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Cas Database

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		Hazard Symbols	Xn,N
Synonyms	Cyclohexylmercaptan;Cyclohexylthiol;Mercaptocyclohexane;NSC 59723;	Article Data	78

Cyclohexyl mercaptan Synthetic route

: 10039-63-1
S-cyclohexyl ethanethioate

: 1569-69-3
Cyclohexanethiol

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

...Expand

: 110-83-8
cyclohexene

: 1569-69-3
Cyclohexanethiol

Conditions

Conditions	Yield
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

Conditions	Yield
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

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

...Expand

: (triphenylsilylthio)cyclohexane

: 1569-69-3
Cyclohexanethiol

Conditions

Conditions	Yield
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

Conditions	Yield
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

...Expand

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 Å²
Index of Refraction: 1.487
Molar Refractivity: 35.61 cm³
Molar Volume: 123.7 cm³
Polarizability: 14.11× 10^-24cm³
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 SO_x. See also MERCAPTANS.
Hazard Codes: Xn,F,Xi,N
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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