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酪酸

酪酸 化学構造式
107-92-6
CAS番号.
107-92-6
化学名:
酪酸
别名:
酪酸;ノルマル酪酸;3-メチルプロピオン酸;ブタン酸;3-メチルプロパン酸;n-酪酸;ブチリックアシド;N‐酪酸;酪酸標準品;N-酪酸標準液(1ΜG/ΜL 水溶液);酪酸, 99+%;n - 酪酸
英語化学名:
Butyric Acid
英語别名:
C4;C4A;C4A2;C4A3;butyrate;IMET 3393;FEMA 2221;n-Butyric;Butansαure;n-C3H7COOH
CBNumber:
CB3459186
化学式:
C4H8O2
分子量:
88.11
MOL File:
107-92-6.mol

酪酸 物理性質

融点 :
?6-?3 °C (lit.)
沸点 :
162 °C (lit.)
比重(密度) :
0.964 g/mL at 25 °C (lit.)
蒸気密度:
3.04 (vs air)
蒸気圧:
0.43 mm Hg ( 20 °C)
屈折率 :
n20/D 1.398(lit.)
FEMA :
2221 | BUTYRIC ACID
闪点 :
170 °F
貯蔵温度 :
Store below +30°C.
酸解離定数(Pka):
4.83(at 25℃)
外見 :
Liquid
色:
Clear colorless
比重:
0.960 (20/4℃)
PH:
2.5 (100g/l, H2O, 20℃)
爆発限界(explosive limit):
2-12.3%(V)
臭気閾値(Odor Threshold):
0.00019ppm
水溶解度 :
MISCIBLE
Merck :
14,1593
JECFA Number:
87
BRN :
906770
安定性::
Stability Flammable. Incompatible with strong oxidizing agents, aluminium and most other common metals, alkalies, reducing agents.
InChIKey:
FERIUCNNQQJTOY-UHFFFAOYSA-N
CAS データベース:
107-92-6(CAS DataBase Reference)
NISTの化学物質情報:
Butanoic acid(107-92-6)
EPAの化学物質情報:
Butyric acid (107-92-6)
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  C,Xi
Rフレーズ  34
Sフレーズ  26-36-45
RIDADR  UN 2820 8/PG 3
WGK Germany  1
RTECS 番号 ES5425000
13
自然発火温度 824 °F
Hazard Note  Irritant
TSCA  Yes
HSコード  2915 60 19
国連危険物分類  8
容器等級  III
有毒物質データの 107-92-6(Hazardous Substances Data)
毒性 LD50 orally in rats: 8.79 g/kg (Smyth)
消防法 危険物第4類第三石油類(水溶性)
化審法 (2)-608
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
H227 引火性液体 引火性液体 4 警告 P210, P280, P370+P378, P403+P235,P501
H290 金属腐食のおそれ 金属腐食性物質 1 警告 P234, P390, P404
H302 飲み込むと有害 急性毒性、経口 4 警告 P264, P270, P301+P312, P330, P501
H311 皮膚に接触すると有毒 急性毒性、経皮 3 危険 P280, P302+P352, P312, P322, P361,P363, P405, P501
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
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
H371 臓器の障害のおそれ 特定標的臓器有害性、単回暴露 2 警告 P260, P264, P270, P309+P311, P405,P501
H402 水生生物に有害 水生環境有害性、急性毒性 3
注意書き
P210 熱/火花/裸火/高温のもののような着火源から遠ざ けること。-禁煙。
P234 他の容器に移し替えないこと。
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。
P270 この製品を使用する時に、飲食または喫煙をしないこ と。
P273 環境への放出を避けること。

酪酸 価格 もっと(49)

