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11-Mercapto-1-undecanol

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Name

11-Mercapto-1-undecanol

EINECS N/A
CAS No. 73768-94-2 Density 0.922 g/cm3
PSA 59.03000 LogP 3.41940
Solubility N/A Melting Point 33-37 °C
Formula C11H24OS Boiling Point 303.979 °C at 760 mmHg
Molecular Weight 204.377 Flash Point 137.642 °C
Transport Information N/A Appearance N/A
Safety 36-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 73768-94-2 (11-Mercapto-1-undecanol) Hazard Symbols IrritantXi
Synonyms

11-sulfanylundecan-1-ol;11-mercaptoundecanol;1-Undecanol, 11-mercapto-;11-Hydroxy-1-undecanethiol;11-Hydroxyundecane-1-thiol;11-Mercapto-1-Undecanethiol;11-Mercapto-1-undecanol solution;

Article Data 5

11-Mercapto-1-undecanol Synthetic route

2-(11-Hydroxy-undecyl)-isothiourea; hydrobromide

73768-94-2

11-mercapto-1-undecanol

Conditions
ConditionsYield
With sodium hydroxide Yield given;
73768-96-4

thioacetic acid S-(11-hydroxy-undecyl) ester

A

73768-94-2

11-mercapto-1-undecanol

B

119438-02-7

11-hydroxyundecyldisulfide

Conditions
ConditionsYield
With sodium methylate Yield given;
1611-56-9

1-Bromo-11-hydroxyundecane

73768-94-2

11-mercapto-1-undecanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Na / methanol / 6 h / Heating
2: CH3ONa
View Scheme
Multi-step reaction with 2 steps
1: ethanol
2: 10percent aq. NaOH
View Scheme
Stage #1: 1-Bromo-11-hydroxyundecane With thiourea In dimethyl sulfoxide at 20℃; for 21h;
Stage #2: With potassium hydroxide In water; dimethyl sulfoxide at 80℃; for 0.0833333h;
7.2 g
Stage #1: 1-Bromo-11-hydroxyundecane With thiourea In ethanol Heating; Inert atmosphere;
Stage #2: With sodium hydroxide In water Inert atmosphere;

Undecenole

34241-39-9

azobisisobutyronitrile

507-09-5

thioacetic acid

73768-94-2

11-mercapto-1-undecanol

Conditions
ConditionsYield
With sodium hydroxide; Hg In ethanol; water
73768-94-2

11-mercapto-1-undecanol

119438-02-7

11-hydroxyundecyldisulfide

Conditions
ConditionsYield
With iodine In ethanol for 1h; Ambient temperature;100%
With iodine In dichloromethane100%
With N-chloro-succinimide In dichloromethane for 0.166667h; Inert atmosphere;98%
934499-56-6

1-[(5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl)disulfanyl]dodecane

73768-94-2

11-mercapto-1-undecanol

11-(dodec-1-yldisulfanyl)undecan-1-ol

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.25h;99%
1262447-14-2

1-[(5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl)trisulfanyl]dodecane

73768-94-2

11-mercapto-1-undecanol

1262447-16-4

11-(dodec-1-yl-trisulfanyl)undecan-1-ol

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.25h; air;99%
934751-37-8

(5,5-dimethyl-2-thiono-1,3,2-dioxophosphorinanyl) sulfenyl bromide

73768-94-2

11-mercapto-1-undecanol

1170712-93-2

11-[(5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl)di-sulfanyl]undecan-1-ol

Conditions
ConditionsYield
In dichloromethane at 20℃; for 0.5h; Inert atmosphere;95%
In dichloromethane at -30 - 20℃; for 0.5h; Inert atmosphere;4.42 g
In dichloromethane at 20℃; for 0.5h; Inert atmosphere;4.42 g
4073-59-0

bis-(5,5-dimethyl-2-thiono-1,3,2-dioxaphosphorinan-2-yl)disulfide

73768-94-2

11-mercapto-1-undecanol

1170712-93-2

11-[(5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl)di-sulfanyl]undecan-1-ol

Conditions
ConditionsYield
Stage #1: bis-(5,5-dimethyl-2-thiono-1,3,2-dioxaphosphorinan-2-yl)disulfide With bromine In dichloromethane at -30℃; for 0.25h; Inert atmosphere;
Stage #2: 11-mercapto-1-undecanol In dichloromethane at 20℃; for 0.5h;
95%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 0℃; for 0.0833333h; Solvent;89%
Stage #1: bis-(5,5-dimethyl-2-thiono-1,3,2-dioxaphosphorinan-2-yl)disulfide With bromine
Stage #2: 11-mercapto-1-undecanol
73768-94-2

11-mercapto-1-undecanol

155142-78-2

1-(4'-methoxyphenyl)-2-<4'-(benzyloxy)phenyl>ethanol

14-<4'-(benzyloxy)phenyl>-13-(4'-methoxyphenyl)-12-thiatetradecanol

Conditions
ConditionsYield
With zinc(II) iodide In 1,2-dichloro-ethane for 1.5h; Ambient temperature;93%

11-Mercapto-1-undecanol Specification

The 11-Mercapto-1-undecanol, with the cas registry number 73768-94-2, has the systematic name of 11-sulfanylundecan-1-ol. It belongs to the product category of fatty alcohol series. And the molecular formula of the chemical is C11H24OS.

The characteristics of this chemical are as followings: (1)ACD/LogP: 4.12; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.12; (4)ACD/LogD (pH 7.4): 4.12; (5)ACD/BCF (pH 5.5): 797.042; (6)ACD/BCF (pH 7.4): 796.407; (7)ACD/KOC (pH 5.5): 4154.129; (8)ACD/KOC (pH 7.4): 4150.816; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 12; (12)Polar Surface Area: 59.03 Å2; (13)Index of Refraction: 1.475; (14)Molar Refractivity: 62.442 cm3; (15)Molar Volume: 221.664 cm3; (16)Polarizability: 24.754×10-24cm3; (17)Surface Tension: 34.798 dyne/cm; (18)Density: 0.922 g/cm3; (19)Flash Point: 137.642 °C; (20)Enthalpy of Vaporization: 63.129 kJ/mol; (21)Boiling Point: 303.979 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: C(CCCCCO)CCCCCS
(2)InChI: InChI=1/C11H24OS/c12-10-8-6-4-2-1-3-5-7-9-11-13/h12-13H,1-11H2
(3)InChIKey: ULGGZAVAARQJCS-UHFFFAOYAW

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