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α-ヒドロキシプロピオン酸

α-ヒドロキシプロピオン酸 化学構造式
50-21-5
CAS番号.
50-21-5
化学名:
α-ヒドロキシプロピオン酸
别名:
ケム-カスト;乳酸;2-ヒドロキシプロパン酸;ヒドロキシプロピオン酸;ミルク酸;α-ヒドロキシプロピオン酸;2-ヒドロキシプロピオン酸;50%乳酸;1-ヒドロキシエタン-1-カルボン酸;DL-乳酸;DL‐乳酸;0.1MOL/L 乳酸;乳酸 TESTED ACCORDING TO PH.EUR.;乳酸, DL-;乳酸 溶液;乳酸 (JP17)
英語化学名:
Lactic acid
英語别名:
Purac;sy-83;E 270;propel;Lactic;Biolac;MILK ACID;Patlac LA;FEMA 2611;Chem-Cast
CBNumber:
CB8193447
化学式:
C3H6O3
分子量:
90.08
MOL File:
50-21-5.mol

α-ヒドロキシプロピオン酸 物理性質

融点 :
18°C
沸点 :
122 °C15 mm Hg(lit.)
比旋光度 :
-0.05 º (c= neat 25 ºC)
比重(密度) :
1.209 g/mL at 25 °C
屈折率 :
n20/D 1.4262
FEMA :
2611 | LACTIC ACID
闪点 :
>230 °F
貯蔵温度 :
2-8°C
溶解性:
Miscible with water and with ethanol (96 per cent).
外見 :
syrup
酸解離定数(Pka):
3.08(at 100℃)
色:
Colorless to yellow
比重:
1.209
水溶解度 :
SOLUBLE
Merck :
14,5336
JECFA Number:
930
BRN :
1209341
安定性::
Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey:
JVTAAEKCZFNVCJ-UHFFFAOYSA-N
CAS データベース:
50-21-5(CAS DataBase Reference)
NISTの化学物質情報:
Propanoic acid, 2-hydroxy-(50-21-5)
EPAの化学物質情報:
Propanoic acid, 2-hydroxy-(50-21-5)
安全性情報
  • リスクと安全性に関する声明
  • 危険有害性情報のコード(GHS)
主な危険性  Xi,C
Rフレーズ  38-41-34-37/38
Sフレーズ  26-39-45-36/37/39
RIDADR  3265
WGK Germany  2
RTECS 番号 OD2800000
3
TSCA  Yes
国連危険物分類  8
容器等級  III
HSコード  29181100
有毒物質データの 50-21-5(Hazardous Substances Data)
消防法 危-4-3-III
化審法 (2)-1369 届出不要化学物質
絵表示(GHS)
注意喚起語 Danger
危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード
H290 金属腐食のおそれ 金属腐食性物質 1 警告 P234, P390, P404
H303 飲み込むと有害のおそれ 急性毒性、経口 5 P312
H314 重篤な皮膚の薬傷?眼の損傷 皮膚腐食性/刺激性 1A, B, C 危険 P260,P264, P280, P301+P330+ P331,P303+P361+P353, P363, P304+P340,P310, P321, P305+ P351+P338, P405,P501
H315 皮膚刺激 皮膚腐食性/刺激性 2 警告 P264, P280, P302+P352, P321,P332+P313, P362
H318 重篤な眼の損傷 眼に対する重篤な損傷性/眼刺激 性 1 危険 P280, P305+P351+P338, P310
注意書き
P234 他の容器に移し替えないこと。
P260 粉じん/煙/ガス/ミスト/蒸気/スプレーを吸入しないこ と。
P264 取扱い後は皮膚をよく洗うこと。
P264 取扱い後は手や顔をよく洗うこと。
P280 保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。
P305+P351+P338 眼に入った場合:水で数分間注意深く洗うこと。次にコ ンタクトレンズを着用していて容易に外せる場合は外す こと。その後も洗浄を続けること。
P310 ただちに医師に連絡すること。
P321 特別な処置が必要である(このラベルの... を見よ)。
P332+P313 皮膚刺激が生じた場合:医師の診断/手当てを受けるこ と。

α-ヒドロキシプロピオン酸 価格 もっと(44)

