sulfur dichloride
sulfur trioxide
A
thionyl chloride
B
sulfur dioxide
Conditions | Yield |
---|---|
In neat (no solvent) below -10°C or under pressure;; | A 100% B n/a |
hydrogenchloride
N-phenylsulfinylamine
A
thionyl chloride
B
aniline hydrochloride
Conditions | Yield |
---|---|
In Petroleum ether decompn. of thioaniline dissolved in dild. petroleum (b.p. 200-250°C) on introduction of dry HCl (shaking) at -10°C;; filtration (anilinium chloride); fractionation;; | A 94% B n/a |
sulfur dichloride
sulfur trioxide
A
thionyl chloride
B
pyrosulfuryl chloride
C
sulfur dioxide
Conditions | Yield |
---|---|
In neat (no solvent) SO3 is distilled (from 65 % oleum) into cooled (ice/water) vessel containing SCl2; evolution of SO2;; multiple fractionation (at last in presence of sulfur);; | A 80% B n/a C n/a |
Conditions | Yield |
---|---|
With sulfur dioxide In neat (no solvent) reaction of CCl4 with SO2 on heating to 200°C;; | A n/a B 72% |
Ethanesulfonyl chloride
A
thionyl chloride
B
chloroethane
C
phosphorus pentachloride
D
trichlorophosphate
phosphorus pentachloride
benzenesulfonyl chloride
A
thionyl chloride
B
chlorobenzene
C
trichlorophosphate
Conditions | Yield |
---|---|
at 200 - 210℃; |
Conditions | Yield |
---|---|
at 200℃; unter Druck; |
Conditions | Yield |
---|---|
at 200 - 400℃; |
Trichloromethanesulfonyl chloride
A
tetrachloromethane
B
phosgene
C
thionyl chloride
Conditions | Yield |
---|---|
at 200℃; |
Conditions | Yield |
---|---|
at 150℃; |
diethyl sulphite
phosphorus pentachloride
A
thionyl chloride
B
ethyl chlorosulfite
C
chloroethane
Conditions | Yield |
---|---|
bei niedrigerer Temperatur; |
dipropyl sulfite
phosphorus pentachloride
A
thionyl chloride
B
1-Chloropropane
Conditions | Yield |
---|---|
beim Erwaermen; |
sulfurous acid dibutyl ester
phosphorus pentachloride
A
thionyl chloride
B
n-Butyl chloride
Conditions | Yield |
---|---|
bei schwachem Erwaermen; |
aluminium trichloride
sulfuryl dichloride
1,2,4,5-tetrachlorobenzene
A
tetrachloromethane
B
thionyl chloride
C
pentachlorobenzene
D
hexachlorobenzene
ethyl chlorosulfite
phosphorus pentachloride
A
thionyl chloride
B
chloroethane
C
trichlorophosphate
Conditions | Yield |
---|---|
at 25℃; |
p-hydoroxybenzenesulfonic acid
phosphorus pentachloride
A
thionyl chloride
B
para-dichlorobenzene
C
4-chlorophenylphosphorodichloridate
D
trichlorophosphate
Conditions | Yield |
---|---|
Reaktion des Kaliumsalzes; |
diethyl sulphite
phosphorus pentachloride
A
thionyl chloride
B
chloroethane
phosphorus pentachloride
4,4'-sulfonyl-bis-benzenesulfonyl chloride
A
thionyl chloride
B
para-dichlorobenzene
C
trichlorophosphate
D
phosphorus trichloride
phosphorus pentachloride
1-Naphthalenesulfonyl chloride
A
thionyl chloride
B
trichlorophosphate
C
1-Chloronaphthalene
Conditions | Yield |
---|---|
at 150 - 160℃; |
phenyltetrachlorophosphorane
A
P,P-dichlorophenylphosphine oxide
B
thionyl chloride
Conditions | Yield |
---|---|
at 70℃; Einleiten von HCl; |
phenyl chlorosulphinate
trichlorophosphate
A
thionyl chloride
B
phosphoric acid triphenyl ester
2-benzoylamino-[1]naphthoic acid
A
thionyl chloride
phosphorus pentachloride
A
thionyl chloride
B
1,2-dichloro-benzene
Conditions | Yield |
---|---|
at 200 - 210℃; |
A
thionyl chloride
B
N,N-dipropylphosphoramidic dichloride
C
trichlorophosphate
phosphorus pentachloride
A
thionyl chloride
B
benzyl chloride
C
trichlorophosphate
A
thionyl chloride
Conditions | Yield |
---|---|
In acetone |
carbon disulfide
