3-FLUOROTHIOPHENOL

PRODUCT IDENTIFICATION

CAS NO. 2557-77-9

3-FLUOROTHIOPHENOL

EINECS NO. 219-876-2
FORMULA C6H4FSH
MOL WT. 128.16

H.S. CODE

 

TOXICITY

 

SYNONYMS 3-Fluorobenzenethiol; m-Fluorophenyl mercaptan;
m-Fluorothiophenol; 1-Fluoro-3-mercaptobenzene; 3-Fluorophenyl mercaptan; 3-Mercaptofluorobenzene;
SMILES

 

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE clear liquid
MELTING POINT  
BOILING POINT  
SPECIFIC GRAVITY  
SOLUBILITY IN WATER  
pH  
VAPOR DENSITY

 

AUTOIGNITION

 

NFPA RATINGS

Health: 1; Flammability: 2; Reactivity: 1

REFRACTIVE INDEX

 

FLASH POINT 80 C
STABILITY

Stable under ordinary conditions

APPLICATIONS

Mercaptan: any of a class of organosulfur compounds is similar to the alcohol and phenol but containing a sulfur atom in place of the oxygen atom. Compounds containing -SH as the principal group directly attached to carbon are named 'thiols'. In substitutive nomenclature their names are formed by adding '-thiol' as a suffix to the name of the parent compound. When -SH is not the principal group, the prefix 'mercapto-' is placed before the name of the parent compound to denote an unsubstituted -SH group. 'thio'  is a chemical prefix indicates the replacement of an oxygen in an acid radical by sulfur with a negative valence of 2. Sulfur analog of alcohol is called thiol (or mercaptan), and ether analog is called sulfide.

The first chemical contrast of thiols and sulfides with alcohols and ethers is acidity which is important in organic reactions. Thiols are stronger acids than relevant alcohols and phenols. Thiolate conjugate bases are easily formed, and are excellent nucleophiles in SN2 reactions of alkyl halides and tosylates. The nucleophilicity of sulfur is much greater than that of oxygen, resulting in a number of useful electrophilic substitution reaction that are rare by oxygen. For example, sulfides form (with alkyl halides) ternary sulfonium salts, in the same alkylattion of tert-amines quaternary ammonium salts, whereas ternary oxonium salts are prepared only under extream conditions. Without exception, sulfoxides, sulfinate salts and sulfite anion also alkylate on sulfur, despite of the partial negative formal charge on oxygen and partial positive charge on sulfur. The second character is the oxidation states of sulfur. Oxygen has only two oxidation states, whereas sulfur covers from –2 to +6 as follows:

  • -2: Hydrogen Sulfide (H2S), sulfides, sulfonium ions
  • -1: disulfides
  • 0: S elemental, sulfoxides, sulfenic acids
  • +2: sulfones, sulfinic acids
  • +4: sulfonic acids, sulfite esters
  • +6: sulfate esters

One more sulfur compound's contrast with oxygen analog is in oxidation chemistry. Oxidation of sulfur compounds changes the oxidation state of sulfur rather than carbon, whereas, oxidation of  alcohols to aldehydes and ketones changes the oxidation state of carbon not oxygen. Thiol is oxidized to S-S single bond (disufide) which is stronger than O–O bond in peroxide. Disufide forms sulfenyl chlorides (with chlorine in mild condition) or sulfonic acids under harder condition. Oxidation of sulfides with hydrogen peroxide (or peracids) yields sulfoxides and then to sulfones. A certain sulfoxide compound such as dimethyl sulfoxide can be used as an effective oxygen source in the oxidation reaction of primary and secondary alcohols to aldehydes and ketones. DMSO easily is reduced to dimethyl sulfide and water is taken up by the electrophile. oxidation procedure is very mild and tolerates a variety of other functional groups, including those having oxidizable nitrogen and sulfur atoms.

Thiophenol is a compound of aromatic thiol which is structurally analogous to phenol; hydroxyl group (-OH) bonded to the aromatic ring is replaced by a sulfhydryl group (-SH). This structure means that the oxygen atom hydroxyl group is replaced by a sulfur atom. Thiophenol is also called phenyl mercaptan. Thiophenol is a toxic, flammable clear liquid with a strong and disagreeable odor; boiling at 168 C. It is insoluble in water but soluble in alcohol and ether. Many chemical reactions of thiophenols are analogous to phenols. The substantial difference between sulfur and oxygen is that sulfur much more readily gets oxidized to higher oxidation states than oxygen. Sulfur in organic compounds is fairly stable in several oxidation states. Thiophenols can form thiophenolate anions by losing sulfhydryl H+ ions; used as reagents for the simple chemical preparation. The ring closure reaction of o-amino thiophenol produces benzothiazole, an important industrial product. Thiophenol itself is used as an antinematodal agent. Thiophenol class compounds have the skeleton of thiophenol.