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) W01AFAL13189 酪酸, 99+%
Butyric acid, 99+%
107-92-6 100mL ¥4000 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01AFAL13189 酪酸, 99+%
Butyric acid, 99+%
107-92-6 500mL ¥5400 2021-03-23 購入
東京化成工業 B0754 酪酸 >99.0%(GC)(T)
Butyric Acid >99.0%(GC)(T)
107-92-6 25mL ¥1800 2021-03-23 購入
東京化成工業 B0754 酪酸 >99.0%(GC)(T)
Butyric Acid >99.0%(GC)(T)
107-92-6 500mL ¥3700 2021-03-23 購入
関東化学株式会社(KANTO) 04443-01 n‐酪酸
n‐Butyric acid
107-92-6 500mL ¥3400 2021-03-23 購入

酪酸 化学特性,用途語,生産方法

外観

無色澄明の液体

溶解性

水及びエタノールと任意の割合で混和する。

解説

n‐酪酸CH3CH2CH2COOHとイソ酪酸(CH3)2CHCOOHの2異性体がある。n‐酪酸は特有のにおいをもつ無色の液体で,融点−5.26℃,沸点164.05℃。家畜の乳脂中にグリセリンエステルとして含まれるためこの名がある。合成香料の原料,乳化剤などに使用。n‐ブチルアルコールの酸化,糖蜜またはデンプンの酪酸発酵によりつくられる。イソ酪酸は遊離状またはエステルとして植物中微量存在。融点−47℃,沸点154.5℃。
株式会社平凡社 百科事典マイペディアについて 情報

用途

香料、フレーバー用ブチルエステル合成原料

用途

着香料、有機合成原料。

用途

着香料、医薬品原料

用途

大気中等酪酸のGC分析用標準液。

説明

Butyric acid is a carboxylic acid also classified as a fatty acid. It exists in two isomeric forms as shown previously, but this entry focuses on n-butyric acid or butanoic acid. It is a colorless, viscous, rancid-smelling liquid that is present as esters in animal fats and plant oils. Butyric acid exists as a glyceride in butter, with a concentration of about 4%; dairy and egg products are a primary source of butyric acid. When butter or other food products go rancid, free butyric acid is liberated by hydrolysis, producing the rancid smell. It also occurs in animal fat and plant oils.

化学的特性

Butyric acid (from Greek meaning "butter"), also known under the systematic name butanoic acid, is a carboxylic acid with the structural formula CH3CH2CH2-COOH. Salts and esters of butyric acid are known as butyrates or butanoates. Butyric acid is found in milk, especially goat, sheep and buffalo's milk, butter, Parmesan cheese, and as a product of anaerobic fermentation (including in the colon and as body odor). It has an unpleasant smell and acrid taste, with a sweetish aftertaste (similar to ether). It can be detected by mammals with good scent detection abilities (such as dogs) at 10 ppb, whereas humans can detect it in concentrations above 10 ppm.
Butyric acid was first observed (in impure form) in 1814 by the French chemist Michel Eugène Chevreul. By 1818, he had purified it sufficiently to characterize it . The name of butyric acid comes from the Latin word for butter, butyrum (or buturum), the substance in which butyric acid was first found.

化学的特性

Butyric acid is a fatty acid occurring in the form of esters in animal fats. The triglyceride of butyric acid makes up 3% to 4% of butter. When butter goes rancid, butyric acid is liberated from the glyceride by hydrolysis, leading to the unpleasant odor. It is an important member of the fatty acid subgroup called short- chain fatty acids. Butyric acid is a medium-strong acid that reacts with bases and strong oxidants, and attacks many metals.
The acid is an oily, colorless liquid that is easily soluble in water, ethanol, and ether, and can be separated from an aqueous phase by saturation with salts such as calcium chloride. It is oxidized to carbon dioxide and acetic acid using potassium dichromate and sulfuric acid, while alkaline potassium permanganate oxidizes it to carbon dioxide. The calcium salt, Ca(C4H7O2)2·H2O, is less soluble in hot water than in cold.
Butyric acid has a structural isomer called isobutyric acid (2-methylpropanoic acid).

化学的特性

n-Butyric acid has a persistent, penetrating, rancid, butter-like odor and burning, acid taste.

化学的特性

Butyric acid is a combustible, oily liquid with an unpleasant odor. The Odor Threshold is 0.0001 ppm.

