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4-Dodecanolide

4-Dodecanolide structure

CAS No:
2305-05-7
Formula:
C12H22O2
Chemical Name:
4-Dodecanolide
Synonyms:
γ-dodecalactone,4-dodecanolide,dihydro-5-octyl-2(3H)-furanone;(±)-γ-octyl-γ-butyrolactone;DIHYDRO-5-OCTYL-2-FURANONE;(Z)-4-HYDROXY-6-DODECENOICACIDLACTONE;Dihydro-5-octylfuran-2(3H)-on;DODECALACTON-GAMMA;Natural gamma dodecalactone;GAMMA-DODECALACTONE, NATURAL
Categories:
Cosmetic Ingredient > Perfuming

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Description

γ-Dodecalactone has a fatty, peachy, somewhat musky odor and buttery, peach-like flavor

colourless to pale yellow liquid with a fruity, peach-like, pear-like odour

Xi-Dihydro-5-octyl-2(3H)-furanone is a gamma-lactone.

A skin irritant. When heated todecomposition it emits acrid smoke and irritating vapors

4-Dodecanolide Basic Attributes

Molecular Weight：

198.3

Exact Mass：

198.30

BRN：

126680

EC Number：

218-971-6

NSC Number：

26511

TSCA：

TSCA listed

DSSTox ID：

DTXSID7047190

Color/Form：

Colourless

HScode：

29322090

Characteristics

PSA：

26.3

XLogP3：

3.45

Appearance：

colourless to pale yellow liquid with a fruity, peach-like, pear-like odour

Density：

0.936 g/mL at 25 °C(lit.)

Melting Point：

17-18 °C(lit.)

Boiling Point：

130-132 °C1.5 mm Hg(lit.)

Flash Point：

>230 °F

Refractive Index：

n20/D1.452(lit.)

Water Solubility：

60mg/L at 20℃

Vapor Pressure：

7.3hPa at 20℃

Toxicity：

skn-rbt 500 mg/24H MOD FCTXAV 14,751,76

Odor：

at 100.00 %. fatty peach sweet metallic fruity

Henrys Law Constant：

3.7×101mol/(m3Pa) at 25℃, Abney (2021)

Critical Temperature & Pressure：

Refrigerator, under inert atmosphere

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

safety instructions：

26-36

RTECS Number：

LU3600000

Marks：

Hazard note：

Irritant

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

36/37/38

GHS Classification：

Not Classified

Drug Information

MeSH Entry Terms：

gamma-dodecalactone

4-Dodecanolide Use and Manufacturing

Methods of Manufacturing

It is formed from 4-hydroxydodecanoic acid dehydration lactonization. Catalyzed by methyl acrylate and octanol.

Uses

GB 2760-96 stipulates the allowable food flavors.

Air care products

4-Dodecanolide was one of the organic compounds from meat charbroiling operations studied. Finds some use in perfume compositions for fatty-fruity topnotes and long tenacity, e.g., in heavy floral fragrances. It is also used in combination with newer synthetic musks to produce exceptional tenacity and lasting sweetness in powdery and floral types. Used in flavour compositions, mainly in Butter, Butterscotch, Coconut, Tutti-frutti, Maple, Nut, Peach, Pineapple, etc.

Production

< 25,000 lb

Manufacturing Info：

2(3H)-Furanone, dihydro-5-octyl-: ACTIVE

Use Classification：

Food additives -> Flavoring Agents|Fatty Acyls [FA] -> Fatty esters [FA07] -> Lactones [FA0704]

Food Additive Classes：

Flavoring Agents

Computed Properties

Molecular Weight:198.30
XLogP3:3.8
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:7
Exact Mass:198.161979940
Monoisotopic Mass:198.161979940
Topological Polar Surface Area:26.3
Heavy Atom Count:14
Complexity:166
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Methyl acrylate

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Guide of 4-Dodecanolide

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Material
Recommended Suppliers
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4-Dodecanolide

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