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Cas Database

Name	(Z)-Dodec-8-enyl acetate	EINECS	248-823-6
CAS No.	28079-04-1	Density	0.881 g/cm³
PSA	26.30000	LogP	4.24640
Solubility	N/A	Melting Point	N/A
Formula	C₁₄H₂₆O₂	Boiling Point	300.1 °C at 760 mmHg
Molecular Weight	226.359	Flash Point	96.5 °C
Transport Information	N/A	Appearance	N/A
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	8-Dodecen-1-ol,acetate, (8Z)- (9CI);8-Dodecen-1-ol, acetate, (Z)- (8CI);(8Z)-Dodec-8-en-1-olacetate;(Z)-8-Dodecen-1-ol acetate;(Z)-8-Dodecen-1-yl acetate;(Z)-8-Dodecenyl acetate;Denacil;Funemone;GM;Orfamone;cis-8-Dodecen-1-yl acetate;8-Dodecen-1-ol,1-acetate, (8Z)-;	Article Data	30

(Z)-Dodec-8-enyl acetate Synthetic route

: 26906-26-3
1-Acetoxydodec-8-yne

: 28079-04-1
(Z)-8-dodecen-1-yl acetate

Conditions

Conditions	Yield
With quinoline; hydrogen; Pd-BaSO4 In methanol	97%
With hydrogen; Lindlar's catalyst In hexane at 15℃;	7 g

: 40642-40-8
(Z)-8-dodecenol

: 75-36-5
acetyl chloride

: 28079-04-1
(Z)-8-dodecen-1-yl acetate

Conditions

Conditions	Yield
In pyridine	95%
With pyridine In benzene

: 153123-34-3
Δ8-dodecen-1-ol

: 108-24-7
acetic anhydride

: 28079-04-1
(Z)-8-dodecen-1-yl acetate

Conditions

Conditions	Yield
With pyridine at 5 - 25℃; for 2h; Large scale;	95%

: 40642-40-8
(Z)-8-dodecenol

: 108-24-7
acetic anhydride

: 28079-04-1
(Z)-8-dodecen-1-yl acetate

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 12h; Inert atmosphere; chemoselective reaction;	90%
With pyridine	89%
In pyridine for 24h; Ambient temperature;	75%

: 98398-50-6
(Z)-1-(2-tetrahydropyranyloxy)dodec-8-ene

: 75-36-5
acetyl chloride

: 28079-04-1
(Z)-8-dodecen-1-yl acetate

Conditions

Conditions	Yield
With acetic acid at 60℃; for 6h;	77%

: 109-67-1
1-penten

: 13038-22-7
non-8-en-1-yl acetate

: 28079-04-1
(Z)-8-dodecen-1-yl acetate

Conditions

Conditions	Yield
With C32H41N3O4Ru In tetrahydrofuran at 20℃; for 4h; Inert atmosphere; Glovebox; chemoselective reaction;	65%
With C35H47N3O4Ru In tetrahydrofuran at 35℃; for 2h;	58%
With Z-selective metathesis catalyst
With Z-selective cross-metathesis catalyst Inert atmosphere;

: Acetic acid (Z)-6-(toluene-4-sulfonyloxy)-dodec-8-enyl ester

: 28079-04-1
(Z)-8-dodecen-1-yl acetate

Conditions

Conditions	Yield
With sodium tetrahydroborate In dimethyl sulfoxide at 80℃;	58%

: 38363-29-0
(E)-8-dodecenyl acetate

: 28079-04-1
(Z)-8-dodecen-1-yl acetate

Conditions

Conditions	Yield
(i) HCl, (ii) NBS, (iii) NaI, DMF; Multistep reaction;

: 153123-34-3
Δ8-dodecen-1-ol

: 108-24-7
acetic anhydride

A: 28079-04-1
(Z)-8-dodecen-1-yl acetate

B: 38363-29-0
(E)-8-dodecenyl acetate

Conditions

Conditions	Yield
With pyridine Yield given. Yields of byproduct given;
With pyridine at 5 - 25℃; for 2h; Overall yield = 93.3 %; Overall yield = 0.57 kg;	A n/a B n/a

: 108-24-7
acetic anhydride

: 98398-50-6
(Z)-1-(2-tetrahydropyranyloxy)dodec-8-ene

: 28079-04-1
(Z)-8-dodecen-1-yl acetate

Conditions

Conditions	Yield
With pyridine; water; toluene-4-sulfonic acid 1) MeOH, room temp., 15 h; 2) room temp., 24 h.; Yield given. Multistep reaction;

(Z)-Dodec-8-enyl acetate Specification

The Orfralure, with the CAS registry number 28079-04-1, is also known as (Z)-8-Dodecen-1-ol acetate. Its EINECS number is 248-823-6. This chemical's molecular formula is C₁₄H₂₆O₂ and formula weight is 226.36. What's more, its IUPAC name is [(Z)-dodec-8-enyl] acetate.

Physical properties of Orfralure are: (1)ACD/LogP: 5.50; (2)# of Rule of 5 Violations: 1 ; (3)#H bond acceptors: 2; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 11; (6)Polar Surface Area: 26.3 Å²; (7)Index of Refraction: 1.448; (8)Molar Refractivity: 68.74 cm³; (9)Molar Volume: 256.7 cm³; (10)Surface Tension: 30 dyne/cm; (11)Density: 0.881 g/cm³; (12)Flash Point: 96.5 °C; (13)Enthalpy of Vaporization: 54.02 kJ/mol; (14)Boiling Point: 300.1 °C at 760 mmHg; (15)Vapour Pressure: 0.00114 mmHg at 25°C.

Preparation: this chemical can be prepared by 1-Acetoxydodec-8-yne. This reaction will need reagent H₂, quinoline and solvent methanol. This reaction will also need catalyst 5% Pd/BaSO₄. The yield is about 97%.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCCC=CCCCCCCCOC(=O)C
(2)Isomeric SMILES: CCC/C=C\CCCCCCCOC(=O)C
(3)InChI: InChI=1S/C14H26O2/c1-3-4-5-6-7-8-9-10-11-12-13-16-14(2)15/h5-6H,3-4,7-13H2,1-2H3/b6-5-
(4)InChIKey: SUCYDSJQVVGOIW-WAYWQWQTSA-N

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