化学的特性

Butyric acid, C3H7COOH, a colorless liquid with an obnoxious odor, occurring in spoiled butter.It miscible with water, alcohol, and ether.It is used in the synthesis of butyrate ester perfume and flavor ingredients and in disinfectants and pharmaceuticals,

天然物の起源

Normally occurs in butter as a glyceride. It has been reported found in the essential oils of citronella Ceylon, Eucalyptus globules, Araucaria cunninghamii, Lippia scaberrima, Monarda fistulosa, cajeput, Heracleum giganteum, lavender, Hedeoma pulegioides, valerian, nutmeg, hops, Pastinaca sativa, Spanish anise and others. It has been identified in strawberry aroma, apricot, American cranberry, sour cherry, black currants, butter, milk, strawberry jam, cheeses (blue, cheddar, feta, Swiss, Camembert and romano), raspberry, papaya, coffee mutton, beer, rum, bourbon whiskey and cider.

来歴

Butyric acid gets its name from the Latin butyrum, or butter. It was discovered by Adolf Lieben (1836–1914) and Antonio Rossi in 1869. Butyric acid is one of the simplest fatty acids.

使用

Butyric Acid is a fatty acid that is commonly obtained from butter fat. it has an objectionable odor which limits its uses as a food acid- ulant or antimycotic. it is an important chemical reactant in the manufacture of synthetic flavoring, shortening, and other edible food additives. in butter fat, the liberation of butyric acid which occurs during hydrolytic rancidity makes the butter fat unusable. it is used in soy milk-type drinks and candies.

使用

It is used in plastics as a raw material for the cellulose acetate butyrate (CAB). Other uses of butyric acid are in disinfectants, pharmaceuticals, and feed supplements for plant and animals. Butyric acid derivatives play an important role in plant and animal physiology.

使用

Butyric acid is used in the preparation of various butyrate esters. Low-molecular-weight esters of butyric acid, such as methyl butyrate, have mostly pleasant aromas or tastes. As a consequence, they find use as food and perfume additives. It is also used as an animal feed supplement, due to the ability to reduce pathogenic bacterial colonization. It is an approved food flavoring in the EU FLAVIS database (number 08.005).
Due to its powerful odor, it has also been used as a fishing bait additive. Many of the commercially available flavors used in carp (Cyprinus carpio) baits use butyric acid as their ester base; however, it is not clear whether fish are attracted by the butyric acid itself or the substances added to it. Butyric acid was, however, one of the few organic acids shown to be palatable for both tench and bitterling. The substance has also been used as a stink bomb by Sea Shepherd Conservation Society to disrupt Japanese whaling crews, as well as by anti-abortion protesters to disrupt abortion clinics.

製造方法

Obtained by fermentation of starches and molasses with selective enzymes (Granulo saccharobutyricum); it is subsequently isolated as the calcium salt.

調製方法

Butyric Acid is industrially prepared by the fermentation of sugar or starch, brought about by the addition of putrefying cheese, with calcium carbonate added to neutralize the acids formed in the process. The butyric fermentation of starch is aided by the direct addition of Bacillus subtilis. Salts and esters of the acid are called butyrates or butanoates.
Butyric acid or fermentation butyric acid is also found as a hexyl ester hexyl butyrate in the oil of Heracleum giganteum (a type of hogweed) and as the octyl ester octyl butyrate in parsnip (Pastinaca sativa); it has also been noticed in skin flora and perspiration.

定義

A colorless liquid carboxylic acid. Esters of butanoic acid are present in butter.

調製方法

Butyric acid is produced by oxidation of butyraldehyde (CH3(CH2)2CHO) or butanol (C4H9OH). It can also be formed biologically by the oxidation of sugar and starches using bacteria.

定義

ChEBI: A straight-chain saturated fatty acid that is butane in which one of the terminal methyl groups has been oxidised to a carboxy group.

Aroma threshold values

Detection: 240 ppb to 4.8 ppm

Taste threshold values

Taste characteristics at 250 ppm: acidic, sour, cheesy, dairy, creamy with a fruity nuance.

