基本情報
- 標準SMILES
CCCCCCCCCCC(=O)O- InChIKey
ZDPHROOEEOARMN-UHFFFAOYSA-N- 分子式
- C11H22O2
- 平均分子量
- 186.29 g/mol
- 単同位体質量
- 186.16197994
概要
Undecanoic acid is a white crystalline solid. Insoluble in water. Specific gravity 0.85. Hence floats on water.
名称と識別子
- 優先名称
- Undecanoic Acid
- IUPAC
- undecanoic acid
- 現地名
- ウンデカン酸
- 英語名
- Hendecanoic acid
- 分子式
- C11H22O2
- 分子量
- 186.29
名称と別名
UNDECANOIC ACID112-37-8Hendecanoic acidUndecylic acidn-Undecoic acidn-Undecanoic acidn-Undecylic acidUndecoic acid1-Decanecarboxylic acidDTXSID8021690NSC-7885138ON3IIQG
名称をさらに表示
ウンデカン酸ヘンデシル酸ヘンデカン酸ウンデシル酸ｎ－ウンデカン酸N-ウンデシル酸N-ヘンデカン酸n-ヘンデカン酸(n-ウンデカン酸)N‐ウンデカン酸ウンデカン酸標準品ヘンデカン酸標準品FEMA 3245Hendecylic acidUNDECYCLIC ACIDCARBOXYLIC ACID C1111:0acid c-11AKOS 212-94Undecansαure
CHEBI:32368DTXCID001690RefChem:193083203-964-2undecanoateFEMA No. 3245Undecanoate [USAN]MFCD00002730
データベース識別子
- CAS
112-37-8- PubChem CID
- 8180
- DTXSID
DTXSID8021690- ChEMBL
CHEMBL108030- ChEBI
CHEBI:32368- UNII
- 138ON3IIQG
- EC Number
- 203-964-2
- Nikkaji
- J1.993C
物性
構造計算による物性
- XLogP
- 3.7
- 極性表面積
- 37.3 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 2
- 回転可能結合数
- 9
- 重原子数
- 13
- 形式電荷
- 0
- 複雑度
- 121
実験および物理化学的性質
Chemical ClassesOther Classes -> Organic Acids
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Straight chain fatty acids [FA0101]
Cosmetics
Cosmetic ingredients (Undecanoic Acid) -> CIR (Cosmetic Ingredient Review)
Antiseborrhoeic; Cleansing; Emulsifying
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (Undecanoic acid) -> IFRA transparency List
LogP
4.42
4.42
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density
0.891 (USCG, 1999) - Less dense than water; will float
0.9948 (20 °C/20 °C)
Flavoring AgentsEU Flavoring substances
Solubility
0.0522 mg/mL
Insoluble in water; very soluble in alcohol, chloroform, acetone
(in ethanol)
Flash Pointgreater than 230 °F (USCG, 1999)
Boiling Point
442.2 °F at 160 mmHg (USCG, 1999)
284 °C
物理化学的性質
- 融点
- 28 · 28-31 °C(lit.)
- 沸点
- 228 °C160 · 228 °C160 mm Hg(lit.)
- 比重(密度)
- 0.89 g/cm3 · 0.89 g/cm3 (20℃)
- 屈折率
- 1.4202 · 1.4202
- FEMA
- 3245 · 3245 | UNDECANOIC ACID
- 闪点
- 230 °F · >230 °F
- 貯蔵温度
- room temp
- 溶解性
- 0.05 g/l · 0.05g/l 不溶
- 外見
- 低融点固体
- 酸解離定数(Pka)
- 4.79 · 4.79±0.10(Predicted)
- 比重
- 0.9948 · 0.9948
- 色
- 白色～淡黄色
- 臭い (Odor)
- 100 %で。ワックスのようなクリーミーなチーズ、脂肪の多いココナッツ · 100.00%で。ワックスのようなクリーミーなチーズ、脂肪の多いココナッツ
- においのタイプ
- ワックスっぽい
- 由来生物
- synthetic
- 爆発限界(explosive limit)
- 0.6 % · 0.6%(V)
- 水溶解度
- 不溶性
- JECFA Number
- 108 · 108
- BRN
- 1759287 · 1759287
- Henry's Law Constant
- 7.7 · 7.7×100 mol/(m3Pa) at 25℃, Yaws (2003)
- 化粧品成分の機能
- 界面活性剤 - 乳化剤皮脂抑制香料界面活性剤 - 洗浄クレンジング
- InChI
- 1S/C11H22O2/c1-2-3-4-5-6-7-8-9-10-11(12)13/h2-10H2,1H3,(H,12,13)
- InChIKey
- ZDPHROOEEOARMN-UHFFFAOYSA-N
- SMILES
- CCCCCCCCCCC(O)=O
- LogP
- 4.5 · 4.50
- CAS データベース
- 112 · 112-37-8(CAS DataBase Reference)
- NISTの化学物質情報
- Undecanoic acid(112-37-8)
- EPAの化学物質情報
- Undecanoic acid (112-37-8)
化学的性質
化学的特性white to pale yellowish low melting solid
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 1.2% (2 of 167) of reports.
