4-(Phenylthio)benzylchloride supplier

Name
1-(chloromethyl)-4-(phenylthio)benzene
EINECS 214-903-4
CAS No. 1208-87-3
Article Data9
CAS DataBase
Density 1.222 g/cm³
Solubility
Melting Point
Formula C₁₃H₁₁ClS
Boiling Point 372.042 °C at 760 mmHg
Molecular Weight 234.749
Flash Point 167.258 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Sulfide, a-chloro-p-tolyl phenyl (7CI,8CI);1-(Chloromethyl)-4-(phenylthio)benzene;NSC 43056;Benzene,1-(chloromethyl)-4-(phenylthio)-;
PSA 25.30000
LogP 4.57660

Synthetic route

: 6317-56-2
4-hydroxymethylphenyl phenyl sulfide

: 1208-87-3
1-phenylthio-4-chloromethyl-benzene

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With hydrogenchloride; sulfuric acid; acetic acid

: 6310-24-3
4-(phenylthio)benzoic acid

: 1208-87-3
1-phenylthio-4-chloromethyl-benzene

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
In N,N-dimethyl-formamide at 100℃; for 15h;

: 1208-87-3
1-phenylthio-4-chloromethyl-benzene

: 24155-42-8
1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol

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

B: 1-<β-(2,4-dichlorophenyl)-β-(4-phenylthiobenzyloxy)-ethyl>-3-(4-phenylthiobenzyl)imidazolium chloride

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

...Expand

: 1208-87-3
1-phenylthio-4-chloromethyl-benzene

: 24155-42-8
1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol

: 72479-26-6
α-(2,4-dichlorophenyl)-β,N-imidazolylethyl 4-phenylthiobenzyl ether

Conditions

Conditions	Yield
With sodium hydride 1.) HMPA, 20 degC - 25 degC, 1 h; 50 degC - 60 degC, 2 h; 2.) 50 degC, 20 h; Yield given. Multistep reaction;

: 1208-87-3
1-phenylthio-4-chloromethyl-benzene

: 24155-42-8
1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol

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

B: 1-<β-(2,4-dichlorophenyl)-β-(4-phenylthiobenzyloxy)-ethyl>-3-(4-phenylthiobenzyl)imidazolium chloride

C: 72479-26-6
α-(2,4-dichlorophenyl)-β,N-imidazolylethyl 4-phenylthiobenzyl ether

...Expand

: 1208-87-3
1-phenylthio-4-chloromethyl-benzene

: 72479-26-6
α-(2,4-dichlorophenyl)-β,N-imidazolylethyl 4-phenylthiobenzyl ether

: 1-<β-(2,4-dichlorophenyl)-β-(4-phenylthiobenzyloxy)-ethyl>-3-(4-phenylthiobenzyl)imidazolium chloride

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 100℃; for 15h;

: 1208-87-3
1-phenylthio-4-chloromethyl-benzene

: 1208-88-4
4-phenylsulfanyl-benzaldehyde

Conditions

Conditions	Yield
With hexamethylenetetramine; acetic acid In chloroform Heating;

: 1208-87-3
1-phenylthio-4-chloromethyl-benzene

: α-(2,4-dichlorophenyl)-β,N-imidazolylethyl 4-benzenesulfinylbenzyl ether

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) 50percent NaH / 1.) HMPA, 20 degC - 25 degC, 1 h; 50 degC - 60 degC, 2 h; 2.) 50 degC, 20 h 2: 41 percent / 4.6percent H2O2 / acetic acid / 72 h / 20 - 25 °C View Scheme

: 1208-87-3
1-phenylthio-4-chloromethyl-benzene

: α-(2,4-dichlorophenyl)-β,N-imidazolylethyl 4-benzenesulfonylbenzyl ether

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) 50percent NaH / 1.) HMPA, 20 degC - 25 degC, 1 h; 50 degC - 60 degC, 2 h; 2.) 50 degC, 20 h 2: 48 percent / 17.4percent H2O2 / acetic acid / 12 h / 70 °C View Scheme

: 1208-87-3
1-phenylthio-4-chloromethyl-benzene

: 6317-59-5
1-cyanomethyl-4-phenylthiobenzene

Conditions

Conditions	Yield
In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; N,N-dimethyl-formamide

: 1208-87-3
1-phenylthio-4-chloromethyl-benzene

: 57489-79-9
4H-pyrazolo[1,5-a]pyrimidin-7-one

: 189018-63-1
4-(4-phenylthio)benzyl-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide

aqueous sodium chloride: aqueous sodium chloride

: 1208-87-3
1-phenylthio-4-chloromethyl-benzene

: 6317-59-5
1-cyanomethyl-4-phenylthiobenzene

Conditions

Conditions	Yield
In (2S)-N-methyl-1-phenylpropan-2-amine hydrate

4-(Phenylthio)benzylchloride Chemical Properties

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

Product Name

1-(chloromethyl)-4-(phenylthio)benzene

Synthetic route

4-(Phenylthio)benzylchloride Chemical Properties

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