Undecylenic Acid

HCID 5634

Basic information

CAS
112-38-9
Standard SMILES
C=CCCCCCCCCC(=O)O
InChIKey
FRPZMMHWLSIFAZ-UHFFFAOYSA-N
Molecular formula
C11H20O2
Average molar mass
184.27 g/mol
Monoisotopic mass
184.14632988

Names & identifiers

Preferred name
Undecylenic Acid
IUPAC
undec-10-enoic acid
English name
Undecenoic acid
Molecular formula
C11H20O2
Molecular weight
184.28

Names & synonyms

undecylenic acid10-UNDECENOIC ACIDUndec-10-enoic acid112-38-910-Hendecenoic acidRenselinDeclidSevinon10-Undecylenic acidundecylenateFEMA No. 3247Kyselina undecylenova
Show more names
FEMA 3247undecylenic9-Undecenoic acidundecyl-10-enicacidUndecenoic
UNDECEN-10-ACID-1omega-undecenoic acidomega-hendecenoic acidDTXSID8035001NSC-2013K3D86KJ24NCHEBI:35045NSC2013

Database identifiers

CAS
112-38-9、1333-28-4、96451-28-4
PubChem CID
5634
DTXSID
DTXSID8035001
ChEMBL
CHEMBL1276010
ChEBI
CHEBI:35045
UNII
K3D86KJ24N
EC Number
203-965-8、215-583-9、619-214-6
Nikkaji
J5.125J

Properties

Computed structural properties

XLogP
3.9
Topological polar surface area
37.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
9
Heavy atoms
13

Physicochemical properties

Melting point
23 · 23-25 °C (lit.)
Boiling point
137 °C/2 · 137 °C/2 mmHg (lit.)
Density
0.912 g/mL · 0.912 g/mL at 25 °C (lit.)
vapor pressure
0.019 Pa · 0.019Pa at 20℃
FEMA
3247 · 3247 | 10-UNDECENOIC ACID
refractive index
20 · n20/D 1.449(lit.)

Safety & regulation

Safety data

PPE
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk
1
tsca
TSCA listed
rtecs
YQ2975000
ridadr
UN 3261 8/PG 2
hs_code
29161910

Chemistry & industry

Applications · 7 items

DescriptionUndecylenic acid (C11) or also called 10-undecenoic acid is an organic unsaturated fatty acid derived from castor oil by cracking. Undecylenic acid is an FDA approved active ingredient in medications for skin infections, and relieves itching, burning, and irritation. In technical applications it is used because if its antifungal properties.appearance (25°C) White or very pale yellow crystalline mass or clear colourless pale yellow liquid acid value mg KOH/g 295 - 304 saponification mg KOH/g 295 - 304 iodine value) gI2/100g 132 - 136 congealing point °C 23 - 24 Purity by GC % min. 99%

OccurrenceReported found as a metabolite in Rhodotorula glutinis var. lusitanica; naturally occurring in the essential oils of Juniperus chinensis, Thujopsis dolabrata and skim milk powder

Uses10-Undecenoic Acid, is used for the manufacture of pharmaceuticals, cosmetics and perfumery, including antidandruff shampoos, antimicrobial powders and as a musk in perfumes and aromas.

UsesUndecylenic acid can be used in silicon-based biosensors. Monolayers can be made on bare silicon transducer surfaces with the help of covalent bonds between silicon atom and the double bonds of undecylenic acid. The carboxylic acid groups remain available for the conjugation of biomolecules such as DNA or proteins.

Usessilicon-based biosensors natural fungicide chemical intermediate in fragrance and flavours cosmetics & personal care: highly effective natural antimicrobial and preservative properties undecylenic acids-based diols and polyols additive in cutting fluids (fungicide or as triethanolamine salt as rust inhibiting additive)

Usesused as antifoaming and surface active agent. As its sulfo – succinate derivative it is used in anti-dandruff shampoos

General Description10-Undecenoic acid undergoes copolymerisation with ethylene using the metallocene catalyst system Cp2ZrCl2 / methylaluminoxane.

Preparation methods

PreparationFrom malonic acid; by pyrolysis of ricinoleic acid or castor oil.

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
深圳市星凯越生物科技有限公司0755-18589069862 18589069862 · [email protected]

Additional notes

DefinitionChEBI: An undecenoic acid having its double bond in the 10-position. It is derived from castor oil and is used for the treatment of skin problems.

Related reactions

33 records

Compound notes

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