Product

CAS RN

4-Chlorothiophenol 106-54-7
4-Thiocresol 106-45-6
4-Bromothiophenol 106-53-6
3-Thiocresol 108-40-7
Thiophenol 108-98-5
Zinc pentachlorothiophenate 117-97-5
2,6-Dimethylthiophenol 118-72-9
Pentachlorothiophenol 133-49-3
2-Thiocresol 137-06-4
2-Aminothiophenol 137-07-5
2-Thiosalicylic acid 147-93-3
4-Fluorothiophenol 371-42-6
2-Amino-4-chlorothiophenol hydrochloride 615-48-5
4-Hydroxythiophenol 637-89-8
p-Methoxythiophenol 696-63-9
3,4-Dimethoxythiophenol 700-96-9
2,3,5,6-Tetrafluorothiophenol 769-40-4
Pentafluorothiophenol 771-62-0
4-(Trifluoromethyl)thiophenol 825-83-2

Sodium thiophenolate

930-69-8

3-(Trifluoromethyl)thiophenol 937-00-8
2,6-Di-tert-butyl-4-mercaptophenol 950-59-4
2-Amino-4-chlorothiophenol 1004-00-8
p-Methylthiophenol 1073-72-9
2-Hydroxythiophenol 1121-24-0

4-(Methylsulfanyl)thiophenol

1122-97-0

2,4-Dichlorothiophenol 1122-41-4
4-Acetamidothiophenol 1126-81-4

Copper(I) thiophenolate

1192-40-1

4-Aminothiophenol 1193-02-8
2,5-Dimethoxythiophenol 1483-27-8
4-Nitrothiophenolate 1849-36-1
3-Chlorothiophenol 2037-31-2
2,4-Dinitrothiophenol 2218-96-4
4-tert-Butylthiophenol 2396-68-1
3-Fluorothiophenol 2557-77-9
1-Thio-2,5-dihydroxybenzene 2889-61-4

Lithium thiophenolate

2973-86-6

3-Methyl-4-(methylthio)phenol 3120-74-9
2-Aminothiophenol hydrochloride 3292-42-0

2-(Salicylideneamino)thiophenol

3449-05-6

2,4,5-Trichlorothiophenol 3773-14-6
2,5-Dimethylthiophenol 4001-61-0
2-Amino-4-(trifluoromethyl)thiophenol 4274-38-8
2-Ethylthiophenol 4500-58-7

Trimethyl(phenylthio)silane

4551-15-9

Tetrabutylammonium thiophenolate

4670-62-6

2,3,4,5-Tetrachlorothiophenol 4706-91-6
2,3,5,6-Tetrachlorothiophenol 4707-16-8
Bis(phenylthio)dimethyltin 4848-63-9
o-Nitrobenzenethiol 4875-10-9
2,3,4,6-Tetrachlorothiophenol 4877-74-1
1-Methyl-3-(methylthio)benzene 4886-77-5
2-(Methoxycarbonyl)thiophenol 4892-02-8
p-(Dimethylamino)thiophenol 4946-22-9
3,4-Dichlorothiophenol 5858-17-3
2,5-Dichlorothiophenol 5858-18-4
2-(1-Methylethyl)thiophenol 6262-87-9
2-Chlorothiophenol 6320-03-2
2-Bromothiophenol 6320-02-1
m-Bromobenzenethiol 6320-01-0
1-Chloro-4-(chloromethylthio)benzene 7205-90-5
Thioguaiacol 7217-59-6
2-((2-Thienylmethylene)amino)thiophenol 7525-70-4
1,1',1''-(1,3,5-Benzenetriyltricarbonyl)tris(2-ethylaziridine) 7722-73-8
Iron dicarbonyl-cyclopentadienylthiophenolate 12110-44-0
2,4-Dimethylthiophenol 13616-82-5
4-Methyl-2,3,5,6-tetrafluorothiophenol 13634-89-4
5-Chloro-2-nitrothiophenol 14371-79-0

