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오레인산

오레인산
오레인산 구조식 이미지
카스 번호:
112-80-1
한글명:
오레인산
동의어(한글):
올레산;시스-9-옥타데케노산;시스-옥타데크-9-에노산;시스-올레산;올레인산;흰올레산;올레익애씨드;오레인산
상품명:
Oleic acid
동의어(영문):
k52;G18;D100;K 52;SOCS;NAA35;(cis);FORMOL;groco2;groco4
CBNumber:
CB7228241
분자식:
C18H34O2
포뮬러 무게:
282.46
MOL 파일:
112-80-1.mol

오레인산 속성

녹는점
13-14 °C(lit.)
끓는 점
360 °C
밀도
0.89 g/mL at 25 °C(lit.)
증기 밀도
1.03 (vs air)
증기압
52 mm Hg ( 37 °C)
굴절률
n20/D 1.377
FEMA
2815 | OLEIC ACID
인화점
133 °F
저장 조건
2-8°C
용해도
Miscible with ethanol, ether, acetone, chloroform, dimethyl formamide and dimethyl sulfoxide.
물리적 상태
Liquid
산도 계수 (pKa)
pKa 5.35(H2O,t =25) (Uncertain)
Specific Gravity
0.892 (20/4℃)
색상
Colorless to pale yellow
수용성
negligible
감도
Air Sensitive
Merck
14,6828
JECFA Number
333
BRN
1726542
Hydrophilic-Lipophilic Balance (HLB)
1
안정성
Stable. Combustible. Incompatible with strong oxidizing agents, aluminium.
InChIKey
ZQPPMHVWECSIRJ-KTKRTIGZSA-N
CAS 데이터베이스
112-80-1(CAS DataBase Reference)
NIST
9-Octadecenoic acid (Z)-(112-80-1)
EPA
9-Octadecenoic acid (9Z)-(112-80-1)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 T,Xi
위험 카페고리 넘버 23/24/25-34-40-43-36/37/38-38
안전지침서 36/37-37/39-26-36-36/37/39
유엔번호(UN No.) UN 1198 3/PG 3
WGK 독일 2
RTECS 번호 LP8925000
F 고인화성물질 10
TSCA Yes
HS 번호 29161500
유해 물질 데이터 112-80-1(Hazardous Substances Data)
독성 LD50 i.v. in mice: 230±18 mg/kg (Or, Wretlind)
그림문자(GHS):
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 P264, P280, P302+P352, P321,P332+P313, P362
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 P264, P280, P305+P351+P338,P337+P313P
H320 눈에 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2B 경고 P264, P305+P351+P338,P337+P313
예방조치문구:
P264 취급 후에는 손을 철저히 씻으시오.
P264 취급 후에는 손을 철저히 씻으시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P321 (…) 처치를 하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P332+P313 피부 자극이 생기면 의학적인 조치· 조언을 구하시오.
P337+P313 눈에 대한 자극이 지속되면 의학적인 조치· 조언를 구하시오.

오레인산 MSDS


cis-9-Octadecenoic acid

오레인산 C화학적 특성, 용도, 생산

용도

비누공업원료,금속광택제.

개요

Oleic acid has a faint fatty odor.

화학적 성질

Oleic acid has a faint, fatty odor. This acid darkens on oxidation with a lard-like odor and taste.

화학적 성질

Oleic acid, C17H33COOH, also known as red oil, elaine oil, and octadecenoic acid, is a yellowish unsaturated fatty acid with an aroma similar to lard. It is insoluble in water, but soluble in most organic solvents. Oleic acid is the main component in cooking and olive oils.It is used for making aluminum oleate, which thickens lubricating oil, and in the preparation of soaps and cosmetics.

화학적 성질

Ayellowish to pale brown, oily liquid with a characteristic lard-like odor and taste.
Oleic acid consists chiefly of (Ζ)-9-octadecenoic acid together with varying amounts of saturated and other unsaturated acids. It may contain a suitable antioxidant.

출처

Reported found in apple, banana, cranberry, guava, grapes, melon, papaya, ginger, hop oil, ginger, beef fat, beer, rum, whiskies, cider, sherry, tea, goat milk, butterfat, celery, cheese, blue cheese, munster cheese, other cheeses, cognac, country cured ham, pork fat, potato, raspberry oil, tomato, peanut oil, coconut meat, avocado, mushroom, fenugreek, tamarind, kelp, cardamom, rice, dill seed, sake, buckwheat, malt, wort, roasted chicory root and cape gooseberry.

용도

Oleic Acid is an unsaturated fatty acid that functions as a lubricant, binder, and defoamer.

용도

Oleic acid is a monounsaturated omega-9 fatty acid. Oleic Acid is obtained by the hydrolysis of various animal and vegetable fats and oils. Oleic Acid is used as an emulsifying or solubilizing agent i n aerosol products.

용도

oleic acid is also known as omega-9. oleic acid can improve the skinpenetration abilities of a preparation’s other components. An essential fatty acid, it is obtained from various animal and vegetable fats and oils, and may be mildly irritating to the skin.

정의

ChEBI: An octadec-9-enoic acid in which the double bond at C-9 has Z (cis) stereochemistry.

