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Cyclohexyl mercaptan

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Name

Cyclohexyl mercaptan

EINECS 216-378-7
CAS No. 1569-69-3 Density 0.939 g/cm3
PSA 38.80000 LogP 2.24890
Solubility insoluble in water Melting Point -30 °C
Formula C6H12S Boiling Point 157.905 °C at 760 mmHg
Molecular Weight 116.227 Flash Point 43.333 °C
Transport Information UN 3054 Appearance Clear liquid
Safety 16-26-37/39-57 Risk Codes 10-20/22-36/37/38-51/53
Molecular Structure Molecular Structure of 1569-69-3 (Cyclohexanethiol) Hazard Symbols HarmfulXn,DangerousN
Synonyms

Cyclohexylmercaptan;Cyclohexylthiol;Mercaptocyclohexane;NSC 59723;

Article Data 78

Cyclohexyl mercaptan Synthetic route

10039-63-1

S-cyclohexyl ethanethioate

1569-69-3

Cyclohexanethiol

Conditions
ConditionsYield
With palladium diacetate In methanol for 1h; Heating;96%
With polymer-supported potassium thiophenolate In tetrahydrofuran; methanol at 20℃; for 2.5h;94%
With potassium hydroxide

(pentacarbonylchromium)(C(C6H5)SC6H11)

124-40-3

dimethyl amine

A

1569-69-3

Cyclohexanethiol

B

30971-68-7

pentacarbonyl[(N,N-dimethylamino)(phenyl)carbene]chromium(0)

Conditions
ConditionsYield
With sodium hydroxide In diethyl ether under inert gas; soln. of Cr-complex ether, addn. of 40% aq. Me2NH soln., addn. of NaOH, color change from deep brown to yellow; ether phase dried (Na2SO4), evapn. (20°C/15 Torr); elem. anal.;A n/a
B 92%
2550-40-5

1,2-dicyclohexyl disulfide

1569-69-3

Cyclohexanethiol

Conditions
ConditionsYield
With tetrabutylammonium borohydride In tert-butyl alcohol for 5h; Heating;90%
With cobalt-polysulfide at 150 - 185℃; under 47808 Torr; Hydrogenolyse;
With molybdenum-polysulfide at 150 - 185℃; under 47808 Torr; Hydrogenolyse;
51350-51-7

S-Cyclohexylisothiuroniumbromid

1569-69-3

Cyclohexanethiol

Conditions
ConditionsYield
In water; acetic acid electroreduction on Hg-cathode, 0.8 A;81%
102-54-5

ferrocene

1564-39-2

1-oxa-4-thiaspiro-<4,5>decan-2-one

A

1569-69-3

Cyclohexanethiol

B

η5-cyclopentadienyl(4',7'-dihydro-4'-oxo-η-4'a-7'a-spiro{cyclohexane-1,1'(3'H)-cyclopenta{c}thiopyran}yl)iron

C

1,1'-{cyclohexylidenethio(2-oxoethylene)}ferrocene

D

2550-40-5

1,2-dicyclohexyl disulfide

Conditions
ConditionsYield
aluminium trichloride In carbon disulfide excess ferrocene, mixture is stirred for 24 h at room temp.; addn. of 10% HCl soln., extn. with CHCl3 and CH2Cl2, ext. is washed with water, aq. Na2CO3 soln., water; dried over MgSO4, solvent is removed by distn. under reduced pressure, HPLC, preparative thin layer chromy.;A 2%
B 5%
C 80%
D 2%
110-83-8

cyclohexene

1569-69-3

Cyclohexanethiol

Conditions
ConditionsYield
With dicyclohexyl sulfide; hydrogen sulfide In acetonitrile at 25℃; for 2h; Reagent/catalyst; Electrolysis;77%
With hydrogen sulfide; boron trifluoride; pentane at 30 - 40℃; weitere Reagenzien: fluessiger HF, Phosphorsaeure;
With hydrogen sulfide; boron trifluoride; pentane at 30 - 40℃; weitere Reagenzien: fluessiger HF, Phosphorsaeure;
177-16-2

1,4-dithiaspiro[4.5]decane

1569-69-3

Cyclohexanethiol

Conditions
ConditionsYield
With n-butyllithium In diethyl ether at 25℃; for 6h;73%
1564-39-2

