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  2. /화합물

말론산

CID 23511544

HCID 23511544
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
141-82-2
표준 SMILES
O=C([O-])CC(=O)[O-].[H+].[H+]
InChIKey
OFOBLEOULBTSOW-UHFFFAOYSA-N
분자식
C3H4O4
평균 분자량
104.06 g/mol
단동위원소 질량
104.0109586

개요

malonic acid has been reported in Camellia sinensis, Meum athamanticum, and other organisms with data available.

이름 및 식별자

우선 이름
CID 23511544
IUPAC
hydron;propanedioate
현지명
말론산
영어명
Malonic acid
분자식
C3H4O4
분자량
104.06

이름 및 동의어

118690-08-7SCHEMBL66611말론산알론산메탄디카르복시산카르복시아세트산디카르복시메탄말로닉애씨드말론산1,3-프로페인이산다이카복시메테인메테인다이카복실산
이름 더 보기
카복시아세트산프로페인이산PROPANEDIOIC ACIDMAACDaucic acidCH2(COOH)2Methane acidMETHANEDICARBOXYLIC ACIDPropandioic acidMethanedicarbonic acidMALONIC ACID, 99%MALONIC ACID, 99%MALONIC ACID, 99%MALONIC ACID, 99%Malonsure

데이터베이스 식별자

CAS
141-82-2
PubChem CID
23511544

물성

구조 계산 물성

극성 표면적
80.3 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
4
회전 가능 결합 수
0
무거운 원자 수
7
형식 전하
0
복잡도
72.1

실험 및 물리화학적 성질

LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Dicarboxylic acids [FA0117]
LogP-0.81
Solubility763.0 mg/mL
Melting Point135 °C
Physical DescriptionSolid
Dissociation Constants2.85 (at 25 °C)

물리화학적 성질

녹는점
135 to · 135 to 137 °C (275 to 279 °F; 408 to 410 K) (decomposes)
끓는 점
decomposes
밀도
1.619 g/cm3 · 1.619 g/cm3
증기압
0 · 0-0.2Pa at 25℃
굴절률
1.478 · 1.4780
인화점
157 °C · 157 °C - closed cup
저장 조건
Sealed in dry,Room Temperature
용해도
1 M · 1 M NaOH: 가용성 100mg/mL, 투명하거나 약간 흐릿함, 무색 내지 희미한 노란색
산도 계수 (pKa)
2.83 · 2.83(at 25℃)
물리적 상태

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

유해성 정보

CSL Reaction Information · 6건

CSL00132

WATER + Ammonium cerium(IV) nitrate + MALONIC ACID + POTASSIUM BROMATE

Chemical & Engineering News (15 Jun 1998) Vol. 76, No. 24, pp. 4. We wish to point out a safety hazard with a widely performed standard chemical demonstration that caused significant damage recently in a teaching laboratory in the chemistry department at the University of Tennessee, Knoxville. The Belousov-Zhabotinsky oscillator reaction described in Bassam Shakhashiri's" Chemical Demonstrations: A Handbook for Teachers of Chemistry," Vol. 2, involves the cerium ammonium nitrate-catalyzed redox reaction of potassium bromate with malonic acid. This reaction was carried out in an honors general chemistry laboratory without incident during the afternoon, but a fire was discovered in the lab two hours after everyone had left. It destroyed the wooden drawers beneath a stone benchtop before being extinguished by the fire department. Investigation revealed that the three chemicals used are stable when mixed dry, and react as expected when in dilute solution. However, when 0.5 g of each are mixed together, and between one drop and 3 mL of water added, a very exothermic reaction occurs with considerable fuming. All three chemicals are needed for this to initiate. When carried out on a piece of filter paper, ignition of the paper occurred. We suspect that in the teaching laboratory, dry chemicals were spilled during weighing, and, rather than being disposed of in the aqueous heavy-metal waste container, were placed in a trash can. This was stored under a sink with a leaky drainpipe, and the critical amount of moisture set off the reaction after everyone had left the room. There is a safety warning in the experimental procedure regarding bromates being strong oxidizing agents and indicating that mixtures with finely divided organic materials are easily ignited. The catalytic nature of the cerium salt on this is not indicated, however. We alert people to the hazardous nature of this particular mixture, under conditions that are not unusual.

Flammable,Oxidizer

bromate

Not Available

안전 데이터

wgk
1
tsca
TSCA listed
rtecs
OO0175000
ridadr

화학 및 산업

약리 정보

Tissue LocationsKidney
Cellular LocationsCytoplasm
Metabolite PathwaysAspartate Metabolism
응용 분야 · 3건

개요Malonic acid (MA), also known as propanedioic acid, is a dicarboxylic acid with structure CH2(COOH)2. It have three kinds of crystal forms, of which two are triclinic, and one is monoclinic. That crystallized from ethanol is white triclinic crystals.It decomposes to acetic acid and carbon dioxide at 140℃. It does not decompose at 1.067×103~1.333×103Pa vacuum, but directly sublimates. The ionised form of malonic acid, as well as its esters and salts, are known as malonates. For example, diethyl malonate is malonic acid's ethyl ester. The name originates from Latin malum, meaning apple.

