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Undecanoic acid,11-mercapto-

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Name

Undecanoic acid,11-mercapto-

EINECS N/A
CAS No. 71310-21-9 Density 0.998 g/cm3
PSA 76.10000 LogP 3.51170
Solubility N/A Melting Point 46-50 °C(lit.)
Formula C11H22O2S Boiling Point 352.209 °C at 760 mmHg
Molecular Weight 218.36 Flash Point 166.81 °C
Transport Information N/A Appearance solid with an extremely unpleasant odour
Safety 26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 71310-21-9 (11-MERCAPTOUNDECANOIC ACID) Hazard Symbols IrritantXi
Synonyms

11-Mercaptoundecanoicacid;w-Mercaptoundecanoic acid;11-sulfanylundecanoic acid;11-mercaptoundecanoic acid;Undecanoic acid, 11-mercapto-;

Article Data 22

Undecanoic acid,11-mercapto- Synthetic route

2834-05-1

11-bromoundecanoic acid

71310-21-9

11-mercaptounadecanoic acid

Conditions
ConditionsYield
With sodium hydroxide; sulfuric acid; thiourea In water94%
Stage #1: 11-bromoundecanoic acid With thiourea In ethanol for 20h; Reflux; Schlenk technique;
Stage #2: With sodium hydroxide In water at 90℃; for 20h; Inert atmosphere; Schlenk technique;
Stage #3: With sulfuric acid In water Cooling with ice; Inert atmosphere; Schlenk technique;
92%
Stage #1: 11-bromoundecanoic acid With thiourea In water for 2.5h; Heating;
Stage #2: With sodium hydroxide for 2h; Heating;
90%
6974-31-8

11-(acetylthio)undecanoic acid

71310-21-9

11-mercaptounadecanoic acid

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol at 20℃; for 4h; chemoselective reaction;90%
With potassium hydroxide
With aq. base
With hydroxide
100912-41-2

11-ethoxythiocarbonylmercapto-undecanoic acid

71310-21-9

11-mercaptounadecanoic acid

Conditions
ConditionsYield
With ammonia

11,12-dithia-tetracosanedioic acid

71310-21-9

11-mercaptounadecanoic acid

Conditions
ConditionsYield
With hydrogenchloride; acetic acid; zinc
2834-05-1

11-bromoundecanoic acid

17356-08-0

thiourea

71310-21-9

11-mercaptounadecanoic acid

Conditions
ConditionsYield
With ethanol Verseifen mit wss.-alkoh.NaOH;
1860-44-2

11-chloroundecanoic acid

140-89-6

potassium ethyl xanthogenate

71310-21-9

11-mercaptounadecanoic acid

Conditions
ConditionsYield
(i), (ii) (pyrolysis); Multistep reaction;
100912-41-2

11-ethoxythiocarbonylmercapto-undecanoic acid

aqueous alcoholic ammonia

aqueous alcoholic ammonia

A

71310-21-9

11-mercaptounadecanoic acid

B

ethylxanthogenamide

ethylxanthogenamide

13688-67-0

1,10-undecadiene

71310-21-9

11-mercaptounadecanoic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 1.) B2H6, 2.) H2O2
2: aq. HBr / octane
3: CrO3
5: OH(1-)
View Scheme
765-04-8

undecane-1,11-diol

71310-21-9

11-mercaptounadecanoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: aq. HBr / octane
2: CrO3
4: OH(1-)
View Scheme
1611-56-9

1-Bromo-11-hydroxyundecane

71310-21-9

11-mercaptounadecanoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: CrO3
3: OH(1-)
View Scheme
Multi-step reaction with 2 steps
1.1: Jones reagent / acetone / 5 h / 0 - 20 °C
2.1: thiourea / ethanol / 20 h / Reflux; Schlenk technique
2.2: 20 h / 90 °C / Inert atmosphere; Schlenk technique
2.3: Cooling with ice; Inert atmosphere; Schlenk technique
View Scheme

Undecanoic acid,11-mercapto- Specification

The Undecanoic acid,11-mercapto-, with the CAS registry number 71310-21-9, has the systematic name of 11-sulfanylundecanoic acid. It belongs to the following product categories: Thiols/Mercaptans; Thiols Organic Building Blocks; Self Assembly & Contact Printing; Self-Assembly Materials; Sulfur Compounds; Thiols. And the molecular formula of the chemical is C11H22O2S.

The characteristics of Undecanoic acid,11-mercapto- are as followings: (1)ACD/LogP: 3.98; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.182; (4)ACD/LogD (pH 7.4): 1.387; (5)ACD/BCF (pH 5.5): 99.424; (6)ACD/BCF (pH 7.4): 1.594; (7)ACD/KOC (pH 5.5): 555.963; (8)ACD/KOC (pH 7.4): 8.911; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 11; (12)Polar Surface Area: 76.1 Å2; (13)Index of Refraction: 1.483; (14)Molar Refractivity: 62.471 cm3; (15)Molar Volume: 218.783 cm3; (16)Polarizability: 24.766×10-24cm3; (17)Surface Tension: 38.066 dyne/cm; (18)Density: 0.998 g/cm3; (19)Flash Point: 166.81 °C; (20)Enthalpy of Vaporization: 65.591 kJ/mol; (21)Boiling Point: 352.209 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C. 

Uses of Undecanoic acid,11-mercapto-: It can react with acetylamino-methanol to produce 11-(acetylamino-methylsulfanyl)-undecanoic acid. This reaction will need reagent trifluoroacetic acid. The reaction time is 0.5 hours with ambient temperature, and the yield is about 72%.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, 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(CCCCCS)CCCCC(=O)O
(2)InChI: InChI=1/C11H22O2S/c12-11(13)9-7-5-3-1-2-4-6-8-10-14/h14H,1-10H2,(H,12,13)
(3)InChIKey: GWOLZNVIRIHJHB-UHFFFAOYAQ

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