11-Mercapto-1-undecanol supplier

Name
11-Mercapto-1-undecanol
EINECS
CAS No. 73768-94-2
Article Data5
CAS DataBase
Density 0.922 g/cm³
Solubility
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
Appearance
Safety 36-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
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;
PSA 59.03000
LogP 3.41940

Synthetic route

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

: 73768-94-2
11-mercapto-1-undecanol

Conditions

Conditions	Yield
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

Conditions	Yield
With sodium methylate Yield given;

: 1611-56-9
1-Bromo-11-hydroxyundecane

: 73768-94-2
11-mercapto-1-undecanol

Conditions

Conditions	Yield
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

Conditions	Yield
With sodium hydroxide; Hg In ethanol; water

...Expand

: 73768-94-2
11-mercapto-1-undecanol

: 119438-02-7
11-hydroxyundecyldisulfide

Conditions

Conditions	Yield
With iodine In ethanol for 1h; Ambient temperature;	100%
With iodine In dichloromethane	100%
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

: 697-45-0
5,5-dimethyl-2-thiolo-2-thiono-1,3,2-dioxaphosphorinane

: 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

Conditions	Yield
Stage #1: 5,5-dimethyl-2-thiolo-2-thiono-1,3,2-dioxaphosphorinane With bromine In dichloromethane at -30℃; for 0.25h; Inert atmosphere; Stage #2: 11-mercapto-1-undecanol In dichloromethane at 20℃; for 0.5h;	93%
Stage #1: 5,5-dimethyl-2-thiolo-2-thiono-1,3,2-dioxaphosphorinane With bromine Stage #2: 11-mercapto-1-undecanol

: 75-09-2
dichloromethane

: 73768-94-2
11-mercapto-1-undecanol

: 11-(11-hydroxyundecylsulfanylmethylsulfanyl)undecan-1-ol

Conditions

Conditions	Yield
With triethylamine at 30℃; for 24h; Inert atmosphere;	67%
With triethylamine; RhCl(PPh3)3 at 20℃; for 24h;	63%

: 64-17-5
ethanol

: 118-75-2
chloranil

: 73768-94-2
11-mercapto-1-undecanol

A: 1393725-45-5
2,3,6-tris((11-undecanol)sulphanyl)-5-ethoxy-1,4-benzoquinone

B: 1393725-46-6
2,3,5,6-tetrakis((11-undecanol)sulphanyl)-1,4-benzoquinone

Conditions

Conditions	Yield
With sodium carbonate for 24h;	A 27% B 63%

...Expand

: 2-chloro-3-[4-(3,4-methylenedioxybenzyl)piperazino]-1,4-naphthoquinone

: 73768-94-2
11-mercapto-1-undecanol

: 2-(1-piperonylpiperazin-4-yl)-3-(11-hydroxyundecylthio)-1,4-naphthoquinone

Conditions

Conditions	Yield
With sodium carbonate In ethanol at 20℃; for 24h;	57%

: 117-80-6
2,3-Dichloro-1,4-naphthoquinone

: 64-17-5
ethanol

: 73768-94-2
11-mercapto-1-undecanol

A: 1393725-36-4
2-((11-undecanol)sulphanyl)-3-ethoxy-1,4-naphthoquinone

B: 1393725-37-5
2,3-bis((11-undecanol)sulphanyl)-1,4-naphthoquinone

Conditions

Conditions	Yield
With sodium carbonate for 24h;	A 34% B 53%

...Expand

: 73768-94-2
11-mercapto-1-undecanol

: sodium 11-mercaptoundecyl sulfate

Conditions

Conditions	Yield
Stage #1: 11-mercapto-1-undecanol With sulfur trioxide-N,N-dimethylformamide complex In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere; Stage #2: With sodium hydroxide In ethanol Inert atmosphere;	53%

: 73768-94-2
11-mercapto-1-undecanol

: 155142-80-6
1,2-bis<4'-(tetrahydro-2''H-pyran-2''-yloxy)phenyl>ethanol

A: 13,14-bis(4'-hydroxyphenyl)-12-thiatetradecanol

B: 11-{1,2-Bis-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-ethylsulfanyl}-undecan-1-ol