hypochlorous anhydride
A
phosgene
B
thionyl chloride
Conditions | Yield |
---|---|
In tetrachloromethane CS2 dild. in CCl4 (to diminuish vehemence of reaction);; | |
In tetrachloromethane |
thionyl chloride
methyl (S)-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine-6-carboxylate hydrochloric acid salt
Conditions | Yield |
---|---|
In methanol for 3.5h; Heating / reflux; | 100% |
thionyl chloride
Conditions | Yield |
---|---|
In thionyl chloride (argon); stirring (ca. 16 h); pptn. with Et2O, washing (Et2O), drying (vac.); | 100% |
thionyl chloride
Conditions | Yield |
---|---|
In thionyl chloride (argon); stirring (ca. 16 h); pptn. with Et2O, washing (Et2O), drying (vac.); | 100% |
thionyl chloride
(5,7,12,14-tetramethyldibenzo[b,i][1,4,8,11]tetraazacyclotetradecinate(2-))VCl2
Conditions | Yield |
---|---|
In dichloromethane (Ar); react. (0°C), warming (room temp.), stirring (6 h), solventevapn.; washing (diethyl ether, pentane), drying (high vacuum, 50°C, 8 h); | 100% |
Conditions | Yield |
---|---|
In thionyl chloride vac., 150°C, 3 d; | 100% |
thionyl chloride
2-(2,6-dichlorophenyl)acetic acid
1-bromo-3-(2,6-dichlorophenyl)propan-2-one
Conditions | Yield |
---|---|
Stage #1: thionyl chloride; 2-(2,6-dichlorophenyl)acetic acid With diazomethyl-trimethyl-silane Stage #2: With hydrogen bromide In water | 100% |
Conditions | Yield |
---|---|
100% |
thionyl chloride
4-[1-(trifluoroacetyl)piperidin-4-yl]benzoic acid
4-(1-(2,2,2-trifluoroacetyl)piperidin-4-yl)benzoyl chloride
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 70℃; for 5h; Sealed tube; | 100% |
Conditions | Yield |
---|---|
With triethylamine In ethyl acetate at 35℃; for 4h; Inert atmosphere; | 100% |
thionyl chloride
Conditions | Yield |
---|---|
at 80℃; for 12h; | 100% |
methanol
thionyl chloride
4-nitro-1H-pyrazole-3-carboxylic acid
methyl 4-nitro-1H-pyrazole-3-carboxylate
Conditions | Yield |
---|---|
at 0 - 25℃; for 16 - 48h; Product distribution / selectivity; | 99.5% |
Conditions | Yield |
---|---|
In diethyl ether byproducts: SO2; to finely ground dry Ag salt in anhyd. Et2O cooled to 0°C added dropwise with vigorous stirring equimolar amt. of thionyl chloride; suspn. stirred for 15 min; soln. was decanted from AgCl; AgCl dried; soln. washed (Et2O); all extracts combined; cooled to 0°C; | A n/a B 99% |
Conditions | Yield |
---|---|
In diethyl ether byproducts: SO2, SO3; to finely ground dry Ag salt in anhyd. Et2O cooled to 0°C added dropwise with vigorous stirring equimolar amt. of thionyl chloride; suspn. stirred for 15 min; soln. was decanted from AgCl; AgCl dried; soln. washed (Et2O); all extracts combined; cooled to 0°C; | A n/a B n/a C 99% |
thionyl chloride
Conditions | Yield |
---|---|
In dichloromethane (N2); stirring (4 h, reflux); solvent removal (reduced pressure), drying (vac., 60-70 degree.C, 1 h); elem. anal.; | 99% |
thionyl chloride
Conditions | Yield |
---|---|
In dichloromethane SOCl2 added to CH2Cl2 soln. of B compd. (molar ratio 1:3, 1:4); concd. slowly; ppt. purified by column chromy. (silica gel, CH2Cl2); | 99% |
In neat (no solvent) excess of SOCl2 added to B compd.; purified by column chromy. (silica gel, CH2Cl2); | 99% |
In dichloromethane SOCl2 added to CH2Cl2 soln. of B compd. (molar ratio 2:1, 1:1, 1:2); concd. slowly; mixt. of the starting B compd. and title compd. pptd.; purified by column chromy. (silica gel, CH2Cl2); | 15% |
thionyl chloride
[(C5(CH3)5)TiCl(C5H4C(CH3)2CH2CO2)]