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入
富士フイルム和光純薬株式会社(wako) W01CHDASB-00011960 乳酸, DL-
Lactic Acid, DL-
50-21-5 250mg ¥11800 2018-12-26 購入
富士フイルム和光純薬株式会社(wako) W01CHDASB-00011960 乳酸, DL-
Lactic Acid, DL-
50-21-5 1g ¥14600 2018-12-26 購入
東京化成工業 L0226 DL-乳酸 >85.0%(T)
DL-Lactic Acid >85.0%(T)
50-21-5 25g ¥1800 2018-12-04 購入
東京化成工業 L0226 DL-乳酸 >85.0%(T)
DL-Lactic Acid >85.0%(T)
50-21-5 500g ¥3200 2018-12-04 購入
関東化学株式会社(KANTO) 12506-1A DL‐乳酸 85%
DL‐Lactic acid 85%
50-21-5 25g ¥3500 2018-12-13 購入

α-ヒドロキシプロピオン酸 MSDS


2-Hydroxypropanoic acid

α-ヒドロキシプロピオン酸 化学特性,用途語,生産方法

外観

無色~わずかにうすい黄色, 澄明の液体

定義

本品は、次の化学式で表される有機酸である。

溶解性

水、エタノール及びジエチルエーテルに極めて溶けやすく、クロロホルム、石油ベンジン及び二硫化炭素にほとんど溶けない。

用途

酸味剤。

化粧品の成分用途

pH調整剤、保湿.湿潤剤、保水剤、剥離剤、皮膚コンディショニング剤、香料

効能

矯味剤

商品名

乳酸 (健栄製薬); 乳酸 (小堺製薬)

説明

Lactic acid (2-hydroxypropionic acid, CH3-CHOH-COOH) is the most widely occurring organic acid in nature. Due to its chiral a-carbon atom, lactic acid (LA) has two enantiomeric forms. Of these, L-(+)-lactic acid is more important in food and pharmaceutical industries because humans have only L-lactate dehydrogenase. The chemical behavior of lactic acid is mostly determined by the two functional groups. Besides the acidic character in aqueous medium, the bifunctionality (a terminal carboxylic acid and a hydroxyl group) allows lactic acid molecules to form ‘‘interesters’’ such as the cyclic dimers, the trimers, or longer lactic acid oligomers.
After its first isolation by the Swedish chemist Scheel in 1780 from sour milk, lactic acid has been produced commercially since the 1880s in the United States and later in Europe. Worldwide, lactic acid production was approximately 250,000 metric tons per year in 2012 and is expected to reach 330,000 metric tons by the year 2015, with an average price of 1.25 US$ per kilogram in 2013 (food grade, 80–85 % purity).
Approximately 85 % of the demand for LA is from the food industry. The primary use of lactic acid is as a pH-adjusting agent in the beverage sector and as a preservative in the food industry. It is included in the Generally Recognized as Safe (GRAS) by the U.S. Food and Drug Administration [158] as a food ingredient and was deemed safe by the European Food Safety Authority as well [159]. The acceptable daily intake for LA was defined by the Joint FAO/WHO Expert Committee on Food Additives as ‘‘not limited,’’ and it is also supported by the Scientific Committee of Food.
In recent decades, the consumption of lactic acid due to its novel applications has grown quite rapidly, by 19 % per year. Nonfood use of lactic acid for polymer production contributes to this growth. Biodegradable polylactic acid is considered to be an environmentally friendly alternative to other plastics from petroleum. It is used in various fields, including drug delivery systems, medical devices, fibers, and packaging materials.
Lactic acid can be produced via chemical synthesis or carbohydrate fermentation. The chemical route has various issues, including toxic raw materials, low conversion rates, and especially the inability to produce the optically pure isomer. Therefore, approximately 90 % of lactic acid worldwide is produced by biotechnological processes, namely fermentations using renewable resources, which is relatively fast, economical, and able to supply selectively one or two stereoisomers of lactic acid.

化学的特性

Lactic acid consists of a mixture of 2-hydroxypropionic acid, its condensation products, such as lactoyllactic acid and other polylactic acids, and water. It is usually in the form of the racemate, (RS)-lactic acid, but in some cases the (S)-(+)-isomer is predominant.
Lactic acid is a practically odorless, colorless or slightly yellowcolored, viscous, hygroscopic, nonvolatile liquid.

化学的特性

Lactic acid, CH3CHOHCOOH, also known as 2-hydroxypropanoic acid, is a hygroscopic liquid that exists in three isometric forms. I-lactic acid is found in blood and animal tissue as a product of glucose and glycogen metabolism. d-Iactic acid is obtained by fermentation of sucrose (corn refining), The racemic mixture is present in foods prepared by bacterial fermentation or prepared synthetically. Lactic acid is soluble in water,alcohol,and ether. It is used as a solvent, in manufacturing confectionery, and in medicine.

