아세토페논

아세토페논
아세토페논 구조식 이미지
카스 번호:
98-86-2
한글명:
아세토페논
동의어(한글):
아세토페논;아세토펜온;아세토페논;1-페닐에탄온;아세틸벤젠;벤조일메티드;페닐메틸케톤;히프논;하이프논;1-페닐-1-에탄온;메틸 페닐 케톤;에탄온, 1-페닐-;페닐 메틸 케톤
상품명:
Acetophenone
동의어(영문):
1-Phenylethanone;Acetophenon;Ethanone, 1-phenyl-;Phenylethanone;ACETOPHENONE extrapure AR;HYPNONE;FEMA 2009;1-Phenyl-1-ethanone;METHYL PHENYL KETONE;Acetophenone PG, 99%
CBNumber:
CB5694882
분자식:
C8H8O
포뮬러 무게:
120.15
MOL 파일:
98-86-2.mol
MSDS 파일:
SDS

아세토페논 속성

녹는점
19-20 °C (lit.)
끓는 점
202 °C (lit.)
밀도
1.03 g/mL at 25 °C (lit.)
증기 밀도
4.1 (vs air)
증기압
0.45 mm Hg ( 25 °C)
FEMA
2009 | ACETOPHENONE
굴절률
n20/D 1.534(lit.)
인화점
180 °F
저장 조건
Store below +30°C.
용해도
6.1g/L
물리적 상태
액체
색상
무색투명~연황색
냄새
톡 쏘는 꽃향기
상대극성
4.4
폭발한계
1.4-5.2%(V)
?? ??
꽃향기
수용성
5.5g/L(20℃)
Merck
14,73
JECFA Number
806
BRN
605842
노출 한도
No exposure limits are set. The health hazard from exposure to this compound should be low, due to its low vapor pressure and low toxicity.
Dielectric constant
17.4(25℃)
안정성
안정적인. 강한 산화제, 강염기, 강한 환원제와 호환되지 않습니다. 타기 쉬운.
InChIKey
KWOLFJPFCHCOCG-UHFFFAOYSA-N
LogP
1.65 at 20℃
CAS 데이터베이스
98-86-2(CAS DataBase Reference)
NIST
Acetophenone(98-86-2)
EPA
Acetophenone (98-86-2)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xn,T,F
위험 카페고리 넘버 22-36-63-43-36/37/38-23/24/25-45-39/23/24/25-11-67-40
안전지침서 26-36/37-24/25-23-53-45-16-7
유엔번호(UN No.) UN 1593 6.1/PG 3
WGK 독일 1
RTECS 번호 AM5250000
F 고인화성물질 8
자연 발화 온도 570 °C
TSCA Yes
포장분류 III
HS 번호 29143900
유해 물질 데이터 98-86-2(Hazardous Substances Data)
독성 LD50 orally in rats: 0.90 g/kg (Smyth, Carpenter)
기존화학 물질 KE-28355
그림문자(GHS): GHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 GHS hazard pictograms P264, P270, P301+P312, P330, P501
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
예방조치문구:
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
NFPA 704
2
2 0

아세토페논 MSDS


1-Phenylethanone

아세토페논 C화학적 특성, 용도, 생산

물성

물에는 거의 녹지 않으나, 에탄올·에테르·클로로폼 등의 유기용매에는 잘 녹는다.

용도

산화를 방지하며 트고 거칠어진 피부를 개선하는데 도움을 주며 피부에 보습기능을 향상시켜주고 자극 받은 피부를 진정, 보호해 피부장벽을 강화 시켜주는데 도움을 줍니다.

용도

예전에는 힙논이라는 이름의 최면제로서 사용되었으나, 현재는 향료와 수지 등을 제조할 때에 쓰이는 원료이다.

순도시험

  (1) 응고점 : 이 품목의 응고점은 19℃이상이어야 한다.

  (2) 굴절률 : 이 품목의 굴절률 은 1.533~1.535이어야 한다.

  (3) 용상 : 이 품목 1mL를 50% 에탄올 5mL에 녹일 때, 그 액은 징명하여야 한다.