[(C5(CH3)5)TiCl2(C5H4C(CH3)2CH2COCl)]
Conditions | Yield |
---|---|
In not given | 99% |
thionyl chloride
chloro(cyclopentadienyl)(cyclopentadienyl-3-methyl-3-butanoate)titanium(IV)
Cp(CpCMe2CH2COCl)titanium(IV)dichloride
Conditions | Yield |
---|---|
In not given | 99% |
In neat (no solvent) at 20℃; for 1h; Inert atmosphere; Schlenk technique; Glovebox; |
thionyl chloride
[(C5H5)TiCl(C5H4C(CH2)5CH2CO2)]
[(C5H5)TiCl2(C5H4C(CH2)5CH2COCl)]
Conditions | Yield |
---|---|
In not given | 99% |
thionyl chloride
chloro(cyclopentadienyl)(cyclopentadienyl-3-methyl-3-butanoate)titanium(IV)
cholesterol
Conditions | Yield |
---|---|
With sodium hydride In dichloromethane mixt. of Ti complex and SOCl2 was stirred for 3 h; evapd. (vac., 80°C); dissolved in CH2Cl2; added to mixt. of NaH and cholesterol; stirred for 16 h; filtered; solvent removed (vac.); crystd. (CH2Cl2); | 99% |
Conditions | Yield |
---|---|
With sodium hydride In dichloromethane mixt. of Ti complex and SOCl2 was stirred for 3 h; evapd. (vac., 80°C); dissolved in CH2Cl2; added to mixt. of NaH and cholesterol; stirred for 16 h; filtered; solvent removed (vac.); crystd. (CH2Cl2); | 99% |
thionyl chloride
(4R,5S)-5-phenylthio-4-octanol
((4S,5R)-5-chlorooctan-4-yl)(phenyl)sulfane
Conditions | Yield |
---|---|
With N,N-dimethyl-formamide In dichloromethane at 0℃; for 0.5h; Inert atmosphere; optical yield given as %ee; | 99% |
thionyl chloride
1,7-dihydroxycarbonyl-1,7-dicarba-closo-dodecaborane
m-carborane-1,7-dicarboxylic acid dichloride
Conditions | Yield |
---|---|
In thionyl chloride B compd. and SOCl2 placed into a flask under N2, refluxed for 24 h; evapd. (vac.); obtained as an oil; | 99% |
thionyl chloride
tris(8-carboxyl-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d′]bis[1,3]dithiol-4-yl)methyl radical sodium salt
C40H36Cl3O3S12
Conditions | Yield |
---|---|
Stage #1: tris(8-carboxyl-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d′]bis[1,3]dithiol-4-yl)methyl radical sodium salt With triethylamine In chloroform at 20℃; for 0.5h; Stage #2: thionyl chloride In chloroform at 20 - 50℃; | 99% |
Conditions | Yield |
---|---|
In acetonitrile TlCl suspd. in CH3CN; Cl2 added under vigorous stirring; stirred for 30 min; soln. filtered; solvent evapd. in vacuum; SOCl2 added; evapd. after 10 min; | 98.5% |
thionyl chloride
tetrabenzyltin
A
phenylmethanesulfinyl chloride
B
dibenzyltin(IV) dichloride
Conditions | Yield |
---|---|
In not given dropwise addn. of thionyl chloride to tetraalkyltin(IV) compd. under dry N2 atmosphere under ice cooling, warming to room temp., refluxing for 30 min; distn. (removal of excess of SOCl2), cooling resulting liquids, sepn., elem. anal.; | A n/a B 98% |
thionyl chloride
(29H,31H-2,9,16,23-tetracarboxyphthalocyaninato-N(29),N(30),N(31),N(32))cobalt(II)
cobalt tetra-4-(chlorocarbonyl)phthalocyanine
Conditions | Yield |
---|---|
In benzene a mixt. in dry benzene was refluxed for 7 h; filtered, washed with dry benzene, dried in a vac. at room temp.; | 98% |
With pyridine In benzene at 80℃; | 96% |
thionyl chloride
2-chloro-4-(trifluoromethyl)-5-thiazolecarboxylic acid
2-chloro-4-(trifluoromethyl)-5-thiazolecarbonyl chloride
Conditions | Yield |
---|---|
6 h refluxing with excess SOCl2; | 98% |
thionyl chloride
(m-carborane-9,10-diyl)diacetic acids
(m-carboranyl-9,10-diyl)di(acetyl chlorides)
Conditions | Yield |
---|---|
