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아세트초산에틸

아세트초산에틸
아세트초산에틸 구조식 이미지
카스 번호:
141-97-9
한글명:
아세트초산에틸
동의어(한글):
에틸아세토아세테이트;아세토아세트산에틸;아세트초산에틸;아세토아세트산에틸
상품명:
Ethyl acetoacetate
동의어(영문):
ACE;EAA;EAA en;FEMA 2415;diaceticester;DIACETIC ETHER;Ethylacetacetat;ACETOACETIC ESTER;ACETOACETIC ETHER;AKOS BBS-00004335
CBNumber:
CB0301721
분자식:
C6H10O3
포뮬러 무게:
130.14
MOL 파일:
141-97-9.mol

아세트초산에틸 속성

녹는점
−43 °C(lit.)
끓는 점
181 °C(lit.)
밀도
1.029 g/mL at 20 °C(lit.)
증기 밀도
4.48 (vs air)
증기압
1 mm Hg ( 28.5 °C)
굴절률
n20/D 1.419
FEMA
2415 | ETHYL ACETOACETATE
인화점
185 °F
저장 조건
Store below +30°C.
용해도
116 g/L (20°C)
산도 계수 (pKa)
11(at 25℃)
물리적 상태
Liquid
색상
APHA: ≤15
Specific Gravity
1.027~1.035 (20/4℃)
상대극성
0.577
수소이온지수(pH)
4.0 (110g/l, H2O, 20℃)
냄새
Agreeable, fruity.
폭발한계
1.0-54%(V)
수용성
116 g/L (20 ºC)
Merck
14,3758
JECFA Number
595
BRN
385838
안정성
Stable. Incompatible with acids, bases, oxidizing agents, reducing agents, alkali metals. Combustible.
InChIKey
XYIBRDXRRQCHLP-UHFFFAOYSA-N
CAS 데이터베이스
141-97-9(CAS DataBase Reference)
NIST
Butanoic acid, 3-oxo-, ethyl ester(141-97-9)
EPA
Butanoic acid, 3-oxo-, ethyl ester(141-97-9)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xi
위험 카페고리 넘버 36
안전지침서 26-24/25
유엔번호(UN No.) UN 1993
WGK 독일 1
RTECS 번호 AK5250000
자연 발화 온도 580 °F
TSCA Yes
위험 등급 3.2
포장분류 III
HS 번호 29183000
유해 물질 데이터 141-97-9(Hazardous Substances Data)
독성 LD50 orally in rats: 3.98 g/kg (Smyth)
그림문자(GHS):
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H227 가연성 액체 인화성 액체 구분 4 경고 P210, P280, P370+P378, P403+P235,P501
H303 삼키면 유해할 수 있음 급성 독성 물질 - 경구 구분 5 P312
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 P264, P280, P305+P351+P338,P337+P313P
예방조치문구:
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P264 취급 후에는 손을 철저히 씻으시오.
P264 취급 후에는 손을 철저히 씻으시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P337+P313 눈에 대한 자극이 지속되면 의학적인 조치· 조언를 구하시오.
P370+P378 화재 시 불을 끄기 위해 (Section 5. 폭발, 화재시 대처방법의 적절한 소화제)을(를) 사용하시오.
P403+P235 환기가 잘 되는 곳에 보관하고 저온으로 유지하시오.
P501 ...에 내용물 / 용기를 폐기 하시오.

아세트초산에틸 MSDS


Acetoacetic ester

아세트초산에틸 C화학적 특성, 용도, 생산

물성

쾌활한 과일 냄새가 나는 무색 투명 액체. 그것은 에탄올, 에틸 에테르, 프로필렌 글리콜 및 에틸 아세테이트에 쉽게 용해되고 1:12로 물에 용해된다. 끓는 점 : 181 ° C, 융점 : -45 ° C (enol : -80 ° C, 케톤 : -39 ° C), 인화점 : 84.5 ° C.

용도

주로 의학, 염료, 살충제 등에 사용됩니다. 또한 식품 첨가물 및 향료 및 향수에 사용할 수 있습니다.

개요

The organic compound ethyl acetoacetate (EAA) is the ethyl ester of acetoacetic acid. It is mainly used as a chemical intermediate in the production of a wide variety of compounds, such as amino acids, analgesics, antibiotics, antimalarial agents, antipyrine and amino pyrine, and vitamin B1; as well as the manufacture of dyes, inks, lacquers, perfumes, plastics, and yellow paint pigments. Alone, it is used as a flavoring for food.