  (4) 염소화합물 : 이 품목은 향료시험법 중 할로겐시험법의 동망법에 따라 시험할 때, 이에 적합하여야 한다.

확인시험

  (1) 이 품목 1방울에 물 1mL를 가하여 잘 섞고 니트로프루시드나트륨시액 2방울을 넣은 후 수산화나트륨용액(3→10) 2방울을 넣어 흔들어 섞으면 암적색을 나타낸다. 이에 다시 초산 5방울을 넣으면 진한 청색을 나타낸다.

  (2) 이 품목 1g에 세미카르바지드염산염 5g 및 초산칼륨 5g을 물 15mL에 녹인 액 5mL를 가한 후 에탄올 5mL를 가하여 잘 흔들어 섞어 방치하면 백색결정이 생긴다. 이 결정을 취해 묽은에탄올을 용매로 하여 재결정할 때, 그 융점은 약 198℃이다.

정량법

  이 품목 약 1g을 정밀히 달아 향료시험법 중 알데히드류 및 케톤류함량측정법의 히드록실아민법 중 제2법에 따라 시험한다. 단, 가열시간은 1시간으로 한다.

0.5N 염산 1mL = 60.08mg C8H8O

개요

Acetophenone is the simplest aromatic ketone and is a clear liquid/crystal and very slightly soluble in water with a sweet pungent taste and odour resembling oranges. It is used as a polymerisation catalyst for the manufacture of olefins. Acetophenone is used in perfumery as a fragrance ingredient in soaps, detergents, creams, lotions, and perfumes; as a flavouring agent in foods, non-alcoholic beverages, and tobacco; as a specialty solvent for plastics and resins; as a catalyst for the polymerisation of olefins; and as a photosensitiser in organic syntheses. Acetophenone is a raw material for the synthesis of some pharmaceuticals and is also listed as an approved excipient by the U.S. FDA. Acetophenone occurs naturally in many foods such as apple, apricot, banana, and beef. Acetophenone has been detected in ambient air and drinking water; exposure of the general public may occur through the inhalation of contaminated air or the consumption of contaminated water. It is highly flammable and will get easily ignited by heat, sparks, or flames, and the vapours may form explosive mixtures with air.

화학적 성질

Acetophenone is a colorless, oily liquid with a sweet, floral odor.It is a naturally occurring component of a large number of foods and essential oils.
Acetophenone can be hydrogenated catalytically to 1-phenylethanol. It is obtained as a by-product in the Hock phenol synthesis and is purified from the high-boiling residue by distillation. The quantities obtained from this source satisfy the present demand.
Acetophenone is used for perfuming detergents and industrial products and is an intermediate in the synthesis of other fragrance materials.

출처

Reported found in cocoa, beef, raspberry, peas, and concord grape

용도

Acetophenone is a reagent used in the production of fragrances and resin polymers.

정의

ChEBI: Acetophenone is a methyl ketone that is acetone in which one of the methyl groups has been replaced by a phenyl group. It has a role as a photosensitizing agent, an animal metabolite and a xenobiotic.

생산 방법

Most methyl phenyl ketone originates from the Hock process for the production of phenol from isopropylbenzene (→Phenol); it is isolated from the residue of this process. In addition, acetophenone can be obtained as a main product by selective decomposition of cumene hydroperoxide in the presence of copper catalysts at 100℃:
Acetophenone synthesis
A second possibility is the oxidation of ethylbenzene with air or oxygen at 130℃ and 0.5 MPa. Catalysts used include cobalt salts or manganese salts of naphthenic or fatty acids. Conversion of ethylbenzene is limited to ca. 25 % to minimize the byproducts 1-phenylethanol and benzoic acid. A third method is the Friedel – Crafts acetylation of benzene with acetic anhydride, but this is not of industrial importance.

제조 방법

From benzene and acetylchloride in the presence of aluminum chloride or by catalytic oxidation of ethyl benzene; also prepared by fractional distillation and crystallization from the essential oil of Stirlingia latifolia.