一般的な説明

A colorless liquid with a penetrating and unpleasant odor. Flash point 170°F. Corrosive to metals and tissue. Density 8.0 lb /gal.

空気と水の反応

Water soluble.

反応プロフィール

(3R,4S)-1-Benzoyl-3-(1-methoxy-1-methylethoxy)-4-phenyl-2-azetidinone can react with oxidizing agents. Incandescent reactions occur with chromium trioxide above 212°F. Also incompatible with bases and reducing agents. May attack aluminum and other light metals .

危険性

Strong irritant to skin and tissue.

健康ハザード

Inhalation causes irritation of mucous membrane and respiratory tract; may cause nausea and vomiting. Ingestion causes irritation of mouth and stomach. Contact with eyes may cause serious injury. Contact with skin may cause burns; chemical is readily absorbed through the skin and may cause damage by this route.

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.

生物学的応用

Butyrate is produced as end - product of a fermentation process solely performed by obligate anaerobic bacteria. Fermented Kombucha "tea" includes butyric acid as a result of the fermentation. This fermentation pathway was discovered by Louis Pasteur in 1861.
The pathway starts with the glycolytic cleavage of glucose to two molecules of pyruvate, as happens in most organisms. Pyruvate is then oxidized into acetyl coenzyme A using a unique mechanism that involves an enzyme system called pyruvate - ferredoxin oxidoreductase. Two molecules of carbon dioxide (CO2) and two molecules of elemental hydrogen (H2) are formed as waste products from the cell.

安全性プロファイル

Moderately toxic by ingestion, skin contact, subcutaneous, intraperitoneal, and intravenous routes. Human mutation data reported. Severe skin and eye irritant. A corrosive material. Combustible liquid. Could react with oxidizing materials. Incandescent reaction with chromium trioxide above 100'. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.

安全性

The United States Environmental Protection Agency rates and regulates butyric acid as a toxic substance.
Personal protective equipment such as rubber or PVC gloves, protective eye goggles, and chemical-resistant clothing and shoes are used to minimize risks when handling butyric acid.
Inhalation of butyric acid may result in soreness of throat, coughing, a burning sensation and laboured breathing. Ingestion of the acid may result in abdominal pain, shock, and collapse. Physical exposure to the acid may result in pain, blistering and skin burns, while exposure to the eyes may result in pain, severe deep burns and loss of vision.

職業ばく露

In manufacture of butyrate esters, some of which go into artificial flavoring. Incompatibilities: May form explosive mixture with air. Incompatible with sulfuric acid, caustics, ammonia, aliphatic amines; isocyanates, strong oxidizers; alkylene oxides; epichlorohydrin

環境運命予測

The most probable mechanism of toxicity is the formation of an acid proteinate following exposure to high concentrations. Such complexes result in an inhibition of protein function and disruption of cellular homeostasis. Butyric acid induces apoptosis by production of ceramide and reactive oxygen species in the mitochondria followed by activation of JNK in mitogen activated protein (MAP) kinase cascades. Butyric acid has two contrasting functional roles. As a product of fermentation within the human colon, it serves as the most important energy source for normal colorectal epithelium. It also promotes differentiation of cultured malignant cells. A switch from aerobic to anaerobic metabolism accompanies neoplastic transformation in the colorectum. The separate functional roles for n-butyrate may reflect the different metabolic activities of normal and neoplastic tissues. Deficiency of n-butyrate, coupled with the increased energy requirements of neoplastic tissue, may promote the switch to anaerobic metabolism. n-Butyrate was previously found to increase epidermal growth factor receptor binding in primary cultures of rat hepatocytes. It was shown that butyrate and dexamethasone synergistically modulate the surface expression of epidermal growth factor receptors. The butyrate-induced enhancement of highaffinity epidermal growth factor bindingwas slight in the absence of glucocorticoid, but was strongly and dose-dependently amplified by dexamethasone. Butyrate counteracted the inhibition by insulin of the dexamethasone-induced increase in epidermal growth factor binding. The results indicate that the glucocorticoid has a permissive effect on a butyrate-sensitive process that determines the surface expression of the high-affinity class of epidermal growth factor receptors.

