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シアノ酢酸

Cyanoacetic acid

HCID 9740
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基本情報名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
372-09-8
標準SMILES
N#CCC(=O)O
InChIKey
MLIREBYILWEBDM-UHFFFAOYSA-N
分子式
C3H3NO2
平均分子量
85.06 g/mol
単同位体質量
85.01637834

名称と識別子

優先名称
Cyanoacetic acid
IUPAC
2-cyanoacetic acid
現地名
シアノ酢酸
英語名
Cyanoacetic acid
分子式
C3H3NO2
分子量
85.06

名称と別名

CYANOACETIC ACID372-09-82-Cyanoacetic acidAcetic acid, cyano-Malonic mononitrileAcide cyanacetiqueCyanessigsaeureMalonic acid mononitrileMonocyanoacetic acidcyanoethanoic acidUSAF KF-17Kyselina kyanoctova
名称をさらに表示
シアノ酢酸マロン酸モノニトリル2-シアノ酢酸シアン酢酸シアノ酢酸, 99%2-cyanoacetateCyanicycnab acidCYADNCCH2COOHCyanoaceticusafkf-17CyanessigsureCYANOCETIC ACID
DTXSID0027149QZT550H2Y9NSC-5571DTXCID707149CHEBI:51889RefChem:129042206-743-9Cyanoaceticacid

データベース識別子

CAS
372-09-8
PubChem CID
9740
DTXSID
DTXSID0027149
ChEMBL
CHEMBL3185860
ChEBI
CHEBI:51889
UNII
QZT550H2Y9
EC Number
206-743-9
Nikkaji
J2.581J

物性

構造計算による物性補完中

XLogP
-0.8
極性表面積
61.1 Ų
水素結合供与体数
1
水素結合受容体数
3
回転可能結合数
1
重原子数
6
形式電荷
0
複雑度
98

実験および物理化学的性質

LogPlog Kow = -0.76
Densitygreater than 1.1 at 68 °F (USCG, 1999)
Color/FormHygroscopic crystals
Solubility · 2 件

Sol in water, alcohol, ether; slightly sol in benzene, chloroform

Slightly sol in acetic acid

Boiling Point108 °C at 15 mm Hg
Decomposition · 2 件

Decomposes at 320 °F (160 °C) with release of acetonitrile.

When heated to decomposition it emits toxic fumes of /nitrogen oxide and hydrogen cyanide/.

Melting Point · 2 件

151 °F (USCG, 1999)

66 °C

Vapor Pressure0.03 [mmHg]
Physical Description · 2 件

Cyanoacetic acid is a yellow-brown liquid with an unpleasant odor. Sinks and mixes with water. (USCG, 1999)

White hygroscopic solid; [Hawley] White crystalline solid; [MSDSonline]

Dissociation Constants

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 1.2% (3 of 245) of reports.

Danger

H302+H332 (21.2%): Harmful if swallowed or if inhaled [Warning Acute toxicity, oral; acute toxicity, inhalation];H302 (98.4%): Harmful if swallowed [Warning Acute toxicity, oral];H314 (98.8%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation];H318 (67.3%): Causes serious eye damage [Danger Serious eye damage/eye irritation];H332 (86.9%): Harmful if inhaled [Warning Acute toxicity, inhalation];H412 (12.2%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P260, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 245 reports by companies from 22 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 3 of 245 reports by companies.;There are 21 notifications provided by 242 of 245 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Regulatory Information · 3 件

Chemical: Acetic acid, cyano-

Status: Active Update: 16-04-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/7134;Status: Active Update: 31-08-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13908

Cyanoacetic acid: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelCorrosive
Fire Hazards

化学と産業

薬理情報

Metabolism/Metabolites · 3 件

... In vivo and in vitro metabolism of 3-dimethylaminopropionitrile (DMAPN) and its urotoxic effect on male Sprague-Dawley rats /were investigated/. Rats were given 175, 350, or 525 mg/kg DMAPN or DMAPN metabolites orally for 5 days, and urinary metabolites and volumes were measured. By day 5, 44% of the DMAPN dose was excreted unchanged. Beta-aminopropionitrile and cyanoacetic acid were the major urinary metabolites, as identified by gas chromatography. /It was/ concluded that DMAPN is metabolized via a cytochrome P450 mixed-function oxidase system and the urotoxic effects of DMAPN may be related to its metabolism.

