Product Name

  • Name

    (Z)-dodec-3-en-1-ol

  • EINECS 251-057-5
  • CAS No. 32451-95-9
  • Article Data18
  • CAS DataBase
  • Density 0.846 g/cm3
  • Solubility
  • Melting Point
  • Formula C12H24O
  • Boiling Point 268.1 °C at 760 mmHg
  • Molecular Weight 184.322
  • Flash Point 97.6 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 32451-95-9 ((Z)-dodec-3-en-1-ol)
  • Hazard Symbols
  • Synonyms 3-Dodecen-1-ol,(Z)- (8CI);(Z)-3-Dodecen-1-ol;cis-3-Dodecen-1-ol;
  • PSA 20.23000
  • LogP 3.67560

Synthetic route

dodec-3-yn-1-ol
55182-73-5

dodec-3-yn-1-ol

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
With hydrogen; P-2 Ni In ethanol100%
With hydrogen96%
With quinoline; hydrogen; Lindlar's catalyst In hexane Ambient temperature;96%
2-[((Z)-Dodec-3-enyl)oxy]-tetrahydro-pyran
88841-48-9

2-[((Z)-Dodec-3-enyl)oxy]-tetrahydro-pyran

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
With dowex In methanol at 45℃;89%
With toluene-4-sulfonic acid In methanol at 20℃; for 16h;0.28 g
(Z)-3-Dodecensaeure-ethylester
79837-93-7

(Z)-3-Dodecensaeure-ethylester

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether73%
1-benzyloxy-4-fluoro-3-dodecene

1-benzyloxy-4-fluoro-3-dodecene

A

(E)-4-fluoro-dodec-3-en-1-ol

(E)-4-fluoro-dodec-3-en-1-ol

B

(Z)-4-fluoro-dodec-3-en-1-ol

(Z)-4-fluoro-dodec-3-en-1-ol

C

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

D

(E)-3-dodecene-1-ol
68900-87-8

(E)-3-dodecene-1-ol

Conditions
ConditionsYield
With ammonia; lithium In ethanol at -78℃; Title compound not separated from byproducts.;
1-decyne
764-93-2

1-decyne

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) BuLi / 1.) HMPA, hexane, a) RT, 15 min, b) 50 deg C, 0.5 h, 2.) HMPA, hexane, a) RT, 1.5 h, b) 50 deg C, 2 h
2: 91 percent / H2, quinoline / Lindlar catalyst / hexane / 1 h / 10 °C
View Scheme
Multi-step reaction with 4 steps
1: 1.) n-BuLi, 2.) HMPA / 1.) THF, -20 deg C, 0.5 h, 2.) THF, -78 deg C, 3 h
2: 84 percent / 2 N HCl / acetone / 6 h
3: 86 percent / NaBH4
4: 100 percent / H2 / P-2 Ni / ethanol
View Scheme
Multi-step reaction with 2 steps
1: 1.) n-BuLi / 1.) THF/HMPA
2: H2 / Lindlar cat. / hexane
View Scheme
1-bromo-octane
111-83-1

1-bromo-octane

sodium-compound of decylmalonic acid diethyl ester

sodium-compound of decylmalonic acid diethyl ester

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) LiNH2, NH3 / 1.) THF, 45 min, 2.) THF, 5 h
2: 96 percent / H2, quinoline / 5percent Pd/CaCO3 / hexane / Ambient temperature
View Scheme
caprinaldehyde
112-31-2

caprinaldehyde

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 63 percent / piperidine / xylene / Heating
2: 83 percent / LAH / diethyl ether
3: Br2 / CCl4
4: NaNH2 / CCl4; aq. NH3 / 4 h / -78 °C
5: 100 percent / H2 / P-2 Ni / ethanol
View Scheme
Multi-step reaction with 3 steps
1: tetrahydrofuran / 0 - 20 °C
2: hydrogenchloride / benzene
3: 4,4'-di-tert-butylbiphenyl; lithium / tetrahydrofuran / 0 - 20 °C
View Scheme
(E)-dodec-3-enoic acid
4998-72-5

(E)-dodec-3-enoic acid

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 83 percent / LAH / diethyl ether
2: Br2 / CCl4
3: NaNH2 / CCl4; aq. NH3 / 4 h / -78 °C
4: 100 percent / H2 / P-2 Ni / ethanol
View Scheme
(E)-3-dodecene-1-ol
68900-87-8

