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Hendecanoic acid

Hendecanoic acid structure

CAS No:
112-37-8
Formula:
C11H22O2
Chemical Name:
Hendecanoic acid
Synonyms:
AKOS 212-94;CARBOXYLIC ACID C11;C11:0 FATTY ACID;FEMA 3245;HENDECANOIC ACID;HENEDECANOIC ACID;RARECHEM AL BO 0155;N-HENDECANOIC ACID
Categories:
Cosmetic Ingredient > Anti-sebum

Description

Undecanoic acid (Undecanoate) is a monocarboxylic acid with antimycotic property, which inhibits the production of exocellular keratinase, lipase and the biosynthesis of several phospholipids in T. rubrum[1].

Undecanoic acid is a white crystalline solid. Insoluble in water. Specific gravity 0.85. Hence floats on water.|Solid|colourless crystals/ faint fatty, aldehydic odour

Undecanoic acid is a white crystalline solid. Insoluble in water. Specific gravity 0.85. Hence floats on water.|Undecanoic acid is 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. It has a role as a human metabolite and an antifungal agent. It is a straight-chain saturated fatty acid and a medium-chain fatty acid. It is a conjugate acid of an undecanoate. It derives from a hydride of an undecane.

Hendecanoic acid (also known as undecanoic acid, undecylenic acid and undecylic acid) is a naturally occurring carboxylic acid. Its chemical formula is CH3(CH2)9COOH. It may participate in the control of triacylglycerol synthesis, and is found in breast milk and infant formula. It is known as an antifungal agent, used for the treatment of some types of fungal infections including ringworm and athlete’s foot. One of its mechanism of action is through inhibition of the morphogenesis of Candida albicans. It may also interfere with the fatty acid biosynthesis process of fungi. It is manufactured by the vacuum distillation of castor bean oil through the pyrolysis of ricinoleic acid. However, it has been generally replaced by new generation of anti-fungal medicine.

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.

Hendecanoic acid Basic Attributes

Molecular Weight：

186.29

Exact Mass：

186.29

BRN：

1759287

EC Number：

203-964-2

UNII：

138ON3IIQG

NSC Number：

7885

TSCA：

TSCA listed

DSSTox ID：

DTXSID8021690

Color/Form：

White to pale yellow

HScode：

29159080

Characteristics

PSA：

37.3

XLogP3：

3.7

Appearance：

White to pale yellow Low Melting Solid

Density：

0.89 g/cm3 (20℃)

Melting Point：

28-31 °C(lit.)

Boiling Point：

228 °C160 mm Hg(lit.)

Flash Point：

>230 °F

Refractive Index：

1.4202

Water Solubility：

insoluble

Storage Conditions：

2-8°C

Vapor Pressure：

0.00 mmHg

Explosive limit：

0.6%(V)

Odor：

at 100.00 %. waxy creamy cheese fatty coconut

PKA：

4.79±0.10(Predicted)

Henrys Law Constant：

7.7×100mol/(m3Pa) at 25℃, Yaws (2003)

Collision Cross Section：

148.87 Å² [M-H]- [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]

Air and Water Reactions：

Dust explosion is possible. [USCG, 1999]. Insoluble in water.

Reactive Group：

Acids, 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.

Critical Temperature & Pressure：

room temp

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

safety instructions：

26-36

RTECS Number：

YQ2275000

Marks：

Hazard note：

Irritant

Stability/Shelf Life：

Stable under normal temperatures and pressures.

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

36/37/38

Fire Hazards：

Special Hazards of Combustion Products: Dust explosion is possible.

GHS Classification：

|Danger|H314 (17.59%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]|P260, P261, P264, P271, P280, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 200 companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Fire Fighting：

Fire Extinguishing Agents Not to Be Used: Water may not be effective. Fire Extinguishing Agents: Carbon dioxide, dry chemical, alcohol foam, water spray. (USCG, 1999)

Nonfire Spill Response：

Neutralizing Agents for Acids and Caustics: Sodium bicarbonate solution (USCG, 1999)

Drug Information

Health Hazards：

May be harmful by inhalation, ingestion or skin absorption. Material is irritating to mucous membrane and upper respiratory tract. Causes eye and skin irritation.

First Aid：

INHALATION: Call for medical aid. Remove the victim to fresh air. If not breathing give artificial respiration. If breathing is difficult give oxygen. EYES OR SKIN: Flush with copious amounts of water for at least 15 minutes. Insure adequate flushing of the eyes by separating the eyelids with the fingers. (USCG, 1999)

MeSH Entry Terms：

undecanoic acid

Hendecanoic acid Use and Manufacturing

Uses

Intermediates of Liquid Crystals

Undecanoic Acid is a saturated fatty acid. It may be used to activate orphan G protein-coupled receptor GPR40.

Undecanoic acid was used in the formation of cycloamylose crystals.

Manufacturing Info：

Undecanoic acid: ACTIVE

Use Classification：

Food additives -> Flavoring Agents|Flavoring Agents -> JECFA Flavorings Index|Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Straight chain fatty acids [FA0101]|Cosmetics -> Antiseborrhoeic; Cleansing; Emulsifying

Food Additive Classes：

Flavoring Agents

Computed Properties

Molecular Weight:186.29
XLogP3:3.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:9
Exact Mass:186.161979940
Monoisotopic Mass:186.161979940
Topological Polar Surface Area:37.3
Heavy Atom Count:13
Complexity:121
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Downstream Products

Glutaric acid

Acetic acid

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Guide of Hendecanoic acid

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Downstream Products
Recommended Suppliers
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