... Cyanoacetic acid has been studied with reference to its possible role in the production of the symptoms of lathyrism by 3-aminopropionitrile. Injection of 14C-labeled 3-aminopropionitrile in rats showed that 25-30% could be recovered as cyanoacetic acid ... /However/ cyanoacetic acid is not responsible for the skeletal deformities, and such produced by feeding 3-aminopropionitrile.

Organic nitriles are converted into cyanide ions through the action of cytochrome P450 enzymes in the liver. Cyanide is rapidly absorbed and distributed throughout the body. Cyanide is mainly metabolized into thiocyanate by either rhodanese or 3-mercaptopyruvate sulfur transferase. Cyanide metabolites are excreted in the urine. (L96)

用途と製造

Uses · 4 件

Used in the synthesis of pharmaceuticals and the fungicide cymoxanil; [HSDB]

Synthesis of intermediates; manuf barbital

Chemical intermediate for malonic acid; diethyl malonate for pharmaceuticals

... For the production of the fungicide cymoxanil and the cough remedy dextromethorphan.

U.S. Exports · 2 件

(1972) No Data

(1975) No Data

U.S. Imports · 2 件

(1972) No Data

(1975) No Data

U.S. Production · 5 件

This chemical is listed as a High Production Volume (HPV) (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

関連反応

780 件
反応記録を作成
HRID 7597 の反応式
HRID 7597反応物としてuspto-grants-2006_08
HRID 11283 の反応式
HRID 11283反応物としてuspto-grants-2006_08
HRID 26660 の反応式
HRID 26660反応物としてuspto-grants-1979_04
HRID 27370 の反応式
HRID 27370反応物としてuspto-grants-1980_09
HRID 27374 の反応式
HRID 27374反応物としてuspto-grants-1980_09
HRID 31065 の反応式
HRID 31065反応物としてuspto-grants-2008_09
HRID 37693 の反応式
HRID 37693反応物としてuspto-grants-1995_05
HRID 37699 の反応式
HRID 37699反応物としてuspto-grants-1995_05
1 / 98 ページ

化合物ノート

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このページの内容基本情報名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
pKa = 2.45 at 25 °C
Other Experimental PropertiesHygroscopic; decomp at 160 °C into CO2 and acetonitrile

物理化学的性質

融点
65 °C · 65 °C
沸点
108 °C0.15 · 108 °C0.15 mm Hg(lit.)
比重(密度)
1.3676 · 1.3676 (rough estimate)
蒸気圧
0.1 mm · 0.1 mm Hg ( 100 °C)
屈折率
1.3764 · 1.3764 (estimate)
闪点
226 °F · 226 °F
貯蔵温度
30 °C · Store below +30°C.
溶解性
2 O: · H2O: 可溶50mg/mL、透明、無色~微黄色
酸解離定数(Pka)
2.45 · 2.45(at 25℃)
外見
結晶性固体の付着
色
ホワイトからライトベージュ
PH
1.6 · 1.6 (50g/l, H2O, 20℃)
水溶解度
1000 g/L · 1000g/L(20℃)
Merck
14 · 14,2689
BRN
506325 · 506325
Dielectric constant
33 · 33.0(4℃)
InChI
1S/C3H3NO2/c4-2-1-3(5)6/h1H2,(H,5,6)
InChIKey
MLIREBYILWEBDM-UHFFFAOYSA-N
SMILES
OC(=O)CC#N
LogP
-0.76 · -0.76
CAS データベース
372 · 372-09-8(CAS DataBase Reference)
NISTの化学物質情報
Acetic acid, cyano-(372-09-8)
EPAの化学物質情報
Cyanoacetic acid (372-09-8)

化学的性質

化学的特性white to light beige adhering crystalline solid

Special Hazards of Combustion Products: Toxic oxides of nitrogen and toxic and flammable acetonitrile vapors may form in fire. (USCG, 1999)
Fire PotentialCombustible solid. When heated to decomp, emits ... flammable acetonitrile vapor.
Health HazardsContact irritates eyes and may irritate skin. (USCG, 1999)
Hazards Summary · 1 件

