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말론산

말론산
말론산 구조식 이미지
카스 번호:
141-82-2
한글명:
말론산
동의어(한글):
말론산;알론산;메탄디카르복시산;카르복시아세트산;디카르복시메탄;말로닉애씨드;말론산
상품명:
Malonic acid
동의어(영문):
MAAC;Malonsure;CH2(COOH)2;usafek-695;Daucic acid;USAF ek-695;Methane acid;MALONIC ACID;MalonicAcidGr;Propandioic acid
CBNumber:
CB9709256
분자식:
C3H4O4
포뮬러 무게:
104.06
MOL 파일:
141-82-2.mol

말론산 속성

녹는점
132-135 °C (dec.)(lit.)
끓는 점
140℃(分解)
밀도
1.619
굴절률
1.4780
인화점
157°C
저장 조건
Store at RT.
용해도
1 M NaOH: soluble100mg/mL, clear to slightly hazy, colorless to faintly yellow
산도 계수 (pKa)
2.83(at 25℃)
물리적 상태
Liquid
색상
White
수용성
1400 g/L (20 ºC)
Merck
14,5710
BRN
1751370
안정성
Stable. Incompatible with oxidizing agents, reducing agents, bases.
InChIKey
OFOBLEOULBTSOW-UHFFFAOYSA-N
CAS 데이터베이스
141-82-2(CAS DataBase Reference)
NIST
Malonic acid(141-82-2)
EPA
Propanedioic acid(141-82-2)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xn,Xi
위험 카페고리 넘버 20/22-41-36/37/38-22
안전지침서 26-36/39-37/39-36
유엔번호(UN No.) 3261
WGK 독일 1
RTECS 번호 OO0175000
TSCA Yes
포장분류 III
HS 번호 29171910
그림문자(GHS):
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 P264, P270, P301+P312, P330, P501
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 P264, P280, P302+P352, P321,P332+P313, P362
H318 눈에 심한 손상을 일으킴 심한 눈 손상 또는 자극성 물질 구분 1 위험 P280, P305+P351+P338, P310
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 P264, P280, P305+P351+P338,P337+P313P
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고
예방조치문구:
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P304+P340 흡입하면 신선한 공기가 있는 곳으로 옮기고 호흡하기 쉬운 자세로 안정을 취하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P405 밀봉하여 저장하시오.

말론산 MSDS


1,3-Propanedioic acid

말론산 C화학적 특성, 용도, 생산

개요

Malonic acid (IUPAC systematic name: propanedioic acid) is a dicarboxylic acid with structure CH2(COOH)2. The ionized form of malonic acid, as well as its esters and salts, are known as malonates. For example, diethyl malonate is malonic acid's diethyl ester. The name originates from the Greek word (malon) meaning 'apple'.

화학적 성질

Crystalline

용도

Malonic acid is used as building block in chemical synthesis, specifically to introduce the molecular group -CH2-COOH. Product Data Sheet

정의

ChEBI: An alpha,omega-dicarboxylic acid in which the two carboxy groups are separated by a single methylene group.

제조 방법

A classical preparation of malonic acid starts from chloroacetic acid :
Sodium carbonate generates the sodium salt, which is then reacted with sodium cyanide to provide the cyano acetic acid salt via a nucleophilic substitution. The nitrile group can be hydrolyzed with sodium hydroxide to sodium malonate, and acidification affords malonic acid.

화학 반응

In a well - known reaction, malonic acid condenses with urea to form barbituric acid. Malonic acid is also frequently used as an enolate in Knoevenagel condensations or condensed with acetone to form Meldrum's acid. The esters of malonic acid are also used as a - CH2COOH synthon in the malonic ester synthesis.

일반 설명

White crystals or crystalline powder. Sublimes in vacuum.

공기와 물의 반응

Water soluble.

반응 프로필

Malonic acid is a carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in Malonic acid to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions Malonic acid is incompatible with strong oxidizers. Malonic acid is also incompatible with bases and reducing agents.

위험도

Strong irritant.

화재위험

Flash point data for Malonic acid are not available; however, Malonic acid is probably combustible.

Biotechnological Applications

The calcium salt of malonic acid occurs in high concentrations in beetroot. It exists in its normal state as white crystals. Malonic acid is the classic example of a competitive inhibitor: It acts against succinate dehydrogenase (complex II) in the respiratory electron transport chain.

Purification Methods

Crystallise malonic acid from *benzene/diethyl ether (1:1) containing 5% of pet ether (b 60-80o), wash with diethyl ether, then recrystallise it from H2O or acetone. Dry it under vacuum over conc H2SO4. [Beilstein 2 IV 1874.]

말론산 준비 용품 및 원자재

원자재

준비 용품


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