メタアクリロニトリル

メタアクリロニトリル · イソプロペンシアニド · イソプロペニルシアニド · 2-メチル-2-プロペンニトリル · イソプロペニルニトリル · 2-メチルプロペンニトリル · 2-メチレンプロピオノニトリル · メタクリロニトリル

https://huagongshe.com/ja/chemical/31368

識別子と物理属性

CAS No.	126-98-7
分子式	C4H5N
平均分子量	67.09 g/mol
単同位体質量	67.04219916 g/mol
SMILES	C=C(C)C#N
InChIKey	GYCMBHHDWRMZGG-UHFFFAOYSA-N
PubChem CID	31368
ChEMBL	CHEMBL1529759
ChEBI	CHEBI:229308
EC No.	204-817-5
DTXSID	DTXSID1024176
現地名	メタアクリロニトリル

化学・物理的性質

XLogP	0.7
極性表面積	23.8
水素結合供与体数	0
水素結合受容体数	1
回転可能結合数	0
重原子数	5
形式電荷	0
複雑度	83.1
物質分類	Nitrogen Compounds -> NitrilesFlammable agents - 3rd degreeVolatile Organic Compound (VOC)
SpringerMaterials Properties	Schoenflies notation
農薬	Pesticide -> EPA IRIS
LogP（分配係数）	log Kow = 0.68
臭い	Odor-like bitter almonds.
密度	0.8001 at 68 °F (EPA, 1998) - Less dense than waterwill float0.8001 @ 20 °C/4 °CDENSITY OF SATURATED AIR: 1.17 (AIR= 1)Relative density (water = 1): 0.80.805 @ 20°C0.8 g/mL at 25 °C(lit.)
Viscosity	0.392 cP @ 20 °C
Color/Form	Colorless liquid.
溶解度	10 to 50 mg/mL at 72 °F (NTP, 1992)Miscible with acetone, octane, toluene @ 20-25 °CSol in alcohol, etherIn water, 2.54X10+4 mg/l @ 25 °CSolubility in water at 20 °C: moderate3%クロロホルム、酢酸エチル（微量）、メタノール（微量）2.57g/100mL(20℃)
引火点	55 °F (EPA, 1998)13 °C13 °C (55 °F) open cup1.1 °C c.c.34 °F54 °F
沸点	194 °F at 760 mmHg (EPA, 1998)90.3 °C @ 760 mm Hg195 °F90.3 °C @760 [mm Hg]90-92 °C(lit.)
Decomposition	When heated to decomposition it emits toxic fumes of /nitrogen oxides and cyanides/.
融点	−35.8 °C(lit.)
蒸気圧	64 mm Hg ( 20 °C)
屈折率	n20/D 1.400(lit.)
貯蔵条件	2-8°C
外観・状態	無色の液体
色	無色
臭気閾値	3ppm
比熱容量	Cp(liquid): 1.88 J/(g·K), at 25℃
Merck	13,5968
ヘンリー定数	3.6×10-2 mol/(m3Pa) at 25℃, Brockbank (2013)
LogP（分配係数）	0.76
CAS データベース	126-98-7(CAS DataBase Reference)
NISTの化学物質情報	2-Propenenitrile, 2-methyl-(126-98-7)
EPAの化学物質情報	Methacrylonitrile (126-98-7)

化学的特性

Methylacrylonitrile is a colorless liquid with an odor like bitter almonds. It is reported that methacrylonitrile cannot be detected by its smell even at concentrations which are already dangerous for humans. Hence, special attention must be given to ventilation and estimations of the amount of poison present must be carried out frequently.

安全性と法規制

GHS 分類	DangerH225: Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P262, P264, P270, P271, P272, P280, P301+P316, P302+P352, P303+P361+P353, P304+P340, P316, P321, P330, P333+P317, P361+P364, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P270, P271, P272, P280, P284, P301+P316, P302+P352, P303+P361+P353, P304+P340, P308+P316, P316, P320, P321, P330, P333+P317, P361+P364, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Hazards Identification	Toxic/poison by inhalation (TIH/PIH)
規制情報	Chemical: 2-Propenenitrile, 2-methyl-2-Propenenitrile, 2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenenitrile, 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: 26-02-2015 https://echa.europa.eu/registration-dossier/-/registered-dossier/11253Methacrylonitrile: HSNO Approval: HSR003019 Approved with controlsThe 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.)
輸送ラベル（DOT）	Poison Inhalation Hazard Flammable Liquid
火災危険	Methacrylonitrile evolves flammable concentrations of vapor at temperatures down to 55.04F. Thus, at room temperatures, flammable concentrations are liable to be present. Toxic fumes of nitrogen oxides are released when the material burns. Also, the chemical will explode due to its tendency to polymerize violently. Avoid heat. Hazardous polymerization may occur. (EPA, 1998)· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.Highly flammable. Gives off irritating or toxic fumes (or gases) in a fire. Vapour/air mixtures are explosive.
火災の可能性	METHACRYLONITRILE EVOLVES FLAMMABLE CONCENTRATIONS OF VAPOR AT TEMPERATURES DOWN TO 12.8 °C. THUS, AT ROOM TEMPERATURES, FLAMMABLE ... CONCENTRATIONS ARE LIABLE TO BE PRESENT IN ABSENCE OF PRECAUTIONS. THE NORMAL DANGERS ASSOCIATED WITH FIRE ... ARE INTENSIFIED BY THE LETHAL NATURE OF THE FUMES & VAPORS EVOLVED.

用途

解説

2-methylpropenenitrile．C4H5N(67.09)．CH2=C(CH3)CN．製造法としては，(1)図の構造をもつアセトンシアノヒドリンを塩化チオニル，または液体二酸化硫黄中で五酸化リンを用いて脱水する．"(2)2-メチル-2-プロペニルアミンの脱水素，(3)イソブテンのアンモ酸化法，などがある．特臭のある液体．有毒．融点－35.8 ℃，沸点90.3 ℃，引火点13 ℃．d204 0.800．通常の有機溶剤に可溶．ラジカルまたはアニオン機構により単独重合または共重合する．合成ゴムの原料として，また，酸，アミド，アミン，エステルなどの合成原料として広く用いられる．[CAS 126-98-7]森北出版「化学辞典（第2版）

用途

樹脂合成用

使用

This study reports the toxicity and metabolism of Methacrylonitrile (MeAN) in normal male Sprague-Dawley rats and those pre-treated with caffeine, alcohol or both. These results suggest that caffeine inhibited and alcohol enhanced toxicity and metabolism of MeAN.

一般的な説明

A clear colorless liquid. Less dense than water. Flash point 55°F. Boiling point 195°F. Very be toxic by ingestion, inhalation and skin absorption. Used to make plastics and coatings.

製法・合成法

調製方法

1.Methyl acrylonitrile can be derived from isobutyraldehyde.2.Methacrylonitrile can be produced by ammoxidation of isobutene. Its copolymerization with methacrylic acid gives poly (methacrylimide), an engineering plastic commercialized under the trade name Rohacell by R€ohm (Federal Republic of Germany) .

純化方法

Wash it with saturated aqueous NaHSO3 (to remove inhibitors such as p-tert-butylcatechol), 1% NaOH in saturated NaCl and then with saturated NaCl. Dry it with CaCl2 and fractionally distil it under nitrogen to separate it from impurities such as methacrolein and acetone. [Beilstein 2 IV 1539.]