A corrosive substance that can cause injury to the skin and eyes; A respiratory tract irritant; Emergency treatment: see Acetonitrile. [HSDB] A skin and eye irritant; [CAMEO] A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause chemical pneumonitis; [MSDSonline]

Reactive GroupAcids, Carboxylic;Nitriles;Acids, Weak
Reactivity ProfileWhite, moderately toxic solid, combustible. When heated to decomposition it emits toxic fumes of nitrile and oxides of nitrogen. A stirred mixture with furfuryl alcohol exploded violently upon heating [MCA Case History No 858].
Atmospheric Standards · 1 件

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Cyanoacetic acid is produced, as an intermediate or a final product, by process units covered under this subpart.

Air and Water ReactionsWater soluble.
Other Hazardous ReactionsCombustion may produce irritants and toxic gases.
Toxic Combustion ProductsCombustion may produce irritants and toxic gases.

安全と保護具

Fire FightingFire Extinguishing Agents: Water, foam, dry chemical, carbon dioxide (USCG, 1999)
First AidINHALATION: move to fresh air.;INGESTION: give large amounts of water; get medical attention.;EYES: flush with water for at least 15 min.;SKIN: flush with water. (USCG, 1999)
Fire Fighting Procedures · 2 件

... Water ... effective in controlling fire; however, resulting liquid ... extremely corrosive ...

Use water spray, dry chemical, or carbon dioxide. Use water spray to keep fire-exposed containers cool. Control corrosive runoff and isolate discharged material for proper disposal. Approach fire from upwind to avoid hazardous vapors and toxic decomposition products.

Storage Conditions · 2 件

Protect against physical damage. Separate from other storage ... /Store/ away from any area where fire hazard may be acute. Outside or detached storage is preferred ...

Store in a cool, dry, well-ventilated location. Separate from acids, alkalies, oxidizing materials, reducing agents.

Cleanup MethodsStop or control the leak, if this can be done without undue risk. Absorb in noncombustible material for proper disposal.
Nonfire Spill Response · 1 件

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:;ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. DO NOT GET WATER INSIDE CONTAINERS. (ERG, 2024)

Disposal Methods · 1 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 1 件

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Isolation and Evacuation · 1 件

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:;IMMEDIATE PRECAUTIONARY MEASURE: Isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids.;SPILL: Increase the immediate precautionary measure distance, in the downwind direction, as necessary.;FIRE: If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024)

Personal Protective Equipment (PPE) · 3 件

Dust mask; goggles or face shield; rubber gloves (USCG, 1999)

... Full protective clothing except that in absence of heat self-contained breathing apparatus is not required.

Wear special protective clothing and positive pressure self-contained breathing apparatus.

毒性情報

Treatment · 1 件

Antidotes to cyanide poisoning include hydroxocobalamin and sodium nitrite, which release the cyanide from the cytochrome system, and rhodanase, which is an enzyme occurring naturally in mammals that combines serum cyanide with thiosulfate, producing comparatively harmless thiocyanate. Oxygen therapy can also be administered. (L97)

Health Effects · 1 件

Exposure to high levels of cyanide for a short time harms the brain and heart and can even cause coma, seizures, apnea, cardiac arrest and death. Chronic inhalation of cyanide causes breathing difficulties, chest pain, vomiting, blood changes, headaches, and enlargement of the thyroid gland. Skin contact with cyanide salts can irritate and produce sores. (L96, L97)

