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2-METHYLUNDECANAL

2-METHYLUNDECANAL Structure
CAS No.
110-41-8
Chemical Name:
2-METHYLUNDECANAL
Synonyms
MNA;ALDEHYDE C-12 MNA;ALDEHYDE C-12;METHYL NONYL ACETALDEHYDE;FEMA 2794;methyln-nonylaceticaldehyde;FEMA 2749;AldehydeMNA;aldehydem.n.a.;Aldehyde M.N.A.
CBNumber:
CB3113392
Molecular Formula:
C12H24O
Molecular Weight:
184.32
MOL File:
110-41-8.mol
Modify Date:
2024/8/2 15:22:02

2-METHYLUNDECANAL Properties

Boiling point 171 °C(lit.)
Density 0.83 g/mL at 25 °C(lit.)
vapor pressure 2.4Pa at 20℃
refractive index n20/D 1.432(lit.)
FEMA 2749 | 2-METHYLUNDECANAL
Flash point 200 °F
Odor at 1.00 % in dipropylene glycol. fresh amber aldehydic moss citrus tuberose metallic waxy coumarinic
Odor Type aldehydic
Water Solubility 1.3mg/L at 20℃
JECFA Number 275
InChI InChI=1S/C12H24O/c1-3-4-5-6-7-8-9-10-12(2)11-13/h11-12H,3-10H2,1-2H3
InChIKey NFAVNWJJYQAGNB-UHFFFAOYSA-N
SMILES C(=O)C(C)CCCCCCCCC
LogP 4.9 at 35℃
CAS DataBase Reference 110-41-8(CAS DataBase Reference)
EPA Substance Registry System Undecanal, 2-methyl- (110-41-8)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS09
Signal word  Warning
Hazard statements  H400-H317-H410-H315
Precautionary statements  P273-P391-P501-P273-P391-P501-P264-P280-P302+P352-P321-P332+P313-P362-P261-P272-P280-P302+P352-P333+P313-P321-P363-P501
WGK Germany  1
RTECS  YQ1509000
Toxicity The acute oral LD50 value was reported as > 5 g/kg in the rat . The acute dermal LD50 for sample no. 71-16 was reported to be > 10 g/kg in the rabbit

2-METHYLUNDECANAL Chemical Properties,Uses,Production

Description

2-Methylundecanal has a characteristic fatty odor assuming a floral note on dilution. It has an acrid, fatty unpleasant flavor at high levels. At low levels, the flavor is honey- and nut-like. It may be prepared by cracking the corresponding glycidic acid; from α-nonyl acrolein; from methyl nonyl ketone and ethyl monochloroacetate in the presence of sodium ethylate.

Chemical Properties

2-Methylundecanal has a characteristic fatty odor assuming a floral note on dilution. At high levels, it has an acrid, fatty, unpleasant flavor. At low levels, the flavor is honey and nut-like.

Occurrence

Reported found in kumquat peel oil.

Uses

Perfumery, flavoring.

Preparation

2-Methylundecanal is reported as being found in nature. It is a colorless liquid, with an odor markedly different from that of the isomeric dodecanal. It has a fatty odor with incense and ambergris notes.
2-Methylundecanal is produced by two routes:
1) 2-Undecanone is converted into its glycidate by reaction with an alkyl chloroacetate. Saponification of the glycidate, followed by decarboxylation, yields 2-methylundecanal.
2) The second synthesis is based on the conversion of undecanal into 2- methyleneundecanal by reaction with formaldehyde in the presence of catalytic amounts of amines. Hydrogenation of 2-methyleneundecanal yields methylnonylacetaldehyde (MNA). A convenient process starts from 1-decene: hydroformylation gives a mixture consisting mainly of undecanal and 2-methyldecanal. Reaction of the crude product with formaldehyde in the presence of dibutylamine yields a mixture containing over 50% 2-methyleneundecanal. After hydrogenation of the double bond, pure 2-methylundecanal is separated from the by-products by fractional distillation.
In comparison with other fatty aldehydes, 2-methylundecanal is used in perfumery in rather large amounts to impart conifer notes, particularly fir impressions, but frequently also in fantasy compositions.

Safety Profile

Low toxicity by ingestion and skin contact. When heated to decomposition it emits acrid smoke and irritating fumes.

Metabolism

See monograph on aldehyde C-8*.

2-METHYLUNDECANAL Preparation Products And Raw materials

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2-METHYLUNDECANAL 2-METHYLUNDECYL ALDEHYDE 2-METHYLHENDECANAL 2-METHYLNONYLACETALDEHYDE FEMA 2749 Aldehyde M.N.A. aldehydem.n.a. AldehydeMNA METHYL-N-NONYLACETALDEHYDE 2-Methyl-1-undecanal 2-methyl-undecana Methylnonylacetic aldehyde -Methylundecanal Undecanal,2-methyl- 2-methyl n-undecanoic aldehyde 2-METHYLUNDECANAL 94+% FCC Isododecylic aldehyde 2-METHYLUNDECANAL FCC 2-Methylundecanal,95% ALDEHYDE,METHYLNONYLACETIC ALDEHYD C 12 MNA (METHYLUNDECANAL, 2-) Methyl Nonyl Actaldehyde 2-METHYLUNDECANAL USP/EP/BP 2-methyl undecanal (aldehyde C-12 mna) TIANFU-CHEM - 2-METHYLUNDECANAL ALDEHYDE C-12 MNA ALDEHYDE C-12 FEMA 2794 METHYL NONYL ACETALDEHYDE methyln-nonylaceticaldehyde MNA 110-41-8 CH3CH29CHCH3CHO CH3CH28CHCH3CHO 110418 Organic Building Blocks Aldehydes Building Blocks C10 to C21 Carbonyl Compounds ALDEHYDE C10 to C21 Carbonyl Compounds Industrial/Fine Chemicals Alphabetical Listings Flavors and Fragrances M-N Aldehydes