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1208-87-3
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Basic Information
CAS No.: 1208-87-3
Name: 1-(chloromethyl)-4-(phenylthio)benzene
Article Data: 9
Molecular Structure:
Molecular Structure of 1208-87-3 (1-(chloromethyl)-4-(phenylthio)benzene)
Formula: C13H11ClS
Molecular Weight: 234.749
Synonyms: Sulfide, a-chloro-p-tolyl phenyl (7CI,8CI);1-(Chloromethyl)-4-(phenylthio)benzene;NSC 43056;Benzene,1-(chloromethyl)-4-(phenylthio)-;
EINECS: 214-903-4
Density: 1.222 g/cm3
Boiling Point: 372.042 °C at 760 mmHg
Flash Point: 167.258 °C
PSA: 25.30000
LogP: 4.57660
Related products
Synthetic route
6317-56-2

4-hydroxymethylphenyl phenyl sulfide

1208-87-3

1-phenylthio-4-chloromethyl-benzene

Conditions
ConditionsYield
With pyridine; thionyl chloride In dichloromethane at 20 - 25℃; for 2h; Cooling with ice;97.7%
With pyridine; thionyl chloride In dichloromethane at 20 - 25℃; for 2h;97.7%
With pyridine; thionyl chloride In dichloromethane at 20 - 24℃; for 2.5h; Temperature;96.7%
50-00-0

formaldehyd

139-66-2

diphenyl sulfide

A

1216-02-0

4,4'-bis(chloromethyl)diphenyl sulfide

B

1527-15-7

2-(phenylthio)benzyl chloride

C

1208-87-3

1-phenylthio-4-chloromethyl-benzene

Conditions
ConditionsYield
With hydrogenchloride
With hydrogenchloride Title compound not separated from byproducts;
...Expand
50-00-0

formaldehyd

139-66-2

diphenyl sulfide

1208-87-3

1-phenylthio-4-chloromethyl-benzene

Conditions
ConditionsYield
With hydrogenchloride; sulfuric acid; acetic acid
6310-24-3

4-(phenylthio)benzoic acid

1208-87-3

1-phenylthio-4-chloromethyl-benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 65 percent / NaBH4/AlCl3 / bis-(2-methoxy-ethyl) ether / 2 h / 25 °C
2: 93 percent / aqueous HCl (d 1.18) / petroleum ether / 6 h / 20 - 25 °C
View Scheme
1122-91-4

4-bromo-benzaldehyde

1208-87-3

1-phenylthio-4-chloromethyl-benzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 6 h / 124 - 128 °C
2: sodium tetrahydroborate / methanol / 1 h / 48 °C
3: pyridine; thionyl chloride / dichloromethane / 2 h / 20 - 25 °C / Cooling with ice
View Scheme
Multi-step reaction with 3 steps
1: copper(l) iodide / N,N-dimethyl-formamide / 5.5 h / 125 °C
2: sodium tetrahydroborate / methanol / 55 h / 47 °C
3: pyridine; thionyl chloride / dichloromethane / 2.5 h / 20 - 24 °C
View Scheme
Multi-step reaction with 3 steps
1: potassium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 6 h / 124 - 128 °C
2: sodium tetrahydroborate / methanol / 1 h / 48 °C
3: pyridine; thionyl chloride / dichloromethane / 2 h / 20 - 25 °C
View Scheme
108-98-5

thiophenol

1208-87-3

1-phenylthio-4-chloromethyl-benzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 6 h / 124 - 128 °C
2: sodium tetrahydroborate / methanol / 1 h / 48 °C
3: pyridine; thionyl chloride / dichloromethane / 2 h / 20 - 25 °C / Cooling with ice
View Scheme
Multi-step reaction with 3 steps
1: copper(l) iodide / N,N-dimethyl-formamide / 5.5 h / 125 °C
2: sodium tetrahydroborate / methanol / 55 h / 47 °C
3: pyridine; thionyl chloride / dichloromethane / 2.5 h / 20 - 24 °C
View Scheme
Multi-step reaction with 3 steps
1: potassium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 6 h / 124 - 128 °C
2: sodium tetrahydroborate / methanol / 1 h / 48 °C
3: pyridine; thionyl chloride / dichloromethane / 2 h / 20 - 25 °C
View Scheme
1208-88-4