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that cyanoacetic acid is expected to have very high mobility in soil(SRC). Furthermore, the pka of cyanoacetic acid is 2.45(3), indicating it will exist as an anion under environmental conditions and anions generally have greater mobility in soils than neutral compounds(4). Volatilization from moist soil surfaces will not be an important environmental fate process since anions do not volatilize(SRC). The potential for volatilization of cyanoacetic acid from dry soil surfaces may exist(SRC) based upon an estimated vapor pressure of 0.035 mm Hg determined from a fragment constant method(5). Cyanoacetic acid was readily degraded in 2 weeks using an activated sludge inoculum and the Japanese MITI test, suggesting that it will be susceptible to biodegradation in soil(6).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that cyanoacetic acid is not expected to adsorb to suspended solids and sediment(SRC). The pka of cyanoacetic acid is 2.45(3), indicating it will exist as an anion under environmental conditions. Volatilization from water surfaces is not an important environmental fate process since anions do not volatilize(SRC). According to a classification scheme(4), an estimated BCF of 3(SRC), from a log Kow of -0.76(5) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Cyanoacetic acid is highly reactive in chlorinated water, rapidly degrading to dichloroacetic acid, dichloromalonic acid, and trichloroacetic acid at pH 4-10(7). Cyanoacetic acid was readily degraded in 2 weeks using an activated sludge inoculum and the Japanese MITI test, suggesting that it will be susceptible to biodegradation in water(8).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), cyanoacetic acid, which has an estimated vapor pressure of 0.035 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase cyanoacetic acid is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 25 days(SRC), calculated from its rate constant of 6.5X10-13 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3).

Adverse Effects · 1 件

Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.;Other Poison - Chemical Asphyxiant;Dermatotoxin - Skin burns.;Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.

Exposure RoutesOral (L96) ; inhalation (L96) ; dermal (L96)
Toxicity Summary · 1 件

Organic nitriles decompose into cyanide ions both in vivo and in vitro. Consequently the primary mechanism of toxicity for organic nitriles is their production of toxic cyanide ions or hydrogen cyanide. Cyanide is an inhibitor of cytochrome c oxidase in the fourth complex of the electron transport chain (found in the membrane of the mitochondria of eukaryotic cells). It complexes with the ferric iron atom in this enzyme. The binding of cyanide to this cytochrome prevents transport of electrons from cytochrome c oxidase to oxygen. As a result, the electron transport chain is disrupted and the cell can no longer aerobically produce ATP for energy. Tissues that mainly depend on aerobic respiration, such as the central nervous system and the heart, are particularly affected. Cyanide is also known produce some of its toxic effects by binding to catalase, glutathione peroxidase, methemoglobin, hydroxocobalamin, phosphatase, tyrosinase, ascorbic acid oxidase, xanthine oxidase, succinic dehydrogenase, and Cu/Zn superoxide dismutase. Cyanide binds to the ferric ion of methemoglobin to form inactive cyanmethemoglobin. (L97)

Signs and SymptomsCyanide poisoning is identified by rapid, deep breathing and shortness of breath, general weakness, giddiness, headaches, vertigo, confusion, convulsions/seizures and eventually loss of consciousness. (L96, L97)
Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc for cyanoacetic acid can be estimated to be 1(SRC). According to a classification scheme(2), this estimated Koc value suggests that cyanoacetic acid is expected to have very high mobility in soil(SRC). In addition, the pKa of cyanoacetic acid is 2.45(3), indicating that this compound will exist primarily as an anion in the environment, and anions generally possess higher mobility in soil than their neutral counterpart(4).

Human Toxicity Excerpts · 2 件

/SIGNS AND SYMPTOMS/ Corrosive. Causes severe eye and skin burns. May be harmful if absorbed through skin or inhaled. Irritating to skin, eyes, and respiratory system.

/OTHER TOXICITY INFORMATION/ ...Acetonitrile /formed when cyanoacetic acid is heated/ is irritating to skin... high concentration ...rapidly fatal.

Artificial Pollution SourcesCyanoacetic acid's production and use for the manufacture of the fungicide cymoxanil, the cough remedy dextromethorphan(1), and the production of barbital(2) may result in its release to the environment through various waste streams(SRC).
Environmental BiodegradationAEROBIC: Cyanoacetic acid, present at 100 mg/L, reached 90% of its theoretical BOD in 2 weeks using an activated sludge inoculum at 30 mg/L and the Japanese MITI test(1).
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

法規制情報

Regulatory Information · 3 件

Chemical: Acetic acid, cyano-

Status: Active Update: 16-04-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/7134;Status: Active Update: 31-08-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13908

Cyanoacetic acid: Does not have an individual approval but may be used under an appropriate group standard

Atmospheric Standards · 1 件

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Cyanoacetic acid is produced, as an intermediate or a final product, by process units covered under this subpart.