Conditions

Conditions	Yield
With zinc(II) iodide In 1,2-dichloro-ethane for 4h; Ambient temperature;	A 11% B 52%

...Expand

: 2-(6-aminohexyl-1-ol)-3-chloro-1,4-naphthoquinone

: 73768-94-2
11-mercapto-1-undecanol

: 2-(6-aminohexyl-1-ol)-3-(11-hydroxyundecylthio)-1,4-naphthoquinone

Conditions

Conditions	Yield
With sodium carbonate In ethanol at 20℃; for 24h;	51%

: 5454-83-1
5-bromovaleric acid methyl ester

: 73768-94-2
11-mercapto-1-undecanol

: methyl 17-hydroxy-6-thia-heptadecanoate

Conditions

Conditions	Yield
	48%

: 73768-94-2
11-mercapto-1-undecanol

: 155142-79-3
1-(4'-methoxyphenyl)-2-<4'-(tetrahydro-2''H-pyran-2''-yloxy)phenyl>ethanol

A: 14-(4'-hydroxyphenyl)-13-(4'-methoxyphenyl)-12-thiatetradecanol

B: 11-{1-(4-Methoxy-phenyl)-2-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-ethylsulfanyl}-undecan-1-ol

Conditions

Conditions	Yield
With zinc(II) iodide In 1,2-dichloro-ethane for 1.5h; Ambient temperature;	A 40% B 46%

...Expand

: 79-41-4
poly(methacrylic acid)

: 73768-94-2
11-mercapto-1-undecanol

: 1107606-86-9
11-mercaptoundecyl methacrylate

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide; 4-(dimethylamino)pyridinium tosylate In dichloromethane at 20℃; for 24h; Inert atmosphere;	45%
With dicyclohexyl-carbodiimide; 4-(dimethylamino)pyridinium tosylate In dichloromethane at 20℃; for 24h; Inert atmosphere;	45%

: 106510-63-8
5,5',6,6'-tetraphenyl-bis(1,2,4-triazine)-3,3'-disulfide

: 73768-94-2
11-mercapto-1-undecanol

: 5,6-diphenyl-1,2,4-triazine-3-yl 11-hydroxyundecyl disulfide

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane for 1h;	23%

: decacarbonyl-1κ(4)C,2κ(3)C,3κ(3)C-μ-hydrido-2:3κ(2)H-μ-hydroxy-2:3κ(2)O-trisosmium-(3 Os-Os)

: 73768-94-2
11-mercapto-1-undecanol

A: 1024616-80-5
[Os3(CO)10(μ-H)(μ-O(CH2)11SH)]

B: 1024616-78-1
[Os3(CO)10(μ-H)(μ-S(CH2)11OH)]

C: 1024616-96-3
[Os3(CO)10(μ-H)(μ,μ-O(CH2)11S)Os3(CO)10(μ-H)]

Conditions

Conditions	Yield
With HBF4 In diethyl ether; toluene (Ar or N2); using Schlenk techniques; addn. of excess of HS(CH2)11OH andHBF4/ether (one drop) to soln. of Os3(CO)10(μ-H)(μ-OH) in toluene ; reflux for 5 h; removal of solvent in vac., chromy. using hexane/CH2Cl2 as eluent; elem.anal.;	A 8% B 10% C 1%

...Expand

: 58-27-5
menadione

: 73768-94-2
11-mercapto-1-undecanol

: 2-(11-hydroxy-undecylsulfanyl)-3-methyl-[1,4]naphthoquinone

Conditions

Conditions	Yield
In methanol; isopropyl alcohol at 20℃; for 24h;	8%

: 73768-94-2
11-mercapto-1-undecanol

: 407-25-0
trifluoroacetic anhydride

: 138524-05-7
11-mercaptoundecyl trifluoroacetate

Conditions

Conditions	Yield
In hexane for 0.00833333h;

