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프탈이미드

프탈이미드
프탈이미드 구조식 이미지
카스 번호:
85-41-6
한글명:
프탈이미드
동의어(한글):
프탈이미드
상품명:
Phthalimide
동의어(영문):
PHTALIMIDE;Benzoimide;Ftalimmide;Phthalimid;hthalimide;Phenylimide;PHTHALIMIDE;PhthaliMide 0;o-Phthalimide;PHTHALYLIMIDE
CBNumber:
CB1280074
분자식:
C8H5NO2
포뮬러 무게:
147.13
MOL 파일:
85-41-6.mol

프탈이미드 속성

녹는점
232-235 °C(lit.)
끓는 점
366 °C
밀도
1.21
굴절률
1.4700 (estimate)
인화점
165 °C
저장 조건
Store below +30°C.
용해도
water: slightly soluble(lit.)
산도 계수 (pKa)
8.3(at 25℃)
물리적 상태
Crystalline Flakes
색상
White to slightly yellow
수소이온지수(pH)
3.8 (0.6g/l, H2O)
수용성
<0.1 g/100 mL at 19.5 ºC
승화점
366 ºC
Merck
14,7373
BRN
118522
InChIKey
XKJCHHZQLQNZHY-UHFFFAOYSA-N
CAS 데이터베이스
85-41-6(CAS DataBase Reference)
NIST
Phthalimide(85-41-6)
EPA
Phthalimide (85-41-6)

안전

위험 카페고리 넘버 20/21/22-36/37/38-40
안전지침서 22-24/25
WGK 독일 1
RTECS 번호 TI3920000
자연 발화 온도 >500 °C
TSCA Yes
HS 번호 29251995
유해 물질 데이터 85-41-6(Hazardous Substances Data)
독성 LD50 orally in Rabbit: > 10000 mg/kg LD50 dermal Rabbit > 7940 mg/kg
기존화학 물질 KE-21523

프탈이미드 MSDS


Phthalimide

프탈이미드 C화학적 특성, 용도, 생산

용도

칼륨염인 프탈이미드칼륨은 할로겐화알킬을 작용시키면 N-알킬유도체가 되는데, 그 가수분해에 의해 알킬아민과 프탈산이 되므로 아민의 합성시약으로서 흔히 사용된다.

화학적 성질

white to slightly yellowish crystalline flakes

용도

Phthalimide is a reagent used to transform allyl- and alkyl halides into protected primary amines. Phthalimide analogues have been extensively used in medicinal chemistry owing to their wide spectrum of applications as anti-convulsant, anti-inflammatory, analgesic, hypolipidimic and immunomodulatory activities.

용도

Phthalimide, C6H4(CO)2NH, is an imide of commercial and industrial importance, forming a number of interesting derivatives. With alcoholic potash, phthalimide forms a potassium derivative, C6H4 (CO)2 NK, which, when reacted with ethyl iodide (or other alkyl halides), yields ethylphthalimide, C6H4(CO)2 N C2H5. The latter product, when hydrolyzed with an acid or alkali, further yields ethylamine [CAS: 75-04-7] C2H7N. Such reaction chains are useful in the preparation of certain primary amines and their derivatives.

용도

Phthalimide is a reagent used to transform allyl- and alkyl halides into protected primary amines. Phthalimide analogues have been extensively used in medicinal chemistry owing to their wide spectrum of applications as anti-convulsant, anti-inflammatory, analgesic, hypolipidimic and immunomodulatory activities. Dyes and metabolites, Environmental Testing.

정의

ChEBI: A dicarboximide that is 2,3-dihydro-1H-isoindole substituted by oxo groups at positions 1 and 3.

Synthesis Reference(s)

Journal of the American Chemical Society, 111, p. 3725, 1989 DOI: 10.1021/ja00192a034
The Journal of Organic Chemistry, 45, p. 363, 1980 DOI: 10.1021/jo01290a038
Tetrahedron Letters, 34, p. 6907, 1993 DOI: 10.1016/S0040-4039(00)91827-6

일반 설명

White to light tan powder. Slightly acidic.

공기와 물의 반응

Insoluble in water.

반응 프로필

O-Phthalimide is an imide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). O-Phthalimide forms salts with bases.

건강위험

ACUTE/CHRONIC HAZARDS: When heated to decomposition O-Phthalimide emits toxic fumes of nitrogen oxides.

화재위험

Literature sources indicate that O-Phthalimide is combustible.

Safety Profile

Moderately toxic by intraperitoneal route. Mildly toxic by ingestion. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Crystallise the imide from EtOH (20mL/g) (charcoal), or sublime it. For potassium phthalimide see entry in “Metal-organic Compounds”, Chapter 5. [Beilstein 21/10 V 270.]

프탈이미드 준비 용품 및 원자재

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