Warning
H315 (98.8%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 167 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
Chemical: Undecanoic acid
Undecanoic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Undecanoic acid are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 16-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/16828
Undecanoic acid: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Fire HazardsSpecial Hazards of Combustion Products: Dust explosion is possible. (USCG, 1999)
Health HazardsMay be harmful by inhalation, ingestion or skin absorption. Material is irritating to mucous membrane and upper respiratory tract. Causes eye and skin irritation. (USCG, 1999)
Hazards Summary
A mild skin irritant; Causes convulsions in intravenous lethal-dose studies of mice; [RTECS] Causes severe skin irritation and serious eye injury; Brief contact can causes second- and third-degree skin burns; Vapors, dust, or mist causes severe eye and throat irritation and may cause injury to the eye and lung; [CHRIS] Safe when used as a flavoring agent in food; [JECFA] A skin and strong eye irritant; [Sigma-Aldrich MSDS]
Reactive GroupAcids, Carboxylic
Reactivity Profile
A weak carboxylic acid. Neutralizes bases with the evolution of substantial amounts of heat to produce water plus a salt. Reacts with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Can generate flammable and/or toxic gases and heat by reaction with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Reacts in with aqueous solutions of nitrites and thiosulfates (to give H2S and SO3) and dithionites (to give SO2) and heat. Reaction with solutions of carbonates and bicarbonates generate a harmless gas (carbon dioxide) but still heat. Can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. May initiate polymerization reactions. May serve as a catalyst.
Air and Water ReactionsDust explosion is possible. (USCG, 1999). Insoluble in water.
Hazard Classes and CategoriesSkin Irrit. 2 (98.8%)
安全と保護具
Fire FightingFire Extinguishing Agents Not to Be Used: Water may not be effective.
First AidINHALATION: Call for medical aid. Remove the victim to fresh air. If not breathing give artificial respiration. If breathing is difficult give oxygen.
Nonfire Spill ResponseNeutralizing Agents for Acids and Caustics: Sodium bicarbonate solution (USCG, 1999)
毒性情報
Adverse EffectsDermatotoxin - Skin burns.
Toxicity Summary
The CIR Expert Panel concluded that the following ingredients are safe in the present practices of use andconcentration described in the safety assessment when formulated to be non-irritating and non-sensitizing, which may be basedon a QRA...Undecanoic Acid...
Safe for use in cosmetics, with qualifications
安全データ
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- YQ2275000
- hs_code
- 29159080
- risk_code
- 36/37/38
- 化審法
- (2)-608
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-36
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
Cellular LocationsExtracellular
用途と製造
Uses
CIR ingredient: Undecanoic Acid
Used as flavoring agent or adjuvant; [FDA]
U.S. Production2023: 50,000 - <250,000 lb
Consumer UsesSoil amendments (fertilizers)
Industry UsesSoil amendments (fertilizers)
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Cosmetics -> Antiseborrhoeic; Cleansing; Emulsifying
General Manufacturing Information
Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing
Undecanoic acid: ACTIVE
応用分野
解説C11H22O2(186.29)．CH3(CH2)9COOH．ウンデカン酸は，キク科マンシュウアサギリ草Artemisia frigida中に存在する．ひまし油中にも少量含まれている．10-ウンデセン酸を水素付加すると得られる．無色の鱗(りん)片状結晶．融点28 ℃，沸点284 ℃．d20"0.9948．nD70"1.4203．水に不溶，エタノール，エーテルに可溶．エステルの合成原料として用いられる．10-ウンデセン酸同様，皮膚疾患に薬効がある．森北出版「化学辞典（第2版）
用途エステルの製造原料に用いられる。
説明Undecanoic acid is a saturated fatty acid containing eleven carbons (C11:0). It is cytotoxic to certain filamentous fungi and is used to study fungal mechanisms of resistance. Undecanoic acid is also used to acylate larger molecules.
天然物の起源Occurs naturally in butter and in the oil of Artemisisa frigida Willd.; also reported found in the oils of Chamaecyparis pisifera Engl., wild thyme, Thymus marschollianus and coconut. Also reported found in apple, banana, sour cherry, lemon and mandarin peel oil, grapefruit juice, guava, grapes, papaya, many cheeses, milk powder, chicken and beef fat, cooked mutton, cured pork, beer, cognac, rum, whiskies, white wine, tea, coconut milk, beans, licorice, mango, mushrooms, rice, sake, wort, loquat, scallop and maté.
使用Intermediates of Liquid Crystals
一般的な説明White crystalline solid. Insoluble in water. Specific gravity 0.85. Hence floats on water.
調製方法
製造方法Hendecanoic acid can be produced by reduction of Undecylenic acid, which is generally obtained from Castor oil.
上流・下流製品情報
下流製品
補足説明
定義ChEBI: A straight-chain, eleven-carbon saturated medium-chain fatty acid found in body fluids; the most fungitoxic of the C7:0 - C18:0 fatty acid series.
関連反応
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