In benzene byproducts: SO2, HCl; addn. of SOCl2 to soln. of (CH2COOH)2C2B10H10 in dry benzene at 20°C; heating for 2 h; cooling, removal of solvent and excess SOCl2 in vac.; | 98% |
thionyl chloride
C6H3F2N2(1+)*Cl(1-)
2,3-difluorobenzenesulphonyl chloride
Conditions | Yield |
---|---|
Stage #1: thionyl chloride With copper(l) chloride In water at -5 - 20℃; Stage #2: C6H3F2N2(1+)*Cl(1-) In water at -5℃; for 0.5h; | 98% |
The Thionyl chloride, with the CAS registry number 7719-09-7,is also known as Thionyl dichloride. It belongs to the product categories of Solutions and Reagents;Reagent Grade.This chemical's molecular formula is Cl2OS and molecular weight is 118.96. What's more,Its systematic name is Thionyl chloride.It is Colorless to slightly yellow liquid,which reacts violently with water,incompatible with most common metals,strong reducing agents,strong bases,alcohols,amines.It is highly corrosive and toxic. Long-term inhalation of low concentrations or short-term inhalation of high concentrations has adverse health effects.
Physical properties about Thionyl chlorideare:
(1)ACD/LogP: -0.244; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.24; (4)ACD/LogD (pH 7.4): -0.24; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)#H bond acceptors: 1; (8)#H bond donors: 0; (9)#Freely Rotating Bonds: 0; (10)Index of Refraction: 1.593; (11)Molar Refractivity: 20.61 cm3; (12)Molar Volume: 60.808 cm3; (13)Surface Tension: 76.7279968261719 dyne/cm; (14)Density: 1.956 g/cm3; (15)Enthalpy of Vaporization: 31.7 kJ/mol; (16)Boiling Point: 79 °C at 760 mmHg; (17)Vapour Pressure: 100.259002685547 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES:ClS(Cl)=O;
(2)Std. InChI:InChI=1S/Cl2OS/c1-4(2)3;
(3)Std. InChIKey:FYSNRJHAOHDILO-UHFFFAOYSA-N.
Preparation of Thionyl chloride:
The main industrial synthesis involves the reaction of sulfur trioxide and sulfur dichloride:
SO3 + SCl2 → SOCl2 + SO2
it also can syntheses from phosphorus pentachloride or chlorine:
SO2 + PCl5 → SOCl2 + POCl3
SO2 + Cl2 + SCl2 → 2 SOCl2
SO3 + Cl2 + 2 SCl2 → 3 SOCl2
The first of the above three reactions also affords phosphorus oxychloride (phosphoryl chloride), which resembles thionyl chloride in many of its reactions.
Uses of Thionyl chloride:
Thionyl chloride is mainly used in the industrial production of organochlorine compounds, which are often intermediates in pharmaceuticals and agrichemicals. It is used to convert carboxylic acids to acyl chlorides and alcohols to the corresponding alkyl chlorides via an internal nucleophilic substitution.It is a component of lithium-thionyl chloride batteries, where it forms the anode with lithium as the cathode. In military usage, thionyl chloride is used in the "di-di" method of producing G-series nerve agents.
Safety Information of Thionyl chloride:
The Thionyl chloride is harmful by inhalation, in contact with skin and if swallowed.And it Causes severe burns. But there is limited evidence of a carcinogenic effect. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. When you use it wear suitable protective clothing, gloves and eye/face protection. After contact with skin, wash immediately with plenty of soap-suds.In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)Take off immediately all contaminated clothing.
The toxicity data of Thionyl chloride as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rat | LC50 | inhalation | 500ppm/1H (500ppm) | National Technical Information Service. Vol. AD-A148-952, |
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View