화학적 성질

Ethyl 3-Oxobutanoate is a colorless liquid with a fruity, ethereal, sweet odor reminiscent of green apples. It is used to create fresh, fruity top notes in feminine fine fragrances. Ethyl acetoacetate occurs in flavors of natural materials such as coffee, strawberries, and yellow passion fruits.

화학적 성질

Colourless, clear liquid

화학적 성질

Ethyl acetoacetate has a characteristic ether-like, fruity, pleasant, refreshing odor.

출처

Naturally occurring in strawberry, coffee, sherry, passion fruit juice (yellow), babaco fruit (Carica pentagona Heilborn) and bread.

용도

Ethyl acetoacetate (EAA) is used as starting material for the syntheses of alpha-substituted acetoacetic esters and cyclic compounds, e.g. pyrazole, pyrimidine and coumarin derivatives as well as intermediate for vitamins and pharmaceuticals. Product Data Sheet

제조 방법

Ethyl acetoacetate is produced industrially by treatment of diketene with ethanol.
The preparation of ethyl acetoacetate is a classic laboratory procedure . It is prepared via the Claisen condensation of ethyl acetate. Two moles of ethyl acetate condense to form one mole each of ethyl acetoacetate and ethanol.

정의

This compound is a tautomer at room temperature consisting of about 93% keto form and 7% enol form.

Aroma threshold values

Detection: 520 ppb. Aroma characteristics at 10%: sweet fruity apple, fermented, slightly fusel-like and rummy, fruity banana with tropical nuances.

Taste threshold values

Taste characteristics at 100 ppm: fruity banana, apple and white grape with slightly green estry and tropical nuances.Taste characteristics at 300 ppm: estery, fatty, fruity and tutti-frutti

일반 설명

A colorless liquid with a fruity odor. Flash point 185°F. Boiling point 365°F. May cause adverse health effects if ingested or inhaled. May irritate to skin, eyes and mucous membranes. Used in organic synthesis and in lacquers and paints.

공기와 물의 반응

Flammable.

반응 프로필

Ethyl acetoacetate, a beta-keto ester, is more reactive than many esters. Undergoes an exothermic cleavage reaction in the presence of concentrated base. Reacts with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Mixing with 2,2,2-tris(bromomethyl)ethanol and zinc led to an explosion [US Patent 3 578 619, Crotonaldehyde may rapidly polymerize with Ethyl acetoacetate (Soriano, D.S. et al. 1988. Journal of Chemical Education 65:637.).1971].

위험도

Toxic by ingestion and inhalation; irritant to skin and eyes.

건강위험

Liquid may cause mild irritation of eyes.

화학 반응

Ethyl acetoacetate is subject to Keto - enol tautomerism. Ethyl acetoacetate is often used in the acetoacetic ester synthesis similar to diethyl malonate in the malonic ester synthesis or the Knoevenagel condensation. The protons alpha to carbonyl groups are acidic, and the resulting carbanion can undergo nucleophilic substitution. A subsequent thermal decarboxylation is also possible.Similar to the behavior of acetylacetone, the enolate of ethyl acetoacetate can also serve as a bidentate ligand. For example, it forms purple coordination complexes with iron (III) salts :
Ethyl acetoacetate can also be reduced to ethyl 3-hydroxy butyrate.

화학 반응

Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Safety Profile

eye irritant. Combustible liquid when exposed to heat or flame; can react with oxidzing materials. Explosive reaction when heated with Zn + tribromoneopentyl alcohol or 2,2,2 tris(bromomethy1)ethanol. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.

Chemical Synthesis

Ethyl acetoacetate is a mixture of two tautomer forms: the enolic and the ketonic; the liquid ester at equilibrium contains approximately 70% of the enolic form. It is prepared by Claisen condensation of ethyl acetate in the presence of sodium ethylate; also by reacting diketene with ethanol in the presence of sulfuric acid or triethylamine and sodium acetate, with or without solvent.

Purification Methods

Shake the ester with small amounts of saturated aqueous NaHCO3 (until no further effervescence), then with water. Dry it with MgSO4 or CaCl2 and distil it under reduced pressure. [Beilstein 3 IV 1528.]

아세트초산에틸 준비 용품 및 원자재

원자재

준비 용품


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