安全データ

F
3-10-21
wgk
2
tsca
TSCA listed
rtecs
AG3675000
ridadr
UN 3261 8/PG 2
毒性
LD50 orally in Rabbit: 1500 mg/kg LD50 dermal Rabbit > 2000 mg/kg
hs_code
2926 90 70
risk_code
22-31-34-52/53-20/22
化審法
(2)-1548
hazard_code
C
safety_code
26-36/37/39-45-61-20
hazard_class
8
packing_group
II
毒劇物取締法
劇物
Hazard Classifications
Acute Tox. 4 InhalationAcute Tox. 4 OralEye Dam. 1Skin Corr. 1B
ストレージクラス
8A - Combustible corrosive hazardous materials
有毒物質データの
372-09-8(Hazardous Substances Data)

(1972) No Data

(1975) No Data

(1986) >1 million-10 million pounds

For more U.S. Production (Complete) data for CYANOACETIC ACID (8 total), please visit the HSDB record page.

Methods of Manufacturing · 2 件

... From chloroacetic acid and NaCN ... British patent 824,640 (1959); Eaker, US patent 2,539,238 (1951 to Monsanto).

Produced by ... cyanidation of sodium chloroacetate followed by acidification of the sodium cyanoacetate solution. Cyanoacetic acid is isolated by extraction with an organic solvent and evaporation of the solvent ... .

General Manufacturing InformationAcetic acid, 2-cyano-: ACTIVE
応用分野 · 5 件

用途有機合成原料。

用途中間体の合成、バルビタールの製造

説明Cyanoacetic acid is an organic compound. It is a white, hygroscopic solid. The compound contains two functional groups, a nitrile (C≡N) and a carboxylic acid. It is a precursor to cyanoacrylates, components of adhesives.Cyanoacetic acid is used in pharmaceutical industry for producing vitamin B6 and caffeine. It is also used in making dyes, agricultural chemicals, and in the synthesis of phenylacetic acid esters. It acts as a precursor cyanoacrylates viz. ethyl cyanoacrylate.

使用Cyanoacetic acid was used in the synthesis of N-piperidine-cyanacetamide and N-morpholyl-cyanacetamide. It was also used in the preparation of a panchromatic dye for dye-sensitized solar cells.

一般的な説明Yellow-brown liquid with an unpleasant odor. Sinks and mixes with water.

調製方法

製造方法Cyanoacetic acid is prepared by treatment of chloroacetate salts with sodium cyanide followed by acidification. Electrosynthesis by cathodic reduction of carbon dioxide and anodic oxidation of acetonitrile also affords cyanoacetic acid.

純化方法Recrystallise the acid to constant melting point from *benzene/acetone (2:3), and dry it over silica gel. [Beilstein 2 H 583, 2 I 253, 2 II 530, 2 III 1626, 2 IV 1888.]

上流・下流製品情報

上流原料

クロロ酢酸Suspending agentジクロロメタンクロロ酢酸ナトリウム

下流製品

エンプロフィリンカフェイン4-クロロ-β,β-ビス(4-クロロフェニル)ベンゼンプロパン酸シアノ-N-メチル-N-[(メチルアミノ)カルボニル]アセトアミド1-メチル-4-[3,3,3-トリス(4-クロロフェニル)-1-オキソプロピル]ピペラジン3-[(エチルアミノカルボニル)アミノ]-3-オキソプロパンニトリルスリンダクマロン酸ジメチル4-クロロ-β,β-ビス(4-クロロフェニル)ベンゼンプロピオン酸クロリド4-Pyridin-2-ylisoxazol-5-amine5,6-ジアミノ-1,3-ジメチルウラシルシモキサニル1,3-ジメチル-5-ニトロソ-6-アミノウラシル2,4-Dichloro-5-cyanopyrimidine2.2-ジブロモ-2-シアノアセトアミドオクチルシアノアセテトジクロロアセトニトリルマロン酸二ナトリウムマロン酸ジエチルマロン酸シアノ酢酸 エチル

補足説明

定義ChEBI: A monocarboxylic acid that consists of acetic acid bearing a cyano substituent.