(E)-3-dodecene-1-ol

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Br2 / CCl4
2: NaNH2 / CCl4; aq. NH3 / 4 h / -78 °C
3: 100 percent / H2 / P-2 Ni / ethanol
View Scheme
3,4-Dibromo-dodecan-1-ol

3,4-Dibromo-dodecan-1-ol

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaNH2 / CCl4; aq. NH3 / 4 h / -78 °C
2: 100 percent / H2 / P-2 Ni / ethanol
View Scheme
Dodec-3-ynal
148149-64-8

Dodec-3-ynal

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 86 percent / NaBH4
2: 100 percent / H2 / P-2 Ni / ethanol
View Scheme
1,1-diethoxy-3-dodecyne
148149-63-7

1,1-diethoxy-3-dodecyne

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 84 percent / 2 N HCl / acetone / 6 h
2: 86 percent / NaBH4
3: 100 percent / H2 / P-2 Ni / ethanol
View Scheme
nonan-1-al
124-19-6

nonan-1-al

(+-)-chloroacetic acid-<2-ethyl-hexyl ester>

(+-)-chloroacetic acid-<2-ethyl-hexyl ester>

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 32 percent / 24 h / Heating
2: 73 percent / LiAlH4 / diethyl ether
View Scheme
1-bromo-octane
111-83-1

1-bromo-octane

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1) n-butyllithium / 1) THF, -78 deg C, 2) HMPA, room temperature
2: 91 percent / H2, quinoline / Pd/BaSO4 / methanol
3: 89 percent / Dowex / methanol / 45 °C
View Scheme
Multi-step reaction with 2 steps
1: 1.) LiNH2 / 1.) NH3 2.) ether
2: Hydrogen / Pd-BaSO4, quinoline / ethyl acetate
View Scheme
Multi-step reaction with 3 steps
1: 1.) n-butyllithium, 2.) LiI / 1.) THF, from -78 deg C to 0 deg C, 2.) a.) DMEU, -78 deg C, b.) 20 deg C, 20 h
2: 72 percent / amberlyst 15 (1+) form> / methanol / 20 h / 40 °C
3: 96 percent / H2
View Scheme
Multi-step reaction with 3 steps
1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 - 20 °C / Inert atmosphere
1.2: 16 h / Inert atmosphere; Reflux
2.1: potassium hydroxide; N,N-dimethyl-formamide / 6 h / 145 °C / Inert atmosphere; Sealed tube
3.1: toluene-4-sulfonic acid / methanol / 16 h / 20 °C
View Scheme
1-<(2-Tetrahydropyranyl)oxy>dodec-3-yne
87641-52-9

1-<(2-Tetrahydropyranyl)oxy>dodec-3-yne

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 91 percent / H2, quinoline / Pd/BaSO4 / methanol
2: 89 percent / Dowex / methanol / 45 °C
View Scheme
Multi-step reaction with 2 steps
1: 72 percent / amberlyst 15 (1+) form> / methanol / 20 h / 40 °C
2: 96 percent / H2
View Scheme
Multi-step reaction with 2 steps
1: potassium hydroxide; N,N-dimethyl-formamide / 6 h / 145 °C / Inert atmosphere; Sealed tube
2: toluene-4-sulfonic acid / methanol / 16 h / 20 °C
View Scheme
2,2'-ethane-1,2-diylbissulfanyl-bis-ethanol
5244-34-8

2,2'-ethane-1,2-diylbissulfanyl-bis-ethanol

dodec-3-yn-1-ol
55182-73-5

dodec-3-yn-1-ol

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
In ethyl acetate2.95 g (91.6%)
C18H38OSi

C18H38OSi

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran; dichloromethane at 20℃; Inert atmosphere;
(+/-)-6-heptyl-3,6-dihydro-2H-pyran

(+/-)-6-heptyl-3,6-dihydro-2H-pyran

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tris(pentafluorophenyl)borate / dichloromethane / 20 °C / Inert atmosphere
2: tetrabutyl ammonium fluoride / tetrahydrofuran; dichloromethane / 20 °C / Inert atmosphere
View Scheme
1-dodecen-3-ol
4048-42-4

1-dodecen-3-ol

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / benzene
2: 4,4'-di-tert-butylbiphenyl; lithium / tetrahydrofuran / 0 - 20 °C
View Scheme
C13H25ClO

C13H25ClO

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
With 4,4'-di-tert-butylbiphenyl; lithium In tetrahydrofuran at 0 - 20℃; Wittig Rearrangement;
C12H23ClO

