Product Name

  • Name

    Thionyl chloride

  • EINECS 231-748-8
  • CAS No. 7719-09-7
  • Article Data157
  • CAS DataBase
  • Density 1.956 g/cm3
  • Solubility REACTS
  • Melting Point -105 °C
  • Formula Cl2OS
  • Boiling Point 79 °C at 760 mmHg
  • Molecular Weight 118.971
  • Flash Point 105°C
  • Transport Information UN 1836 8/PG 1
  • Appearance Colorless to slightly yellow liquid
  • Safety 26-36/37/39-45
  • Risk Codes 14-20/22-29-35
  • Molecular Structure Molecular Structure of 7719-09-7 (Thionyl chloride)
  • Hazard Symbols CorrosiveC
  • Synonyms Sulfinylchloride;Sulfinyl dichloride;Sulfur chloride oxide (Cl2SO);Sulfur chlorideoxide (SCl2O);Sulfur oxychloride;Sulfur oxychloride (SOCl2);Sulfurousdichloride;Sulfurous oxychloride;Thionyl chloride (SOCl2);Thionyl dichloride;Thionylchloride;
  • PSA 36.28000
  • LogP 1.90840

Synthetic route

sulfur dichloride
10545-99-0

sulfur dichloride

sulfur trioxide
7446-11-9

sulfur trioxide

A

thionyl chloride
7719-09-7

thionyl chloride

B

sulfur dioxide
7446-09-5

sulfur dioxide

Conditions
ConditionsYield
In neat (no solvent) below -10°C or under pressure;;A 100%
B n/a
hydrogenchloride
7647-01-0

hydrogenchloride

N-phenylsulfinylamine
222851-56-1

N-phenylsulfinylamine

A

thionyl chloride
7719-09-7

thionyl chloride

B

aniline hydrochloride
142-04-1

aniline hydrochloride

Conditions
ConditionsYield
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
10545-99-0

sulfur dichloride

sulfur trioxide
7446-11-9

sulfur trioxide

A

thionyl chloride
7719-09-7

thionyl chloride

B

pyrosulfuryl chloride
7791-27-7

pyrosulfuryl chloride

C

sulfur dioxide
7446-09-5

sulfur dioxide

Conditions
ConditionsYield
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
tetrachloromethane
56-23-5

tetrachloromethane

A

phosgene
75-44-5

phosgene

B

thionyl chloride
7719-09-7

thionyl chloride

Conditions
ConditionsYield
With sulfur dioxide In neat (no solvent) reaction of CCl4 with SO2 on heating to 200°C;;A n/a
B 72%
Ethanesulfonyl chloride
594-44-5

Ethanesulfonyl chloride

A

thionyl chloride
7719-09-7

thionyl chloride

B

chloroethane
75-00-3

chloroethane

C

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

A

thionyl chloride
7719-09-7

thionyl chloride

B

chlorobenzene
108-90-7

chlorobenzene

Conditions
ConditionsYield
at 200 - 210℃;
tetrachloromethane
56-23-5

tetrachloromethane

aluminium trichloride
7446-70-0

aluminium trichloride

SO2

SO2

thionyl chloride
7719-09-7

thionyl chloride

Conditions
ConditionsYield
at 200℃; unter Druck;
carbon disulfide
75-15-0

carbon disulfide

hypochlorous acid anhydride

hypochlorous acid anhydride

A

phosgene
75-44-5

phosgene

B

thionyl chloride
7719-09-7

thionyl chloride

phosgene
75-44-5

phosgene

SO2

SO2

A

thionyl chloride
7719-09-7

thionyl chloride

B

carbon dioxide
124-38-9

carbon dioxide

C

sulfur chloride

sulfur chloride

Conditions
ConditionsYield
at 200 - 400℃;
Trichloromethanesulfonyl chloride
2547-61-7

