ChemicalBook Product Catalog Organic Chemistry Carboxylic acids and derivatives Carboxylic acid esters and derivatives Methyl 10-undecenoate

Methyl 10-undecenoate

Product NameMethyl 10-undecenoate
CAS111-81-9
MFC12H22O2
MW198.3
EINECS203-910-8
MOL File111-81-9.mol

Chemical Properties

Melting point	26-27℃
Boiling point	245 °C (lit.)
Density	0.882 g/mL at 25 °C (lit.)
vapor pressure	2.1hPa at 25℃
refractive index	n20/D 1.437(lit.)
FEMA	4253 \| METHYL 10-UNDECENOATE
Flash point	>230 °F
storage temp.	Sealed in dry,Room Temperature
solubility	H2O: insoluble
form	clear liquid
color	Colorless to Light yellow
Specific Gravity	0.882
Odor	at 100.00 %. fatty waxy citrus earthy fungal rose floral
Odor Type	fatty
biological source	synthetic
Water Solubility	794μg/L at 20℃
JECFA Number	1639
Major Application	flavors and fragrances
Cosmetics Ingredients Functions	PERFUMING DEODORANT
InChI	1S/C12H22O2/c1-3-4-5-6-7-8-9-10-11-12(13)14-2/h3H,1,4-11H2,2H3
InChIKey	KISVAASFGZJBCY-UHFFFAOYSA-N
SMILES	COC(=O)CCCCCCCCC=C
LogP	5.3 at 20℃
CAS DataBase Reference	111-81-9(CAS DataBase Reference)
EPA Substance Registry System	10-Undecenoic acid, methyl ester (111-81-9)

Safety Information

Hazard Codes	Xn,N
Risk Statements	36/37/38-20/22
Safety Statements	26-36/37/39-61-60-24/25
RIDADR	UN 3082 9 / PGIII
WGK Germany	3
TSCA	TSCA listed
HS Code	29161900
Storage Class	10 - Combustible liquids
Hazard Classifications	Acute Tox. 4 Inhalation Acute Tox. 4 Oral Aquatic Acute 1 Aquatic Chronic 1

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

Chemical Properties

Colorless liquid; oily aroma.

Uses

Methyl 10-undecenoate, unsaturated fatty acid ester, is used to modify commercial silicone monomer, 1,3,5,7-tetramethylcyclotetrasiloxane for the preparation of silicone hollow nano/microstructures in water.

Uses

Methyl 10-undecenoate is an unsaturated fatty acid ester that can be used as a substrate:

To prepare bifunctional polymer precursors via hydroformylation reaction.
To synthesize α,ω-ester amides via aminocarbonylation in the presence of palladium catalyst.
To modify commercial silicone monomer, 1,3,5,7-tetramethylcyclotetrasiloxane, for the preparation of silicone hollow nano/microstructures in water by hydrosilylation reaction.

Definition

ChEBI: A fatty acid methyl ester of 10-undecenoic acid.

Aroma threshold values

Medium strength odor, fatty type

Synthesis Reference(s)

The Journal of Organic Chemistry, 54, p. 3015, 1989 DOI: 10.1021/jo00274a010
Tetrahedron, 52, p. 915, 1996 DOI: 10.1016/0040-4020(95)00950-7
Synthetic Communications, 3, p. 281, 1973 DOI: 10.1080/00397917308065917

General Description

Methyl 10-undecenoate is the chain stopper in the polymerization of long-chain aliphatic α,ω-diene through acyclic diene metathesis (ADMET). This helps in tuning the molecular weight of the resulting polyester in a range varying from 10 to 45 kDa.

Flammability and Explosibility

Non flammable

Preparation Products And Raw materials

Methyl 10-undecenoate Supplier

Methyl 10-undecenoate manufacturers

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