C12H23ClO

A

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

B

(E)-3-dodecene-1-ol
68900-87-8

(E)-3-dodecene-1-ol

Conditions
ConditionsYield
With 1,4-di-tert-butylbenzene; lithium In tetrahydrofuran at 0 - 20℃; Wittig Rearrangement;
nonan-1-al
124-19-6

nonan-1-al

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tetrahydrofuran / 0 - 20 °C
2: hydrogenchloride / benzene
3: lithium; 1,4-di-tert-butylbenzene / tetrahydrofuran / 0 - 20 °C
View Scheme
undec-1-en-3-ol
35329-42-1

undec-1-en-3-ol

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / benzene
2: lithium; 1,4-di-tert-butylbenzene / tetrahydrofuran / 0 - 20 °C
View Scheme
(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

(3Z)-1-O-(p-tolylsulfonyl)dodec-3-en-1-ol
90486-47-8

(3Z)-1-O-(p-tolylsulfonyl)dodec-3-en-1-ol

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at -4℃; for 7h;98%
In pyridine at 2 - 5℃; for 20h;
In pyridine
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

(Z)-dodec-3-en-1-yl (E)-2-butenoate

(Z)-dodec-3-en-1-yl (E)-2-butenoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 4h; Ambient temperature;93%
trans-chrotonyl chloride
625-35-4, 3488-22-0, 10487-71-5

trans-chrotonyl chloride

(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

(Z)-dodec-3-en-1-yl (E)-2-butenoate

(Z)-dodec-3-en-1-yl (E)-2-butenoate

Conditions
ConditionsYield
With pyridine at 0 - 20℃; for 26h;86%
With pyridine for 12h; Ambient temperature;77%
(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

(3Z)-1-bromododec-3-ene
86982-50-5

(3Z)-1-bromododec-3-ene

Conditions
ConditionsYield
With carbon tetrabromide; triphenylphosphine In dichloromethane at 0℃; for 0.333333h;83%
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 0 °C
2: lithium bromide / acetone / 3 h / Reflux
View Scheme
(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

(Z)-3-dodecenal
68141-15-1

(Z)-3-dodecenal

Conditions
ConditionsYield
With pyridinium chlorochromate In dichloromethane for 2h;56%
With Dess-Martin periodane In dichloromethane at 20℃; for 3h; Dess-Martin Oxidation;
With Dess-Martin periodane In dichloromethane at 20℃; for 3h;
With Dess-Martin periodane In dichloromethane at 20℃; for 3.08h;
(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

acetyl chloride
75-36-5

acetyl chloride

(Z)-3-dodecen-1-yl acetate
38363-24-5

(Z)-3-dodecen-1-yl acetate

Conditions
ConditionsYield
In acetic acid at 25 - 35℃; for 48h;
(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

6-thiaoleic acid
102838-90-4

6-thiaoleic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine
2: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide
View Scheme
(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

(3Z,6Z)-2,2-Dimethyl-pentadeca-3,6-dienal
86982-53-8

(3Z,6Z)-2,2-Dimethyl-pentadeca-3,6-dienal

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 83 percent / CBr4, PPh3 / CH2Cl2 / 0.33 h / 0 °C
2: 82 percent / acetonitrile / 72 h / Heating
3: 1.) n-BuLi / 1.) THF, 0 deg C 2.) -78 to room temp.
4: 47 percent / H2O, HCl / acetone / 47 h / Ambient temperature
View Scheme
(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

2-((2Z,5Z)-1,1-Dimethyl-tetradeca-2,5-dienyl)-[1,3]dioxolane
86982-52-7

2-((2Z,5Z)-1,1-Dimethyl-tetradeca-2,5-dienyl)-[1,3]dioxolane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 83 percent / CBr4, PPh3 / CH2Cl2 / 0.33 h / 0 °C
2: 82 percent / acetonitrile / 72 h / Heating
3: 1.) n-BuLi / 1.) THF, 0 deg C 2.) -78 to room temp.
View Scheme
(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

7,7-Dimethyleicosa-5(Z),8(Z),11(Z)-trienoic acid
86982-61-8

7,7-Dimethyleicosa-5(Z),8(Z),11(Z)-trienoic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 83 percent / CBr4, PPh3 / CH2Cl2 / 0.33 h / 0 °C
2: 82 percent / acetonitrile / 72 h / Heating
3: 1.) n-BuLi / 1.) THF, 0 deg C 2.) -78 to room temp.
4: 47 percent / H2O, HCl / acetone / 47 h / Ambient temperature
5: 1.) KH / 1.) DMSO 2.) 1 h, room temp.
View Scheme
(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