2-Nitro-4-(trifluoromethyl)thiophenol

14371-82-5

Zinc bis(o-aminothiophenolate) 14650-81-8
4-Nitrophenylthiol acetate 15119-62-7
3-Methoxybenzenethiol 15570-12-4
4-tert-Butyl-2-methylthiophenol 15570-10-2
2,3-Dichlorothiophenol 17231-95-7
3,4-Dimethylthiophenol 18800-53-8
2,3-Dimethylthiophenol 18800-51-6
4,4'-Thiodibenzenethiol 19362-77-7
2-Amino-4-(trifluoromethyl)thiophenol 19406-49-6
3,4-Dimethoxythiophenol 19689-66-8
Sodium pentachlorobenzenethiolate 22441-28-7
3-Aminothiophenol 22948-02-3
2,6-Dichlorothiophenol 24966-39-0
Dimethylthiophenol 25550-52-1
Thiocresol 26445-03-4
2,4-Dichloro-5-methylthiophenol 28225-88-9
pi-Cyclopentadienyldichloro(phenylthiolato)titanium(IV) 33086-64-5
3,5-Dimethylthiophenol 38360-81-5
4-Nitro-3-(trifluoromethyl)benzenethiol 39234-82-7
Dodecakis(2-(2-propenyl)benzenethiolato)hexaplatinum 39448-24-3
2,6-Dimethyl-4-thiophenol 43132-86-1
tert-Butylbenzenethiol 53584-22-8
(4-Nitrothiophenolato)iron(III)-protoporphyrin IX dimethyl ester complex 54959-22-7
2-Amino-4-nitrothiophenol sodium salt 55720-21-3

4-(3-Toluidino)tetrahydro-3-thiophenol 1,1-dioxide

56799-46-3

2,3,5-Trichlorothiophenol 57730-97-9
4-Chloro-2,5-dimethylbenzenethiol 59962-29-7
Bis(2-(eta2-ethenyl)benzenethiolato-S)platinum 62669-15-2
3-Methylthiophenol potassium salt 63468-44-0
4-Dodecylthiophenol hydrogen phosphorodithioate 65045-84-3
(Tetraphenylthio)oxymolybdate 65892-36-6
2,4-Dinitropyrimidinyl-2-thiophenol 66474-53-1
2,3,5,6-Tetrachloro-4-(methylthio)thiophenol 67341-49-5
S-(4-Azido-2-nitrophenyl)thiophenol (35S) 71800-42-5
(2-(1,2-Dibromoethyl)benzenethiolato)(2-(eta2-ethenyl)benzenethiolato-S) platinum 73381-15-4
2-Amino-4,5-dimethylthiophenol hydrochloride 73688-66-1
Bis(benzenethiolato)nitrosyl(tris(3,5-dimethyl-1-pyrazolyl)hydroborato) molybdenum(II) 85215-20-9
((o-Aminophenyl)thiolato)chlorodi(pi-cyclopentadienyl)titanium(IV) 86407-57-0
Phenylthiolato-(2,2',2''-terpyridine)platinum II 92388-66-4
Chlorodi(pi-cyclopentadienyl)-o-tolylthiolatotitanium(IV) 93346-95-3
Titanocene bis(4-aminothiophenolate)\ 103875-37-2
Iron dicarbonyl-cyclopentadienyl-4-(trifluoromethyl)thiophenolate 110935-21-2
Iron dicarbonyl-cyclopentadienyl-4-chlorothiophenolate 110935-20-1
Iron dicarbonyl-cyclopentadienyl-4-nitrothiophenolate 110935-22-3
1-Thio-6-bromo-2,5-dihydroxybenzene 116333-48-3
Bis(beta^5-2,4-cyclopentadiene-1-yl)-1,2-bis(methylaminothio)phenyl iodide 122817-36-1

3,5-Bis(trifluoromethyl)benzenethiol

130783-02-7

(2,9-Dimethyl-1,10-phenanthroline)(thiophenolato)copper(I) 130808-14-9
2-Chloro-4-fluorothiophenol 175277-99-3
SALES SPECIFICATION

APPEARANCE

clear liquid

ASSAY

95.0% min
TRANSPORTATION
PACKING
220kgs in drum
HAZARD CLASS 8 (Packing Group: III )
UN NO. 1993
OTHER INFORMATION
Hazard Symbols: XI, Risk Phrases: 10-36/37/39, Safety Phrases: 9-16-33-45