용도Malonic acid is used as an intermediate in the manufacture of barbiturates and other pharmaceuticals. It is a component used as a stabilizer in many high-end cosmetic and pharmaceutical products. Malonic acid is also used as building block in chemical synthesis, specifically to introduce the molecular group -CH2-COOH. It is used for the introduction of an acetic acid moiety under mild conditions by Knoevenagel condensation and subsequent decarboxylation.

일반 설명White crystals or crystalline powder. Sublimes in vacuum.

제조 방법 · 1건

Malonic acid is usually produced from chloroacetic acid.Reaction: The chloroacetic acid is added to the reaction kettle by adding sodium carbonate aqueous solution to generate sodium chloroacetate aqueous solution, and then 30% sodium cyanide solution is slowly added dropwise, and the reaction is carried out at a predetermined temperature to generate sodium cyanoacetate. After the cyanation reaction is completed, add sodium hydroxide for heating and hydrolysis to generate sodium malonate solution, concentrate, then dropwise add sulfuric acid for acidification to generate malonic acid, filter and dry to obtain the product.This method often does not produce a pure enough product or the pure product has an extremely low yield. Industrially, malonic acid is also produced by hydrolyzing dimethyl malonate or diethyl malonate. This manufacturing method is able to bring about a higher yield and purity, but the organic synthesis of malonic acid through these processes is extremely costly and environmentally hazardous.

관련 반응

0건
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화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
powder to crystal
색상
White to Almost white
수소이온지수(pH)
3.17 · 3.17(1 mM solution);2.5(10 mM solution);1.94(100 mM solution)
수용성
1400 g/L · 1400g/L(20℃)
Merck
14 · 14,5710
BRN
1751370 · 1751370
Henry's Law Constant
2.4 · 2.4×108 mol/(m3Pa) at 25℃, Burkholder et al. (2019)
안정성
산화제, 환원제, 염기와 호환되지 않습니다.
화장품 원료 기능
버퍼링
InChI
1S/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7)
InChIKey
OFOBLEOULBTSOW-UHFFFAOYSA-N
SMILES
OC(=O)CC(O)=O
LogP
-0.81 · -0.81
NIST
Malonic acid(141-82-2)
EPA
Propanedioic acid (141-82-2)
화학적 성질 · 1건

Malonic acid is a white crystalline solid that decomposes at approximately 135°C. It has high solubility in water and oxygenated solvents and exhibits greater acidity than acetic acid, which has a pK value of 4.75. The pKa values for the loss of its first and second protons are 2.83 and 5.69, respectively. It is slightly soluble in pyridine. It can decompose to formic acid and carbon dioxide in case of potassium permanganate. Since that malonic acid generates carbon dioxide and water after heated without pollution problems, it can be directly used as aluminum surface treatment agent.

3261
독성
mouse,LD50,intraperitoneal,300mg/kg (300mg/kg),National Technical Information Service. Vol. AD277-689,
HS 번호
29171910
risk_code
20/22-41-36/37/38-22
hazard_code
Xn,Xi
safety_code
26-36/39-37/39-36
포장분류
III
기존화학 물질
KE-23182
Hazard Classifications
Eye Dam. 1
스토리지 클래스
13 - Non Combustible Solids
유해 물질 데이터
141-82-2(Hazardous Substances Data)

상·하류 제품 정보

상류 원료

Diethyl ester클로로아세트산아세톤칼슘말로네이트사이안화 나트륨염산시안초산말론 산, 디나트륨 염말론산 디에틸소듐 클로로아세테이트

하류 제품

4-(모르폴린-4-일메틸)-1,3-티아졸-2-아민Diethyl ketomalonate3-(3,4,5-트리메톡시페닐)프로피온산타트로닉산Methyl trans-2-nonenoate2,4,5-트리메톡시신남산4-클로로-베타-메틸-Y-옥소-벤젠부탄산하이드록시카프릴산락통5,5-디메틸-1,3-사이클로헥사디온3-피리딘-2-YL-프로피온산H2SO4trans-Ferulic acidtrans-3-Hexenoic acid4-브로모-피란-2-원4-히드록시-7-메틸-1,8-나프티리딘-3-카르복실산6-Methoxy-2-oxo-2H-chromene-3-carboxylic acid3-(트리플루오로메톡시)신남산Diethyl butylmalonate3,3-Dimethoxyestr-5(10)-ene-17 B ol3-아미노-3-(2-티에닐)프로판산디에틸(페닐아세틸)말로네이트Antifreeze디에틸SEC-부틸말로네이트4-Ethoxycinnamic acid3,5-Dimethoxycinnamic acid(1H-INDAZOL-3-YL)-아세트산4-플루오로신나믹 산3-(2-Methylphenyl)propionic acid5-Bromo-2-fluorocinnamic acid3-(3-Chlorophenyl)propionic acid3-(4-Methylphenyl)propionic acid디에틸부티릴말로네이트3-Methoxycinnamic acid디에틸니트로말로네이트3-Pyridinepropionic acid3-(2-푸릴)아크릴산3-(1-Naphthyl)-propionic acid2-Acetylbenzoic acid3-(3-메틸-2-티에닐)아크릴산3-Pyridineacrylic acid디에틸[(m-클로로아닐리노)메틸렌]말로네이트

공급사100 곳

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추가 설명

정의ChEBI: Malonic acid is an alpha,omega-dicarboxylic acid in which the two carboxy groups are separated by a single methylene group. It has a role as a human metabolite. It is a conjugate acid of a malonate(1-).