Details
4-Dodecanolide Good Supplier In Bulk Supply High Purity 2305-05-7
- Molecular Formula: C12H22O2
- Molecular Weight: 198.305
- Appearance/Colour: Colourless oily liquid
- Vapor Pressure: 0.00159mmHg at 25°C
- Melting Point: 17-18 °C(lit.)
- Refractive Index: n20/D 1.452(lit.)
- Boiling Point: 294.7 °C at 760 mmHg
- Flash Point: 119.6 °C
- PSA: 26.30000
- Density: 0.931 g/cm3
- LogP: 3.44260
4-Dodecanolide(Cas 2305-05-7) Usage
|
Preparation |
From 1-dodecen-12-oic acid with H2SO4 at 90°C; from 4-hydroxydodecanoic acid by lactonization; also from methylacrylate and octanol |
|
Synthesis Reference(s) |
Journal of the American Chemical Society, 108, p. 3745, 1986 DOI: 10.1021/ja00273a032Organic Syntheses, Coll. Vol. 7, p. 400, 1990 |
|
Safety Profile |
A skin irritant. When heated todecomposition it emits acrid smoke and irritating vapors |
|
Aroma threshold values |
Detection: 7 ppb; aroma characteristics at 1.0%; sweet, creamy, fruity peach and apricot, lactonic, with dairy waxy and fatty nuances. |
|
Taste threshold values |
Taste characteristics at 1 to 10 ppm: sweet, fruity peach, milky fatty and waxy with a pulpy fruity mouthfeel. |
InChI:InChI=1/C12H22O2/c1-2-3-4-5-6-7-8-11-9-10-12(13)14-11/h11H,2-10H2,1H3/t11-/m0/s1
2305-05-7 Relevant articles
Diastereo- and Enantioselective Synthesis of (E)-δ-Boryl-Substituted anti-Homoallylic Alcohols in Two Steps from Terminal Alkynes
Miura, Tomoya,Oku, Naoki,Murakami, Masahiro
, p. 14620 - 14624 (2019)
We report the highly diastereo- and enan...
The absolute configuration of (+)- And (-)-1-phenylundec-4-yn-3-ols. Synthesis of (R)-4-dodecanolide, a component of the defensive secretion of rove beetle Bledius mandibullaris
Vlasyuk,Voblikova,Gamalevich,Serebryakov
, p. 2032 - 2036 (2013)
Hydrogenation of the triple bond of (+)-...
Total synthesis of insect pheromones (R)-4-dodecanolide and (S)-5-hexadecanolide
Sabitha, Gowravaram,Reddy, E. Venkata,Yadagiri,Yadav
, p. 3270 - 3274 (2006)
The asymmetric total synthesis of natura...
An efficient preparation of the optically active γ-hydroxy stannanes using lipase-catalyzed hydrolysis
Itoh,Ohta,Sano
, p. 6387 - 6390 (1990)
A perfect optical resolution of γ-hydrox...
Highly enantioselective reduction of alkynyl ketones by a binaphthol-modified aluminium hydride reagent. Asymmetric synthesis of some insect pheromones
Nishizawa,Yamada,Noyori
, p. 247 - 250 (1981)
-
Lactone synthesis via biotransformations of γ-hydroxyamides
Taylor, Stephen K.,Arnold, Carrie R.,Gerds, Aaron T.,Ide, Nathan D.,Law, Keri M.,Kling, Dale L.,Pridgeon, Matthew G.,Simons, Lloyd J.,Vyvyan, James R.,Yamaoka, Jennifer S.,Liao, Min-Ken,Goyne, Thomas E.
, p. 3819 - 3821 (2004)
An enzyme was expressed in E. coli from ...
Synthesis of both the enantiomers of 4-dodecanolide, the pheromone of the rove beetle
Chattopadhyay,Mamdapur,Chadha
, p. 3667 - 3672 (1990)
A simple and efficient synthesis of the ...
Asymmetric bioreduction of keto groups of 4- and 5-Oxodecanoic acids/esters with a new carbonyl reductase
Zhang, Chao,Pan, Jiang,Li, Chun-Xiu,Bai, Yun-Peng,Xu, Jian-He
, p. 35 - 39 (2017)
A novel carbonyl reductase from Serratia...
Stereoselective synthesis of chiral δ-lactonesviaan engineered carbonyl reductase
Wang, Tao,Zhang, Xiao-Yan,Zheng, Yu-Cong,Bai, Yun-Peng
, p. 10584 - 10587 (2021/10/19)
A carbonyl reductase variant,SmCRM5, fro...
MODIFIED AMINE LIPIDS
-
Page/Page column 251-253; 255-256, (2020/07/04)
The disclosure provides ionizable amine ...
CYP505E3: A Novel Self-Sufficient ω-7 In-Chain Hydroxylase
Maseme, Mpeyake Jacob,Opperman, Diederik Johannes,Pennec, Alizé,Smit, Martha Sophia,van Marwijk, Jacqueline
supporting information, p. 10359 - 10362 (2020/04/23)
The self-sufficient cytochrome P450 mono...
2305-05-7 Process route
-
-
tetrahydro-5-octyl-2-oxofuran-3-carboxaldehyde
-
-
57084-18-1,2305-05-7
gamma-dodecalactone
-
-
21944-98-9
(Z)-4-dodecenal
-
-
174155-48-7
(E)-4-dodecenal
| Conditions | Yield |
|---|---|
|
With
ethyl acetate;
In
tetrahydrofuran;
at 470 ℃;
for 2h;
optical yield given as %de;
Inert atmosphere;
|
30%
|
-
-
872-05-9,17438-89-0,25189-70-2
1-Decene
-
-
108-24-7
acetic anhydride
-
-
143-07-7
lauric acid
-
-
57084-18-1,2305-05-7
gamma-dodecalactone
| Conditions | Yield |
|---|---|
|
With
manganese(IV) oxide; sodium acetate; lithium bromide;
at 120 ℃;
for 3h;
|
61%
27% |
2305-05-7 Upstream products
-
186581-53-3
diazomethane
-
872-05-9
1-Decene
-
108-24-7
acetic anhydride
-
124-19-6
nonan-1-al
2305-05-7 Downstream products
-
5921-92-6
2-n-octyltetrahydrofuran
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