생산 방법

Oleic acid is obtained by the hydrolysis of various animal and vegetable fats or oils, such as olive oil, followed by separation of the liquid acids. It consists chiefly of (Ζ)-9-octadecenoic acid. Oleic acid that is to be used systemically should be prepared from edible sources.

정의

cis-9-octadecenoic acid (or oleic acid) is a naturally occurring carboxylic acid present (as glycerides) in fats and oils:
CH3(CH2)7CH:CH(CH2)7COOH.

정의

octadecenoic acid: A straightchainunsaturated fatty acid with theformula C17H33COOH. Cis-octadec-9-enoic acid has the formulaCH3(CH2)7CH:CH(CH2)7COOH.The glycerides of this acid are foundin many natural fats and oils.

정의

oleic acid: An unsaturated fattyacid with one double bond,CH3(CH2)7CH:CH(CH2)7COOH; r.d. 0.9;m.p. 13°C. Oleic acid is one of themost abundant constituent fattyacids of animal and plant fats, occurringin butterfat, lard, tallow,groundnut oil, soya-bean oil, etc.Its systematic chemical name is cisoctadec-9-enoic acid.

제조 방법

Obtained from fats.

일반 설명

Colorless to pale yellow liquid with a mild odor. Floats on water.

공기와 물의 반응

Keep cis-9-Octadecenoic acid well closed; protect cis-9-Octadecenoic acid from air and light. . May form peroxides upon exposure to air. This is taken to account for an explosion that occurred, by the mixing of the acid with aluminum, [J. Chem. Educ., 1956, 36, 308]. Water Insoluble.

반응 프로필

cis-9-Octadecenoic 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 cis-9-Octadecenoic 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.

건강위험

Industrial use of compound involves no known hazards. Ingestion causes mild irritation of mouth and stomach. Contact with eyes or skin causes mild irritation.

화재위험

cis-9-Octadecenoic acid is combustible.

Pharmaceutical Applications

Oleic acid is used as an emulsifying agent in foods and topical pharmaceutical formulations. It has also been used as a penetration enhancer in transdermal formulations,to improve the bioavailability of poorly water-soluble drugs in tablet formulations, and as part of a vehicle in soft gelatin capsules, in topical microemulsion formulations,in oral self-emulsifying drug delivery systems,in oral mucoadhesive patches,and in a metered dose inhaler.Oleic acid was shown to be an important factor in the hypoglycemic effect produced by multiple emulsions containing insulin intended for intestinal delivery of insulin.
The phase behavior of sonicated dispersions of oleic acid has been described,and mechanisms for the topical penetrationenhancing actions of oleic acid have been presented.
Oleic acid has been reported to act as an ileal ‘brake’ that slows down the transit of luminal contents through the distal portion of the small bowel.
Oleic acid labeled with 131I and 3H is used in medical imaging.

Safety Profile

Poison by intravenous route. Mildly toxic by ingestion. Mutation data reported. A human skin and eye irritant. Questionable carcinogen with experimental tumorigenic data. Combustible when exposed to heat or flame. To fight fire, use CO2, dry chemical. The peroxidzed acid explodes on contact with aluminum. Potentially dangerous reaction with perchloric acid + heat. When heated to decomposition it emits acrid smoke and irritating fumes.

Safety

Oleic acid is used in oral and topical pharmaceutical formulations.
In vitro tests have shown that oleic acid causes rupture of red blood cells (hemolysis), and intravenous injection or ingestion of a large quantity of oleic acid can therefore be harmful. The effects of oleic acid on alveolar and buccal epithelial cells in vitro have also been studied; the in vitro and in vivo effects of oleic acid on rat skin have been reported. Oleic acid is a moderate skin irritant; it should not be used in eye preparations.
An acceptable daily intake for the calcium, sodium, and potassium salts of oleic acid was not specified by the WHO since the total daily intake of these materials in foods was such that they did not pose a hazard to health.
LD50 (mouse, IV): 0.23 g/kg
LD50 (rat, IV): 2.4 mg/kg
LD50 (rat, oral): 74 g/kg

저장

On exposure to air, oleic acid gradually absorbs oxygen, darkens in color, and develops a more pronounced odor. At atmospheric pressure, it decomposes when heated at 80–100°C.
Oleic acid should be stored in a well-filled, well-closed container, protected from light, in a cool, dry place.

Purification Methods

Purify the acid by fractional crystallisation from its melt, followed by molecular distillation at 10 -3mm, or by conversion to its methyl ester, the free acid can be crystallised from acetone at -40o to -45o (12mL/g). For purification by the use of lead and lithium salts, see Keffler and McLean [J Soc Chem Ind (London) 54 176T 1935]. Purification based on direct crystallisation from acetone is described by Brown and Shinowara [J Am Chem Soc 59 6 1937, pK White J Am Chem Soc 72 1857 1950]. [Beilstein 2 H 463, 2 I 198, 2 II 429, 2 III 1387, 2 IV 1641.]

비 호환성

Incompatible with aluminum, calcium, heavy metals, iodine solutions, perchloric acid, and oxidizing agents. Oleic acid reacts with alkalis to form soaps.

Regulatory Status

GRAS listed. Included in the FDA Inactive Ingredients Database (inhalation and nasal aerosols, tablets, topical and transdermal preparations). Included in nonparenteral medicines (metered dose inhalers; oral capsules; oral prolonged release granules; topical creams and gels) licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.

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