化学的特性

A colorless or yellowish, nearly odorless, syrupy liquid consisting of a mixture of lactic acid (C3H6O3) and lactic acid lactate (C6H10O5). It is obtained by the lactic fermentation of sugars or is prepared synthetically. The commercial product is the racemic form. It is usually available in solutions containing the equivalent of from 50% to 90% lactic acid. It is hygroscopic, and when concentrated by boiling, the acid condenses to form lactic acid lactate, 2-(lactoyloxy)propanoic acid, which on dilution and heat ing hydrolyzes to lactic acid. It is miscible with water and with alcohol.

化学的特性

Lactic acid is odorless. It consists of a mixture of lactic acid (C3H6O3) and lactic acid lactate (C6H10O5). The commercial product is the racemic form. It is usually available in solutions containing 50 to 90% lactic acid.

天然物の起源

Reported found in Papaver somniferum L.; it is a constituent of wine and sour milk; the two optically active isomers are found in muscular tissues and are formed by the action of lactic acid–producing bacteria in several fermentation processes. Also reported found in guava, grapes, melon, wheat bread, cheeses, yogurt, milk, cream, buttermilk, egg, cooked beef, cognac, cider, sherry, grape wine, beer, grape brandy, whiskey, cocoa, coffee, tea, mango, sake, wort, dried, bonito, cassava, Bourbon vanilla, chicory root, Cape gooseberry and cherimoya.

使用

Prostaglandin E1 analogue

使用

lactic acid (sodium lactate) is a multi-purpose ingredient used as a preservative, exfoliant, moisturizer, and to provide acidity to a formulation. In the body, lactic acid is found in the blood and muscle tissue as a product of the metabolism of glucose and glycogen. It is also a component of the skin’s natural moisturizing factor. Lactic acid has better water intake than glycerin. Studies indicate an ability to increase the water-retention capacity of the stratum corneum. They also show that the pliability of the stratum corneum layer is closely related to the absorption of lactic acid; that is, the greater the amount of absorbed lactic acid, the more pliable the stratum corneum layer. Researchers report that continuous use of preparations formulated with lactic acid in concentrations ranging between 5 and 12 percent provided a mild to moderate improvement in fine wrinkling and promote softer, smoother skin. Its exfoliating properties can help in the process of removing excess pigment from the surface of the skin, as well as improving skin texture and feel. Lactic acid is an alpha hydroxy acid occurring in sour milk and other lesser-known sources, such as beer, pickles, and foods made through a process of bacterial fermentation. It is caustic when applied to the skin in highly concentrated solutions.

使用

Lactic Acid is an acidulant that is a natural organic acid present in milk, meat, and beer, but is normally associated with milk. it is a syrupy liquid available as 50 and 88% aqueous solutions, and is mis- cible in water and alcohol. it is heat stable, nonvolatile, and has a smooth, milk acid taste. it functions as a flavor agent, preservative, and acidity adjuster in foods. it is used in spanish olives to prevent spoilage and provide flavor, in dry egg powder to improve disper- sion and whipping properties, in cheese spreads, and in salad dress- ing mixes.

定義

ChEBI: A 2-hydroxy monocarboxylic acid that is propanoic acid in which one of the alpha-hydrogens is replaced by a hydroxy group.

調製方法

Lactic acid is prepared by the fermentation of carbohydrates, such as glucose, sucrose, and lactose, with Bacillus acidi lacti or related microorganisms. On a commercial scale, whey, corn starch, potatoes, or molasses are used as a source of carbohydrate. Lactic acid may also be prepared synthetically by the reaction between acetaldehyde and carbon monoxide at 130–200°C under high pressure, or by the hydrolysis of hexoses with sodium hydroxide.
Lactic acid prepared by the fermentation of sugars is levorotatory; lactic acid prepared synthetically is racemic. However, lactic acid prepared by fermentation becomes dextrorotatory on dilution with water owing to the hydrolysis of (R)-lactic acid lactate to (S)- lactic acid.

Biotechnological Production

Lactic acid is produced biotechnologically in general by fermentation of lactic acid bacteria. More information about this process and new trends are described later in this chapter.

Taste threshold values

Taste characteristics at 20 ppm: acidic sour creamy, dairylike with a fruity mango nuance

一般的な説明

A colorless to yellow odorless syrupy liquid. Corrosive to metals and tissue. Used to make cultured dairy products, as a food preservative, and to make chemicals.

空気と水の反応

Soluble in water.

反応プロフィール

Lactic 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 Lactic 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. Slowly corrodes most metals [USCG, 1999].

