4-Dodecanolide

  • Name: 4-Dodecanolide
  • CAS: 2305-05-7
  • Purity: 99%
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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

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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

tetrahydro-5-octyl-2-oxofuran-3-carboxaldehyde

gamma-dodecalactone
57084-18-1,2305-05-7

gamma-dodecalactone

(Z)-4-dodecenal
21944-98-9

(Z)-4-dodecenal

(E)-4-dodecenal
174155-48-7

(E)-4-dodecenal

Conditions
Conditions Yield
With ethyl acetate; In tetrahydrofuran; at 470 ℃; for 2h; optical yield given as %de; Inert atmosphere;
30%
1-Decene
872-05-9,17438-89-0,25189-70-2

1-Decene

acetic anhydride
108-24-7

acetic anhydride

lauric acid
143-07-7

lauric acid

gamma-dodecalactone
57084-18-1,2305-05-7

gamma-dodecalactone

Conditions
Conditions Yield
With manganese(IV) oxide; sodium acetate; lithium bromide; at 120 ℃; for 3h;
61%
27%

2305-05-7 Upstream products

  • 186581-53-3
    186581-53-3

    diazomethane

  • 872-05-9
    872-05-9

    1-Decene

  • 108-24-7
    108-24-7

    acetic anhydride

  • 124-19-6
    124-19-6

    nonan-1-al

2305-05-7 Downstream products

  • 5921-92-6
    5921-92-6

    2-n-octyltetrahydrofuran