N-クロロこはく酸イミド

N-クロロこはく酸イミド · スクシノクロロイミド · スクシンクロリミド · スクシンイミジルクロリド · 1-クロロ-2,5-ピロリジンジオン · N-スクシンクロルイミド · N-クロロスクシンイミド · こはく酸N-クロロイミド

https://huagongshe.com/ja/chemical/31398

識別子と物理属性

CAS No.	128-09-6
分子式	C4H4ClNO2
平均分子量	133.53 g/mol
単同位体質量	132.99305605 g/mol
SMILES	O=C1CCC(=O)N1Cl
InChIKey	JRNVZBWKYDBUCA-UHFFFAOYSA-N
PubChem CID	31398
ChEMBL	CHEMBL2107513
ChEBI	CHEBI:53203
EC No.	204-878-8
DTXSID	DTXSID2042199
現地名	N-クロロこはく酸イミド

化学・物理的性質

XLogP	-0.2
極性表面積	37.4
水素結合供与体数	0
水素結合受容体数	2
回転可能結合数	0
重原子数	8
形式電荷	0
複雑度	129
物質分類	Nitrogen Compounds -> Succinimides
pH	Acid to litmus (1:50 aqueous solution)
SpringerMaterials Properties	Crystal structure
臭い	Slight chlorine odor塩素臭
密度	1.65 g/cu cm at 25 °C1,65 g/cm3
Color/Form	Orthorhombic crystalsPlates from carbon tetrachlorideWhite crystalline powder
溶解度	In water, 14 g/L at 25 °CSlightly soluble in water1 g dissolves in about 70 mL water (1.43X10+4 mg/L) at 25 °C1 g dissolves in about 150 mL alcohol, about 50 mL benzenesparingly soluble in ether, chloroform, carbon tetrachlorideSlightly soluble in ethanol, chloroform, benzene, ligninsoluble in acetone, acetic acid14g/リットル水、アルコール、ベンゼン、アセトン、酢酸に溶ける。エーテル、クロロホルム、四塩化炭素、石油エーテルに溶けにくい。
Decomposition	When heated to decomposition it emits toxic fumes of /chloride and nitrogen oxides/.
融点	150 °C148-150 °C (lit.)
蒸気圧	0.00768 [mmHg]1.04Pa at 25℃
Physical Description	White solid[Hawley] White powder[MSDSonline]
Stability/Shelf Life	Stable under recommended storage conditions.
屈折率	1.4378 (estimate)
引火点	>110°C
貯蔵条件	Store at +2°C to +8°C.
pKa（酸解離定数）	-2.78±0.20(Predicted)
外観・状態	結晶性粉末
色	白い
Merck	14,2164
沸点	216.5°C
BRN	113915
InChI	1S/C4H4ClNO2/c5-6-3(7)1-2-4(6)8/h1-2H2
InChIKey	JRNVZBWKYDBUCA-UHFFFAOYSA-N
SMILES	ClN1C(=O)CCC1=O
LogP（分配係数）	-1.19
CAS データベース	128-09-6(CAS DataBase Reference)
NISTの化学物質情報	N-Chlorosuccinimide(128-09-6)
EPAの化学物質情報	N-Chlorosuccinimide (128-09-6)

化学的特性

white crystalline powder

安全性と法規制

GHS 分類	This chemical does not meet GHS hazard criteria for 2.7% (6 of 226) of reports.DangerH302 (96.9%): Harmful if swallowed [Warning Acute toxicity, oral]P260, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P337+P317, P363, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 226 reports by companies from 18 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
規制情報	Chemical: 2,5-Pyrrolidinedione, 1-chloro-Status: Active Update: 19-06-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/24876Succinchlorimide: Does not have an individual approval but may be used under an appropriate group standard
火災の可能性	Stored as a dust it heats spontaneously.
有害性の概要	Highly irritating to skinSlowly releases chlorine--may cause gastric irritationEmergency treatment: See Sodium hypochlorite. [HSDB] A corrosive substance that can cause injury to the skin, eyes, and respiratory tractInhalation may cause chemical pneumonitis[MSDSonline]
Toxic Combustion Products	Special hazards arising from the substance or mixture: Carbon oxides, nitrogen oxides (NOx), hydrogen chloride gas.
Hazard Classes and Categories	Acute Tox. 4 (96.9%)
Explosive Limits and Potential	Reaction of N-chlorosuccinimide with aliphatic alcohols or benzylamine or hydrazine hydrate is extremely violent or explosive.
Hazardous Reactivities and Incompatibilities	Incompatible materials: Strong oxidizing agents, strong acids, strong bases, amines, ammonia, iron and iron salts.Explosive reaction with aliphatic alcohols, benzylamine or hydrazine hydrate.
消火手順	Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

用途

有機合成における塩素化剤

使用

N-Chlorosuccinimide is a chlorinating agent for the side-chain halogenation of alkylarenes. It is used frequently for the side-chain chlorination of sensitive hetarenes.

製法・合成法

合成方法

スクシンイミドに塩素と水酸化ナトリウムを作用させて合成する。