES ARE CARRIER GASES FOR FUMIGANTS. COMPOUND CONTAINING PERMETHRIN 10, 2,2'-AZOBISISOBUTYRONITRILE 80, & MOLDING AGENT 10 PARTS WAS GRANULATED. WHEN HEATED 92% OF PERMETHRIN GASIFIED.
Methods of Manufacturing
...BY OXIDATION OF ALPHA,ALPHA'-HYDRAZOBUTYRIC ACID DINITRILE: OVERBERGER ET AL, J AM CHEM SOC 71, 2661 (1949); HORNER, SCHWENK, ANN 566, 69 (1950); FROM 2-AMINOISOBUTYRONITRILE + NAOCL: BRITISH PATENT 672,106 (1952 TO DU PONT)...
...FROM 2,2'-DICHLORO-2,2'-AZOPROPANE: BENZING, ANN 631, 1 (1960); BRITISH PATENT 929,182 (1963 TO MONSANTO).
General Manufacturing Information
Plastics Material and Resin Manufacturing
Propanenitrile, 2,2'-(1,2-diazenediyl)bis[2-methyl-: ACTIVE
応用分野
解説無色の結晶.融点107 ℃(分解).エーテル,エタノールに可溶,水に不溶.約80 ℃ 以上に加熱すると窒素を発生し,テトラメチルスクシノニトリルC6H12(CN)2になる.この分解反応過程で生成する1-シアノ-1-メチルエチルラジカルを利用して,ラジカル反応開始剤として広く用いられている.そのほか,スポンジなどの製造用発泡剤として,ゴム,エポキシ,および塩化ビニル樹脂の発泡体製造に用いられる.生体内ではシアン化水素を発生する.LD50 0.7 g/kg(マウス,経口).森北出版「化学辞典(第2版)
用途それを応用する発泡剤、ラジカル重合誘発剤、ハロゲネーション用触媒。
用途合成樹脂ゴムの発泡剤、重合酸化触媒
用途合成樹脂原料(発泡剤、重合開始剤)。
使用Used as an initiator in the synthesis of highly cross-linked Poly(divinylbenzene) (PDVB) polymers. 1 Used as an initiator in the polymerization process of 2-hydroxyethyl methacrylate (HEMA). 2
一般的な説明Insoluble in water and denser than water. Moderately toxic by ingestion. Readily ignited by sparks or flames. Burns intensely and persistently. Toxic oxides of nitrogen produced during combustion. Used as a catalyst, in vinyl polymerizations and a blowing agent for plastics.
使用用途アゾビスイソブチロニトリルは、容易に分解して、窒素ガスの放出とともに2-シアノ-2-プロピルラジカルを与えます。この性質を利用して、各種ラジカル反応のラジカル開始剤として広く利用されています。 代表的な反応は、ビニル化合物やなどの汎用ポリマーを合成する重合反応や、 (HBr) を用いたアルケンのヒドロ臭素化反応などです。を溶媒とするとの混合溶液にアゾビスイソブチロニトリルを加えて穏やかに加熱すると、ポリスチレンを得ることができます。また、有機合成における中間体、ゴムやプラスチックなどの発泡剤などの利用用途もあります。
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: (E)-Azobis(isobutyronitrile) is an azo compound.
関連反応
関連ノート
読み込み中…