輸送方法

UN2820 Butyric acid, Hazard class: 8; Labels: 8—Corrosive material. UN2529 Isobutyric acid, Hazard Class: 3; Labels: 3—Flammable liquid, 8—Corrosive material

純化方法

Distil the acid, them mix it with KMnO4 (20g/L), and fractionally redistil, discarding the first third of the distillate [Vogel J Chem Soc 1814 1948]. [Beilstein 2 IV 779.]

Toxicity evaluation

Butyric acid is not environmentally persistent as it is biodegradable in aqueous media, volatilizes from surface waters at a moderate rate, and readily undergoes photodegradation in the atmosphere. n-Butanoic acid may be susceptible to biodegradation in terrestrial and aquatic environments based on the observed degradation of 72% after 5 h when incubated with activated sludge. At an initial concentration of 100 mg l-1, n-butanoic acid displayed a 72% theoretical biological oxygen demand (BODT) after 5 h when incubated with activated sludge. n-Butanoic acid at an initial concentration of 5 ppm displayed a BODT of 76.6% in freshwater and 72.4% in seawater after 5 days. n-Butanoic acid had a BODT of 17.4, 23.8, 26.2, and 27.7% after 6, 12, 18, and 24 h, respectively, when incubated with an activated sludge seed at an initial concentration of 500 ppm. In a screening study, the BODT of n-butanoic acid was 46, 48, and 58% after 2, 10, and 30 days, respectively, using a sewage seed. In a screening study using a sewage seed, n-butanoic acid had a 5-day BODT of 72–78% and a 20-day BODT of 92–99%.
Butyric acid must be separated from strong oxidants, strong bases, food, and feedstuffs for long-range transport (UN Hazard Class 8; UN Packing Group III; stable during transport). It should be stored in a cool, dry, well-ventilated location, away from any area where fire hazard may be acute. Outside or detached storage is preferred, separate from oxidizing materials, heat, oxidizers, and sunlight.

廃棄物の処理

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.

酪酸 上流と下流の製品情報

原材料

準備製品


酪酸 生産企業

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107-92-6(酪酸)キーワード:


  • 107-92-6
  • 3-Methylpropionic acid
  • normal Butyric acid
  • n-Butyric Acid, FCC
  • n-Butyric acid, 99+% 100ML
  • n-Butyric acid, 99+% 1LT
  • Tetranoic acid (Butyric)
  • Butyric acid >=99.0%
  • n-Butyric acid, synthesis grade
  • Natural Butyric Acid
  • Estradiol-7&alpha
  • Butyric acid, AR,99%
  • BUTYRIC ACID FOR SYNTHESIS 2,5 L
  • BUTYRIC ACID FOR SYNTHESIS 1 L
  • BUTYRIC ACID FOR SYNTHESIS 50 KG
  • BUTYRIC ACID FOR SYNTHESIS 100 ML
  • Butyric Acid, FCC
  • Butyric Acid, Synthetic FCC
  • Butyric acid, 99.5%
  • Butyric acid 1
  • Anti-C4A (N-terminal) antibody produced in rabbit
  • C4A
  • C4A2
  • C4A3
  • RARECHEM AL BO 0173
  • TETRANOIC ACID
  • N-BUTANIC ACID
  • N-BUTANOIC ACID
  • N-BUTYRIC ACID
  • N-PROPANECARBOXYLIC ACID
  • N-PROPYLFORMIC ACID
  • 酪酸
  • ノルマル酪酸
  • 3-メチルプロピオン酸
  • ブタン酸
  • 3-メチルプロパン酸
  • n-酪酸
  • ブチリックアシド
  • N‐酪酸
  • 酪酸標準品
  • N-酪酸標準液(1ΜG/ΜL 水溶液)
  • 酪酸, 99+%
  • n - 酪酸
  • 一官能性アルカン
  • アルキルカルボン酸
  • 構造分類
  • 官能性 & α,ω-二官能性アルカン
  • 代謝産物
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