일반 설명

Acetophenone appears as a colorless liquid with a sweet pungent taste and odor resembling the odor of oranges. Freezes under cool conditions. Slightly soluble in water and denser than water. Hence sinks in water. Vapor heavier than air. A mild irritant to skin and eyes. Vapors can be narcotic in high concentrations. Used as a flavoring, solvent, and polymerization catalyst.

공기와 물의 반응

Slightly soluble in water.

반응 프로필

Acetophenone reacts with many acids and bases liberating heat and flammable gases (e.g., H2). Reacts with many oxidizing agents. Reacts with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. The amount of heat in these reactions may be sufficient to start a fire in the unreacted portion. Incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides.

건강위험

Acetophenone is an irritant, mutagen, and amildly toxic compound. In rabbits 0.77 mgproduced severe eye irritation, but the actionon skin was mild. In mice, subcutaneousadministration of this compound producedsleep; a dose of 330 mg/kg was lethal.
LD50 value, intraperitoneal (mice): 200mg/kg
No symptoms of severe toxicity, nor its carcinogenicityin humans, has been reported..

화재위험

Combustible liquid; flash point (closed cup) 82°C (180°F); vapor pressure 1 torr at 37°C (98.6°F); vapor density 4.1 (air = 1); autoignition temperature 570°C (1058°F); fire-extinguishing agent: dry chemical, foam, or CO2; water may cause frothing, but it can be used to flush and dilute the spill. Its reaction with strong oxidizers may be violent.

Safety Profile

Poison by intraperitoneal and subcutaneous routesModerately toxic by ingestion. A skin and severe eye irritant. Mutation data reported. Narcotic in high concentration. A hypnotic. Flammable liquid. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and fumes. See also IGTONES

잠재적 노출

Acetophenone is used as a solvent and in perfume manufacture to impact a pleasant jasmine or orange-blossom odor. It is used as a catalyst in olefin polymerization and as a flavorant in tobacco. It is also used in the synthesis of pharmaceuticals

Carcinogenicity

No carcinogenicity studies were identified for acetophenone. The U.S. EPA has classified acetophenone as a Category D, not classifiable as to human carcinogenicity.

환경귀착

It is unclear what mechanism is responsible for the central nervous system depression observed following high doses of acetophenone. In vitro evaluations have demonstrated that acetophenone suppresses voltage-gated ion channels in olfactory receptor cells and retinal neurons; however, it is unclear if this is related to any of the observed toxicity in animal studies.

신진 대사

At one time, acetophenone was used as a hypnotic. Its conversion to benzoic acid and methylphenylcarbinol in dogs and rabbits was observed by a number of early workers. Small amounts are also excreted as mandelic acid. In the rabbit about half the dose is excreted as methylphenylcarbinyl glucuronide and about 20 % as hippuric acid. It is probable that the ketone is first asymmetrically reduced to the carbinol, which is the precursor of benzoic and mandelic acids.

운송 방법

UN1993 Flammable liquids, n.o.s., Hazard Class: 3; Labels: 3-Flammable liquid, Technical Name Required.

Purification Methods

Dry it by fractional distillation or by standing with anhydrous CaSO4 or CaCl2 for several days, followed by fractional distillation under reduced pressure (from P2O5, optional), and careful, slow and repeated partial crystallisations from the liquid at 0o excluding light and moisture. It can also be crystallised at low temperatures from isopentane. Distillation can be followed by purification using gas-liquid chromatography [Earls & Jones J Chem Soc, Faraday Trans 1 71 2186 1975.] [Beilstein 7 H 271, 7 IV 619.] § A commercial polystyrene supported version is available — scavenger resin (for diol substrates).

비 호환성

May form explosive mixture with air. See flash point, above. Reacts violently with strong oxidizers, many acids, bases, amines, amides, and inorganic hydroxides; alkali metals; hydrides, and nitrides. Reacts with reducing agents; alkali metals; hydrides, nitrides. Contact with all preceding materials release heat and flammable gases, including hydrogen; the heat may be sufficient enough to result in fire. Incompatible with aldehydes, aliphatic amines, alkanolamines, cyanides, isocyanates, organic acids, peroxides; perchloric acid. May attack plastics, and some rubbers and coatings

폐기물 처리

Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal. Incineration, preferably with a flammable solvent

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