Trichloromethanesulfonyl chloride

A

tetrachloromethane
56-23-5

tetrachloromethane

B

phosgene
75-44-5

phosgene

C

thionyl chloride
7719-09-7

thionyl chloride

D

sulfur dioxide

sulfur dioxide

Conditions
ConditionsYield
at 200℃;
aluminium trichloride
7446-70-0

aluminium trichloride

chloroform
67-66-3

chloroform

SO2

SO2

thionyl chloride
7719-09-7

thionyl chloride

Conditions
ConditionsYield
at 150℃;
diethyl sulphite
623-81-4

diethyl sulphite

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

A

thionyl chloride
7719-09-7

thionyl chloride

B

ethyl chlorosulfite
6378-11-6

ethyl chlorosulfite

C

chloroethane
75-00-3

chloroethane

Conditions
ConditionsYield
bei niedrigerer Temperatur;
dipropyl sulfite
623-98-3

dipropyl sulfite

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

A

thionyl chloride
7719-09-7

thionyl chloride

B

1-Chloropropane
540-54-5

1-Chloropropane

Conditions
ConditionsYield
beim Erwaermen;
sulfurous acid dibutyl ester
626-85-7

sulfurous acid dibutyl ester

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

A

thionyl chloride
7719-09-7

thionyl chloride

B

n-Butyl chloride
109-69-3

n-Butyl chloride

Conditions
ConditionsYield
bei schwachem Erwaermen;
aluminium trichloride
7446-70-0

aluminium trichloride

sulfuryl dichloride
7791-25-5

sulfuryl dichloride

1,2,4,5-tetrachlorobenzene
95-94-3

1,2,4,5-tetrachlorobenzene

disulfur dichloride

disulfur dichloride

A

tetrachloromethane
56-23-5

tetrachloromethane

B

thionyl chloride
7719-09-7

thionyl chloride

C

pentachlorobenzene
608-93-5

pentachlorobenzene

D

hexachlorobenzene
118-74-1

hexachlorobenzene

ethyl chlorosulfite
6378-11-6

ethyl chlorosulfite

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

A

thionyl chloride
7719-09-7

thionyl chloride

B

chloroethane
75-00-3

chloroethane

Conditions
ConditionsYield
at 25℃;
p-hydoroxybenzenesulfonic acid
98-67-9

p-hydoroxybenzenesulfonic acid

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

A

thionyl chloride
7719-09-7

thionyl chloride

B

para-dichlorobenzene
106-46-7

para-dichlorobenzene

C

4-chlorophenylphosphorodichloridate
772-79-2

4-chlorophenylphosphorodichloridate

Conditions
ConditionsYield
Reaktion des Kaliumsalzes;
diethyl sulphite
623-81-4

diethyl sulphite

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

A

thionyl chloride
7719-09-7

thionyl chloride

B

chloroethane
75-00-3

chloroethane

C

SO2

SO2

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

4,4'-sulfonyl-bis-benzenesulfonyl chloride
32337-45-4

4,4'-sulfonyl-bis-benzenesulfonyl chloride

A

thionyl chloride
7719-09-7

thionyl chloride

B

para-dichlorobenzene
106-46-7

para-dichlorobenzene

D

phosphorus trichloride
7719-12-2, 52843-90-0

phosphorus trichloride

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

A

thionyl chloride
7719-09-7

thionyl chloride

C

1-Chloronaphthalene
90-13-1

1-Chloronaphthalene

Conditions
ConditionsYield
at 150 - 160℃;
phenyltetrachlorophosphorane
4895-65-2

phenyltetrachlorophosphorane

sulfur dioxide

sulfur dioxide

A

P,P-dichlorophenylphosphine oxide
824-72-6

P,P-dichlorophenylphosphine oxide

B

thionyl chloride
7719-09-7

thionyl chloride

phenyl chlorosulphinate
13165-73-6

phenyl chlorosulphinate

A

thionyl chloride
7719-09-7

thionyl chloride

B

diphenyl sulfite
4773-12-0

diphenyl sulfite

Conditions
ConditionsYield
at 70℃; Einleiten von HCl;
phenyl chlorosulphinate
13165-73-6

phenyl chlorosulphinate

A

thionyl chloride
7719-09-7

thionyl chloride

B

phosphoric acid triphenyl ester
115-86-6

phosphoric acid triphenyl ester

2-benzoylamino-[1]naphthoic acid
861087-97-0

2-benzoylamino-[1]naphthoic acid

A

thionyl chloride
7719-09-7

thionyl chloride

B

2-benzoyl-2H-naphth[2,1-b]azet-1-one

2-benzoyl-2H-naphth[2,1-b]azet-1-one

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

2,2'-sulfonyl-bis-benzenesulfonyl chloride

2,2'-sulfonyl-bis-benzenesulfonyl chloride

A

thionyl chloride
7719-09-7

thionyl chloride

B

1,2-dichloro-benzene
95-50-1

1,2-dichloro-benzene

Conditions
ConditionsYield
at 200 - 210℃;
tetrachloro-dipropylamino-phosphorane; compound with phosphorus pentachloride

