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8,10-Dodecadien-1-ol
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Name

8,10-Dodecadien-1-ol

 EINECS 251-761-2
CAS No. 33956-49-9 Density 0.862g/cm3
PSA 20.23000 LogP 3.45160
Solubility N/A Melting Point 30-32 °C
Formula C12H22 O Boiling Point 270.7°Cat760mmHg
Molecular Weight 182.306 Flash Point 100.9°C
Transport Information N/A Appearance N/A
Safety Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors. Risk Codes 36/37/38
Molecular Structure Molecular Structure of 33956-49-9 (8,10-DODECADIEN-1-OL) Hazard Symbols
Synonyms

8,10-Dodecadien-1-ol,(E,E)- (8CI);(8E,10E)-8,10-Dodecadien-1-ol;(8E,10E)-Dodecadien-1-ol;(E,E)-8,10-Dodecadien-1-ol;(E,E)-8,10-Dodecadien-l-ol;(E,E)-8,10-Dodecadienol;8-trans,10-trans-Dodecadien-1-ol;CP-MK;Codlelure;Codlemone;Feroflon SR 2;Feroflor SR 2;trans-8,trans-10-Dodecadien-1-ol;trans-trans-8,10-Dodecadien-1-ol;

Article Data 37

8,10-Dodecadien-1-ol Synthetic route

87241-02-9

trans-2-methyl-5-(7-hydroxyheptyl)-3-sulfolene

33956-49-9

(8E,10E)-dodeca-8,10-dienol

Conditions
ConditionsYield
With potassium carbonate In ethanol at 125℃; for 0.5h;100%
With potassium carbonate In ethanol at 125℃;98%
57006-69-6

(E,E)-sorbyl acetate

34714-00-6

trimethylsilyl 6-chloro-1-hexyl ether

33956-49-9

(8E,10E)-dodeca-8,10-dienol

Conditions
ConditionsYield
Stage #1: (E,E)-sorbyl acetate; trimethylsilyl 6-chloro-1-hexyl ether With sodium In toluene at 0 - 80℃; for 12h; Inert atmosphere; Green chemistry;
Stage #2: With sulfuric acid In water; toluene at 0 - 20℃; for 1h; Temperature; Green chemistry;		77.47%
83248-82-2

(E)-9-(phenylsulfinyl)-10-dodecen-1-ol

33956-49-9

(8E,10E)-dodeca-8,10-dienol

Conditions
ConditionsYield
With triethylamine In toluene at 80℃; for 18h;60%
33956-50-2

(8E,10Z)-dodeca-8,10-dien-1-ol

33956-49-9

(8E,10E)-dodeca-8,10-dienol

Conditions
ConditionsYield
With thiophenol at 100℃; for 2h;30%
39616-28-9, 113982-52-8

dodec-8-en-10-yn-1-ol

33956-49-9

(8E,10E)-dodeca-8,10-dienol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran; diethylene glycol dimethyl ether at 140℃; for 2h;10%
629-11-8

1,6-hexanediol

57006-69-6

(E,E)-sorbyl acetate

33956-49-9

(8E,10E)-dodeca-8,10-dienol

Conditions
ConditionsYield
Multistep reaction;
123-73-9

trans-Crotonaldehyde

65734-62-5

8-hydroxy-octyl-triphenyl-phosphonium bromide

33956-49-9

(8E,10E)-dodeca-8,10-dienol

Conditions
ConditionsYield
With phenyllithium 1.) THF/diethyl ether, 20 min, 2.) -75 deg C, 15 min, -30 deg C, 30 min, 25 deg C; Yield given. Multistep reaction. Yields of byproduct given;
37935-49-2

(8E,10E)-8,10-Dodecadienyl-(tetrahydro-2-pyranyl)ether

33956-49-9

(8E,10E)-dodeca-8,10-dienol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol; water at 60℃; for 2h; Yield given;
With toluene-4-sulfonic acid In methanol at 50℃; for 2h; Yield given;
With methanesulfonic acid; water In methanol at 60℃; for 3h; Hydrolysis;0.74 g
With toluene-4-sulfonic acid In methanol at 70℃; for 0.5h;
57006-69-6

(E,E)-sorbyl acetate

69049-76-9

(6-((tetrahydro-2H-pyran-2-yl)oxy)hexyl)magnesium chloride

33956-49-9

(8E,10E)-dodeca-8,10-dienol

Conditions
ConditionsYield
With hydrogen cation; copper(l) iodide Yield given. Multistep reaction;
37935-45-8

1-bromo-3E,5E-heptadiene

C8H19ClMgOSi

33956-49-9

(8E,10E)-dodeca-8,10-dienol

Conditions
ConditionsYield
With dilithium tetrachlorocuprate; water 1) -5 - 0 deg C, 3 h; 2) 20 deg C, 12 h, THF, ether; 2) aq. EtOH, 2 h, boiling; Yield given. Multistep reaction;

8,10-Dodecadien-1-ol Consensus Reports

Reported in EPA TSCA Inventory.

8,10-Dodecadien-1-ol Specification

8,10-Dodecadien-1-ol, with the CAS NO.33956-49-9, is also called (e,e)-10-dodecadien-1-ol; 8e,10e-dodecadien-1-ol; ai3-34872; checkmatecm; codlelure; codlingmothpheromone; ent34872; pheroconcm. It has the Molecular Formula of C12H22O and the Molecular Weight of 182.3025. It is an exemption from the requirement of a tolerance.

Physical properties about 8,10-Dodecadien-1-ol are: (1)ACD/LogP: 4.096; (2)ACD/LogD (pH 5.5): 4.10; (3)ACD/LogD (pH 7.4): 4.10; (4)ACD/BCF (pH 5.5): 763.50; (5)ACD/BCF (pH 7.4): 763.50; (6)ACD/KOC (pH 5.5): 4028.25; (7)ACD/KOC (pH 7.4): 4028.25; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 9; (11)Index of Refraction: 1.473; (12)Molar Refractivity: 59.294 cm3; (13)Molar Volume: 211.352 cm3 ; (14)Polarizability: 23.506 10-24cm3; (15)Surface Tension: 31.503999710083 dyne/cm; (16)Density: 0.863 g/cm3; (17)Flash Point: 100.936 °C; (18)Enthalpy of Vaporization: 59.084 kJ/mol; (19)Boiling Point: 270.679 °C at 760 mmHg; (20)Vapour Pressure: 0.00100000004749745 mmHg at 25°C

You can still convert the following datas into molecular structure:
(1)InChI=1S/C12H22O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h2-5,13H,6-12H2,1H3/b3-2+,5-4+;
(2)InChIKey=CSWBSLXBXRFNST-MQQKCMAXSA-N;
(3)SmilesOCCCCCCC\C=C\C=C\C;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral > 3200mg/kg (3200mg/kg)   Special Publication of the Entomological Society of America. Vol. 78-1, Pg. 49, 1978.

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