4-phenylsulfanyl-benzaldehyde

1208-87-3

1-phenylthio-4-chloromethyl-benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium tetrahydroborate / methanol / 1 h / 48 °C
2: pyridine; thionyl chloride / dichloromethane / 2 h / 20 - 25 °C / Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1: sodium tetrahydroborate / methanol / 55 h / 47 °C
2: pyridine; thionyl chloride / dichloromethane / 2.5 h / 20 - 24 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium tetrahydroborate / methanol / 1 h / 48 °C
2: pyridine; thionyl chloride / dichloromethane / 2 h / 20 - 25 °C
View Scheme
1208-87-3

1-phenylthio-4-chloromethyl-benzene

24155-42-8

1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol

α-(2,4-dichlorophenyl)-β,N-imidazolylethyl 4-phenylthiobezyl ether nitrate

Conditions
ConditionsYield
Stage #1: 1-phenylthio-4-chloromethyl-benzene; 1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol With tetrabutylammomium bromide; sodium hydroxide In water; toluene at 58 - 60℃; for 13.5h;
Stage #2: With nitric acid In ethyl acetate; toluene at 25℃; for 3h;		85.1%
Stage #1: 1-phenylthio-4-chloromethyl-benzene; 1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol With sodium hydroxide In tetrahydrofuran; water for 4.5h;
Stage #2: With nitric acid In water		82.1%
Stage #1: 1-phenylthio-4-chloromethyl-benzene; 1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol With tetrabutylammomium bromide; sodium hydroxide In water; toluene at 58℃; for 13.5h;
Stage #2: With nitric acid In ethyl acetate; toluene at 25℃; for 3h;		74.7%
Stage #1: 1-phenylthio-4-chloromethyl-benzene; 1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol With tetrabutylammomium bromide; sodium hydroxide In water; toluene at 58 - 60℃; for 13.5h;
Stage #2: With nitric acid In ethyl acetate at 25℃; for 3h;		71.4%
1208-87-3

1-phenylthio-4-chloromethyl-benzene

72918-10-6

2-Methoxy-6-methylpyridine-3-carboxylic acid

A

72918-16-2

1,2-Bis<4-(phenylthio)phenyl>ethane

B

72918-11-7

2-Methoxy-6-<2-(4'-phenylthio)phenethyl>pyridine-3-carboxylic acid

Conditions
ConditionsYield
With lithium diisopropyl amide 1.) THF, hexane, -78 deg C, 30 min, 2.) RT, 5 h; Multistep reaction;A n/a
B 26%
With lithium diisopropyl amide 1.) THF, hexane, -78 deg C, 30 min, 2.) RT, 5 h; Yield given. Multistep reaction;
...Expand
1208-87-3

1-phenylthio-4-chloromethyl-benzene

24155-42-8

1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol

1-(β-hydroxyethyl-β,2,4-dichlorophenylethyl)-3-(4-phenylthiobenzyl)imidazolium chloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 100℃; for 15h;
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  • (4-(Chloromethyl)phenyl)(phenyl)sulfane cas no. 1208-87-3 98%

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Chemistry

IUPAC Name: 1-(chloromethyl)-4-phenylsulfanylbenzene 
Empirical Formula: C13H11ClS
Molecular Weight: 234.7444 
EINECS: 214-903-4 
Structure of 1-(Chloromethyl)-4-(phenylthio)benzene (CAS NO.1208-87-3):

Index of Refraction: 1.636
Molar Refractivity: 68.93 cm3
Molar Volume: 192 cm3
Polarizability: 27.32×10-24cm3
Surface Tension: 48.5 dyne/cm
Density: 1.22 g/cm3
Flash Point: 167.3 °C
Enthalpy of Vaporization: 59.48 kJ/mol
Boiling Point: 372 °C at 760 mmHg
Vapour Pressure: 2.12E-05 mmHg at 25°C
Synonyms of 1-(Chloromethyl)-4-(phenylthio)benzene (CAS NO.1208-87-3): Benzene,1-(chloromethyl)-4-(phenylthio)- ; 4-Phenylthiobenzyl chloride ; Benzene,1-(chloromethyl)-4-(phenylthio)-
Canonical SMILES: C1=CC=C(C=C1)SC2=CC=C(C=C2)CCl
InChI: InChI=1S/C13H11ClS/c14-10-11-6-8-13(9-7-11)15-12-4-2-1-3-5-12/h1-9H,10H2
InChIKey: RLFHPRWHJYDGSD-UHFFFAOYSA-N