tetrachloro-dipropylamino-phosphorane; compound with phosphorus pentachloride

SO2

SO2

A

thionyl chloride
7719-09-7

thionyl chloride

B

N,N-dipropylphosphoramidic dichloride
40881-98-9

N,N-dipropylphosphoramidic dichloride

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

phenyl-methanesulfonic acid ; potassium salt

phenyl-methanesulfonic acid ; potassium salt

A

thionyl chloride
7719-09-7

thionyl chloride

B

benzyl chloride
100-44-7

benzyl chloride

2',2',2'-Trichloroethyl 3-methyl-2-[2-chlorosulfinyl-4-oxo-3-(2-tert-butoxycarbonylamino-2-phenylacetamido)-1-azetidinyl]-3-butenoate

2',2',2'-Trichloroethyl 3-methyl-2-[2-chlorosulfinyl-4-oxo-3-(2-tert-butoxycarbonylamino-2-phenylacetamido)-1-azetidinyl]-3-butenoate

A

thionyl chloride
7719-09-7

thionyl chloride

B

2',2',2'-Trichloroethyl 3-methyl-2-[2-sulfino-4-oxo-3-(2-tert-butoxycarbonylamino-2-phenylacetamido)-1-azetidinyl]-3-butenoate

2',2',2'-Trichloroethyl 3-methyl-2-[2-sulfino-4-oxo-3-(2-tert-butoxycarbonylamino-2-phenylacetamido)-1-azetidinyl]-3-butenoate

Conditions
ConditionsYield
In acetone
carbon disulfide
75-15-0

carbon disulfide

hypochlorous anhydride
7791-21-1

hypochlorous anhydride

A

phosgene
75-44-5

phosgene

B

thionyl chloride
7719-09-7

thionyl chloride

Conditions
ConditionsYield
In tetrachloromethane CS2 dild. in CCl4 (to diminuish vehemence of reaction);;
In tetrachloromethane
thionyl chloride
7719-09-7

thionyl chloride

(S)-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine-6-carboxylic acid dihydrochloric acid salt

(S)-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine-6-carboxylic acid dihydrochloric acid salt

methyl (S)-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine-6-carboxylate hydrochloric acid salt
114786-39-9

methyl (S)-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine-6-carboxylate hydrochloric acid salt

Conditions
ConditionsYield
In methanol for 3.5h; Heating / reflux;100%
thionyl chloride
7719-09-7

thionyl chloride

bis(tetrabutylammonium) hexatungstate

bis(tetrabutylammonium) hexatungstate

N(C4H9)4(1+)*WOCl5(1-) = [N(C4H9)4][WOCl5]

N(C4H9)4(1+)*WOCl5(1-) = [N(C4H9)4][WOCl5]

Conditions
ConditionsYield
In thionyl chloride (argon); stirring (ca. 16 h); pptn. with Et2O, washing (Et2O), drying (vac.);100%
thionyl chloride
7719-09-7

thionyl chloride

tetrabutylammonium decatungstate ammonium salt

tetrabutylammonium decatungstate ammonium salt

N(C4H9)4(1+)*WOCl5(1-) = [N(C4H9)4][WOCl5]

N(C4H9)4(1+)*WOCl5(1-) = [N(C4H9)4][WOCl5]

Conditions
ConditionsYield
In thionyl chloride (argon); stirring (ca. 16 h); pptn. with Et2O, washing (Et2O), drying (vac.);100%
thionyl chloride
7719-09-7

thionyl chloride

(5,7,12,14-tetramethyldibenzo[b,i][1,4,8,11]tetraazacyclotetradecinate(2-))V=O

(5,7,12,14-tetramethyldibenzo[b,i][1,4,8,11]tetraazacyclotetradecinate(2-))V=O

(5,7,12,14-tetramethyldibenzo[b,i][1,4,8,11]tetraazacyclotetradecinate(2-))VCl2
173105-66-3

(5,7,12,14-tetramethyldibenzo[b,i][1,4,8,11]tetraazacyclotetradecinate(2-))VCl2

Conditions
ConditionsYield
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%
thionyl chloride
7719-09-7

thionyl chloride

Se4(1+)*[MoOCl4](1-)=Se4[MoOCl4]