健康ハザード

Inhalation of mist causes coughing and irritation of mucous membranes. Ingestion, even of diluted preparations, has a corrosive effect on the esophagus and stomach. Contact with more concentrated solutions can cause severe burns of skin or eye.

火災危険

Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.

応用例(製薬)

Lactic acid is used in beverages, foods, cosmetics, and pharmaceuticals as an acidifying agent and acidulant.
In topical formulations, particularly cosmetics, it is used for its softening and conditioning effect on the skin. Lactic acid may also be used in the production of biodegradable polymers and microspheres, such as poly(D-lactic acid), used in drug delivery systems.
Lactic acid is also used as a food preservative. Therapeutically, lactic acid is used in injections, in the form of lactate, as a source of bicarbonate for the treatment of metabolic acidosis; as a spermicidal agent; in pessaries for the treatment of leukorrhea; in infant feeds; and in topical formulations for the treatment of warts.

工業用途

lactic acid showed good depressing effect on hornblende, pyroxene and biotite during flotation of hematite and ilmenite minerals.

安全性

Lactic acid occurs in appreciable quantities in the body as an end product of the anaerobic metabolism of carbohydrates and, while harmful in the concentrated form , can be considered nontoxic at the levels at which it is used as an excipient. A 1% v/v solution, for example, is harmless when applied to the skin.
There is evidence that neonates have difficulty in metabolizing (R)-lactic acid, and this isomer and the racemate should therefore not be used in foods intended for infants aged less than 3 months old.
There is no evidence that lactic acid is carcinogenic, teratogenic, or mutagenic.
LD50 (guinea pig, oral): 1.81 g/kg
LD50 (mouse, oral): 4.88 g/kg
LD50 (mouse, SC): 4.5 g/kg
LD50 (rat, oral): 3.73 g/kg

貯蔵

Lactic acid is hygroscopic and will form condensation products such as polylactic acids on contact with water. The equilibrium between the polylactic acids and lactic acid is dependent on concentration and temperature. At elevated temperatures lactic acid will form lactide, which is readily hydrolyzed back to lactic acid.
Lactic acid should be stored in a well-closed container in a cool, dry place.

不和合性

Incompatible with oxidizing agents, iodides, and albumin. Reacts violently with hydrofluoric acid and nitric acid.

規制状況(Regulatory Status)

GRAS listed. Accepted for use as a food additive in Europe. Included in the FDA Inactive Ingredients Database (IM, IV, and SC injections; oral syrups and tablets; topical and vaginal preparations). Included in medicines licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.

α-ヒドロキシプロピオン酸 上流と下流の製品情報

原材料

準備製品


α-ヒドロキシプロピオン酸 生産企業

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50-21-5(α-ヒドロキシプロピオン酸)キーワード:


  • 50-21-5
  • ACIDUM LACTICUM
  • RARECHEM AL BO 2317
  • MILK ACID
  • 1-Hydroxyethane 1-carboxylic acid
  • 1-Hydroxyethanecarboxylic acid
  • 1-hydroxyethanecarboxylicacid
  • 2-hydroxy-propanoicaci
  • 2-hydroxy-propionicaci
  • Acetonic acid
  • alpha-Hydroxypropanoic acid
  • dl-lactate
  • DL-Milchsαure
  • Ethylidenelactic acid
  • Patlac LA
  • propel
  • Propionic acid, 2-hydroxy-
  • Purac
  • Racemic lactic acid
  • racemiclacticacid
  • sy-83
  • tonsillosan
  • 2-Hdyroxypropionic acid
  • DL-Lactic acid, USP Grade
  • Lactic Acid (DL-)
  • Lactic acid solution solution
  • DL-Lactic acid, PH EUR
  • DL-LACTIC ACID ACS REAGENT
  • DL-LACTIC ACID FREE ACID 85% (W/W)*SYRUP
  • L-Lactic acid, 85% aq. soln.
  • LACTIC ACID extrapure AR
  • ケム-カスト
  • 乳酸
  • 2-ヒドロキシプロパン酸
  • ヒドロキシプロピオン酸
  • ミルク酸
  • α-ヒドロキシプロピオン酸
  • 2-ヒドロキシプロピオン酸
  • 50%乳酸
  • 1-ヒドロキシエタン-1-カルボン酸
  • DL-乳酸
  • DL‐乳酸
  • 0.1MOL/L 乳酸
  • 乳酸 TESTED ACCORDING TO PH.EUR.
  • 乳酸, DL-
  • 乳酸 溶液
  • 乳酸 (JP17)
  • 代謝産物
  • 角質溶解薬
  • 殺菌薬
  • 植物成長調整剤
  • 制瀉薬
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