: 73768-94-2
11-mercapto-1-undecanol

: 187339-30-6
1,10-iododecanethiol

: 187339-34-0
11-(10-Iodo-decyldisulfanyl)-undecan-1-ol

Conditions

Conditions	Yield
With iodine In ethanol

: 73768-94-2
11-mercapto-1-undecanol

: 187339-32-8
12-Iodo-dodecane-1-thiol

: 187339-36-2
11-(12-Iodo-dodecyldisulfanyl)-undecan-1-ol

Conditions

Conditions	Yield
With iodine In ethanol

: 73768-94-2
11-mercapto-1-undecanol

: 70138-80-6
9-(2-carboxyethyl)adenine p-nitrophenyl ester

A: 11-[2-(9-adeninyl)propionylthio]-1-undecanol

B: 11-[2-(9-adeninyl)propionyloxy]undecyl disulfide

Conditions

Conditions	Yield
With 1H-imidazole In dichloromethane; N,N-dimethyl-formamide at 25℃; for 48h; Substitution; oxidation; Title compound not separated from byproducts.;

...Expand

: 73768-94-2
11-mercapto-1-undecanol

: 563-76-8
α-bromopropionyl bromide

: 80-62-6
methacrylic acid methyl ester

poly(methyl methacrylate), surface-initiated atom transfer radical polymerization, Mn 33100-68900, Mw/Mn 1.29-1.45; monomer(s): methyl methacrylate;: poly(methyl methacrylate), surface-initiated atom transfer radical polymerization, Mn 33100-68900, Mw/Mn 1.29-1.45; monomer(s): methyl methacrylate;

Conditions

Conditions	Yield
Stage #1: 11-mercapto-1-undecanol With Si and Au implanted silicon for 24h; Solid phase reaction; Stage #2: α-bromopropionyl bromide With triethylamine Condensation; solid phase reaction; Stage #3: methacrylic acid methyl ester Polymerization; solid phase reaction; Further stages.;

...Expand

: 73768-94-2
11-mercapto-1-undecanol

: 563-76-8
α-bromopropionyl bromide

: 292638-85-8
acrylic acid methyl ester

poly(methyl acrylate), prepared by three-stage surface-initiated atom transfer radical polymerization, thick film 389 Angstroem, Mn = 41600, PDI = 1.32; monomer(s): 2-bromo-propionic acid, 11-mercapto-1-undecanol; methyl acrylate: poly(methyl acrylate), prepared by three-stage surface-initiated atom transfer radical polymerization, thick film 389 Angstroem, Mn = 41600, PDI = 1.32; monomer(s): 2-bromo-propionic acid, 11-mercapto-1-undecanol; methyl acrylate

Conditions

Conditions	Yield
Multistep reaction.;

...Expand

: 73768-94-2
11-mercapto-1-undecanol

: 563-76-8
α-bromopropionyl bromide

: 80-62-6
methacrylic acid methyl ester

poly(methyl methacrylate), prepared by three-stage surface-initiated atom transfer radical polymerization, thick film 381 Angstroem, Mn = 37400, PDI = 1.48; monomer(s): 2-bromo-propionic acid, 11-mercapto-1-undecanol; methyl methacrylate: poly(methyl methacrylate), prepared by three-stage surface-initiated atom transfer radical polymerization, thick film 381 Angstroem, Mn = 37400, PDI = 1.48; monomer(s): 2-bromo-propionic acid, 11-mercapto-1-undecanol; methyl methacrylate

Conditions

Conditions	Yield
Multistep reaction.;

...Expand

: 73768-94-2
11-mercapto-1-undecanol

: 563-76-8
α-bromopropionyl bromide

: 80-62-6
methacrylic acid methyl ester

poly(methyl methacrylate), prepared by single step surface-initiated atom transfer radical polymerization, thick film 370 Angstroem; monomer(s): 2-bromo-propionic acid, 11-mercapto-1-undecanol; methyl methacrylate: poly(methyl methacrylate), prepared by single step surface-initiated atom transfer radical polymerization, thick film 370 Angstroem; monomer(s): 2-bromo-propionic acid, 11-mercapto-1-undecanol; methyl methacrylate

Conditions

Conditions	Yield
Multistep reaction.;

...Expand

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

Product Name

11-Mercapto-1-undecanol

Synthetic route

11-Mercapto-1-undecanol Specification

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