1-oxa-4-thiaspiro-<4,5>decan-2-one

71-43-2

benzene

A

1569-69-3

Cyclohexanethiol

B

2550-40-5

1,2-dicyclohexyl disulfide

C

7570-92-5

cyclohexyl phenyl sulphide

D

52363-15-2

2-cyclohexylthioacetic acid

E

141622-49-3

spiro-4'-one

F

141622-63-1

<<1-(phenyl)-cyclohexyl>thio>acetic acid

Conditions
ConditionsYield
With aluminium trichloride for 24h; Product distribution; Mechanism; Ambient temperature; other arenes;A 2%
B 3%
C 2%
D 5%
E 70%
F 6%

(triphenylsilylthio)cyclohexane

1569-69-3

Cyclohexanethiol

Conditions
ConditionsYield
With naphthalene; lithium In tetrahydrofuran; methanol at 20℃; for 1.5h;51%
108-91-8

cyclohexylamine

A

1569-69-3

Cyclohexanethiol

B

92-51-3

cyclohexylcyclohexane

C

110-82-7

cyclohexane

D

2550-40-5

1,2-dicyclohexyl disulfide

E

7133-46-2

dicyclohexyl sulfide

F

110-83-8

cyclohexene

G

starting material (15.4 g)

starting material (15.4 g)

Conditions
ConditionsYield
With hydrogen sulfide; hydrogen; sulphided Ni-W at 300℃; for 6h; Product distribution; Heating;A 4.9%
B 0.03%
C 0.6%
D 0.8%
E 0.04%
F 0.3%
G n/a

Cyclohexyl mercaptan Chemical Properties

IUPAC Name: Cyclohexanethiol
Molecular Formula: C6H12S
Molecular Weight: 116.22g/mol
EINECS: 216-378-7
Density: 0.93 g/cm3 
Melting Point: -30 °C
Boiling Point: 157.9 °C at 760 mmHg 
Flash Point: 43.3 °C 
Solubility: insoluble
Appearance: clear liquid
Liansport Information: 180kgs 
Sensitive: air sensitive/stench
Storage Temperature:  flammables area
Freely Rotating Bonds: 1 
Polar Surface Area: 25.3 Å
Index of Refraction: 1.487 
Molar Refractivity: 35.61 cm3 
Molar Volume: 123.7 cm3 
Polarizability: 14.11× 10-24 cm3 
Surface Tension: 30.8 dyne/cm
Enthalpy of Vaporization: 37.06 kJ/mol 
Vapour Pressure: 3.49 mmHg at 25°C 
   The chemical synonyms of Cyclohexylmercaptan (1569-69-3) are  Cyclohexyl thiol ; cyclohexylthiol ; Cyklohexanthiol ; Cyklohexylmerkaptan ; Cyklohexylmerkaptan(czech) ; Mercaptancyclohexylique ; Thiocyclohexane ; Mercaptocyclohexane .The molecular structure of Cyclohexylmercaptan (1569-69-3) is .

Cyclohexyl mercaptan Uses

  Cyclohexylmercaptan (1569-69-3)  is used as anti-coke agent Cyclohexyl thio-phthalimide intermediate.

Cyclohexyl mercaptan Toxicity Data With Reference

1.    

skn-rbt 2 mg/24H SEV

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,984.
2.    

eye-rbt 500 mg/24H MLD

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,984.

Cyclohexyl mercaptan Consensus Reports

Reported in EPA TSCA Inventory.

Cyclohexyl mercaptan Safety Profile

An eye and severe skin irritant. When heated to decomposition it emits toxic fumes of SOx. See also MERCAPTANS.
Hazard Codes:  Xn,F,Xi,
Xn:  Harmful
Xi:  Irritant 
F:  Highly Flammable 
N:  Dangerous for the environment
Risk Statements:  10-20/22-51/53-36/37/38
10:  Flammable
20/22:  Harmful by inhalation and if swallowed
36/37/38:  Irritating to eyes, respiratory system and skin
51/53:  Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements:  36/37/39-57-37/39-26-16
16:  Keep away from sources of ignition - No smoking
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
37/39:  Wear suitable gloves and eye/face protection
57:  Use appropriate container to avoid environmental contamination
HazardClass:  3

Cyclohexyl mercaptan Standards and Recommendations

NIOSH REL: (Cyclohexanethiol) CL 0.5 ppm/15M
DOT Classification:  3; Label: Flammable Liquid

Cyclohexyl mercaptan Specification

It may cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. It easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. Its extinguishing agents is carbon dioxide, water, foam and dry powder.

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