((Z)-Dodec-3-enyl)-triphenyl-phosphonium; bromide
86982-51-6

((Z)-Dodec-3-enyl)-triphenyl-phosphonium; bromide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 83 percent / CBr4, PPh3 / CH2Cl2 / 0.33 h / 0 °C
2: 82 percent / acetonitrile / 72 h / Heating
View Scheme
(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

(6E,8Z,11Z)-5-thia-6,8,11-eicosatrienoic acid
125198-04-1

(6E,8Z,11Z)-5-thia-6,8,11-eicosatrienoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 98 percent / DMAP, NEt3 / CH2Cl2 / 7 h / -4 °C
2: 83 percent / 18 h / 120 °C
3: 1.) n-butyllithium / 1.) THF, -20 deg C, 4 min, 2.) DMEU, from -78 deg C to -40 deg C, 4 h
4: 97 percent / LiOH*H2O / methanol / 2.5 h / 20 °C
View Scheme
(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

methyl (6E,8Z,11Z)-6,8,11-eicosatrienoate
125198-10-9

methyl (6E,8Z,11Z)-6,8,11-eicosatrienoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 98 percent / DMAP, NEt3 / CH2Cl2 / 7 h / -4 °C
2: 83 percent / 18 h / 120 °C
3: 1.) n-butyllithium
View Scheme
(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

methyl (8Z,11Z)-5-thia-8,11-eicosadienoate
125198-09-6

methyl (8Z,11Z)-5-thia-8,11-eicosadienoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 98 percent / DMAP, NEt3 / CH2Cl2 / 7 h / -4 °C
2: 83 percent / 18 h / 120 °C
3: 1.) n-butyllithium
View Scheme
(Z)-Dodec-3-en-1-ol
32451-95-9

(Z)-Dodec-3-en-1-ol

methyl (6E,8Z,11Z)-5-thia-6,8,11-eicosatrienoate
125197-85-5

methyl (6E,8Z,11Z)-5-thia-6,8,11-eicosatrienoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 98 percent / DMAP, NEt3 / CH2Cl2 / 7 h / -4 °C
2: 83 percent / 18 h / 120 °C
3: 1.) n-butyllithium / 1.) THF, -20 deg C, 4 min, 2.) DMEU, from -78 deg C to -40 deg C, 4 h
View Scheme

(3Z)-Dodec-3-en-1-ol Specification

The 3-Dodecen-1-ol, (3Z)-, with the CAS registry number 32451-95-9, is also known as (3Z)-Dodec-3-en-1-ol. Its EINECS registry number is 251-057-5. This chemical's molecular formula is C12H24O and molecular weight is 184.32. What's more, its IUPAC name is called (Z)-Dodec-3-en-1-ol.

Physical properties about 3-Dodecen-1-ol, (3Z)- are: (1)ACD/LogP: 4.80; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 1; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 10; (6)Polar Surface Area: 9.23 Å2; (7)Index of Refraction: 1.456; (8)Molar Refractivity: 59.23 cm3; (9)Molar Volume: 217.7 cm3; (10)Surface Tension: 30.9 dyne/cm; (11)Density: 0.846 g/cm3; (12)Flash Point: 97.6 °C; (13)Enthalpy of Vaporization: 58.77 kJ/mol; (14)Boiling Point: 268.1 °C at 760 mmHg; (15)Vapour Pressure: 0.00106 mmHg at 25 °C.

Preparation of 3-Dodecen-1-ol, (3Z)-: this chemical can be prepared by Dodec-3-yn-1-ol. This reaction needs reagent H2 and solvent methanol. The yield is 96 %.

3-Dodecen-1-ol, (3Z)- can be prepared by Dodec-3-yn-1-ol.

Uses of 3-Dodecen-1-ol, (3Z)-: it is used to produce other chemicals. For example, it can react with Toluene-4-sulfonyl chloride to get (Z)-3-Dodecenyl p-toluenesulfonate. The reaction occurs with solvent pyridine at temperature of 2-5 °C. The reaction time is 20 hours.

3-Dodecen-1-ol, (3Z)- can react with Toluene-4-sulfonyl chloride to get (Z)-3-Dodecenyl p-toluenesulfonate.

You can still convert the following datas into molecular structure:
(1) SMILES: OCC\C=C/CCCCCCCC
(2) InChI: InChI=1S/C12H24O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h9-10,13H,2-8,11-12H2,1H3/b10-9-
(3) InChIKey: BDGQTWOHKASHQU-KTKRTIGZSA-N

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