Se4(1+)*[MoOCl4](1-)=Se4[MoOCl4]

[SeCl3][MoOCl4], β

[SeCl3][MoOCl4], β

Conditions
ConditionsYield
In thionyl chloride vac., 150°C, 3 d;100%
thionyl chloride
7719-09-7

thionyl chloride

2-(2,6-dichlorophenyl)acetic acid
6575-24-2

2-(2,6-dichlorophenyl)acetic acid

1-bromo-3-(2,6-dichlorophenyl)propan-2-one
880089-70-3

1-bromo-3-(2,6-dichlorophenyl)propan-2-one

Conditions
ConditionsYield
Stage #1: thionyl chloride; 2-(2,6-dichlorophenyl)acetic acid With diazomethyl-trimethyl-silane
Stage #2: With hydrogen bromide In water
100%
thionyl chloride
7719-09-7

thionyl chloride

C14H12Cl2N2O3S
1218941-06-0

C14H12Cl2N2O3S

C14H11Cl3N2O2S
1218941-07-1

C14H11Cl3N2O2S

Conditions
ConditionsYield
100%
thionyl chloride
7719-09-7

thionyl chloride

4-[1-(trifluoroacetyl)piperidin-4-yl]benzoic acid
1376437-09-0

4-[1-(trifluoroacetyl)piperidin-4-yl]benzoic acid

4-(1-(2,2,2-trifluoroacetyl)piperidin-4-yl)benzoyl chloride
1331747-36-4

4-(1-(2,2,2-trifluoroacetyl)piperidin-4-yl)benzoyl chloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 70℃; for 5h; Sealed tube;100%
thionyl chloride
7719-09-7

thionyl chloride

dimer acid
47818-40-6

dimer acid

C36H62Cl2O2

C36H62Cl2O2

Conditions
ConditionsYield
With triethylamine In ethyl acetate at 35℃; for 4h; Inert atmosphere;100%
thionyl chloride
7719-09-7

thionyl chloride

cobalt(II) 2,9,16,23-phthalocyanine tetrasulfonic acid

cobalt(II) 2,9,16,23-phthalocyanine tetrasulfonic acid

cobalt[2,9,16,23-tetrakis(chlorosulfonyl)]phthalocyanine

cobalt[2,9,16,23-tetrakis(chlorosulfonyl)]phthalocyanine

Conditions
ConditionsYield
at 80℃; for 12h;100%
methanol
67-56-1

methanol

thionyl chloride
7719-09-7

thionyl chloride

4-nitro-1H-pyrazole-3-carboxylic acid
5334-40-7

4-nitro-1H-pyrazole-3-carboxylic acid

methyl 4-nitro-1H-pyrazole-3-carboxylate
138786-86-4

methyl 4-nitro-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
at 0 - 25℃; for 16 - 48h; Product distribution / selectivity;99.5%
silver(I) nitrite
7783-99-5

silver(I) nitrite

thionyl chloride
7719-09-7

thionyl chloride

A

nitrosylchloride
2696-92-6

nitrosylchloride

B

silver(I) chloride

silver(I) chloride

Conditions
ConditionsYield
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%
thionyl chloride
7719-09-7

thionyl chloride

silver nitrate

silver nitrate

A

Nitryl chloride

Nitryl chloride

B

nitrosylchloride
2696-92-6

nitrosylchloride

C

silver(I) chloride

silver(I) chloride

Conditions
ConditionsYield
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
7719-09-7

thionyl chloride

(4,4'-dicarboxy-2,2'-bipyridine)bis(2,2'-bipyridine)ruthenium-(II) dichloride dihydrate

(4,4'-dicarboxy-2,2'-bipyridine)bis(2,2'-bipyridine)ruthenium-(II) dichloride dihydrate

(4,4'-bis(chlorocarbonyl)-2,2'-bipyridine)bis(2,2'-bipyridine)ruthenium-(II) dichloride*SOCl2*HCl

(4,4'-bis(chlorocarbonyl)-2,2'-bipyridine)bis(2,2'-bipyridine)ruthenium-(II) dichloride*SOCl2*HCl

Conditions
ConditionsYield
In dichloromethane (N2); stirring (4 h, reflux); solvent removal (reduced pressure), drying (vac., 60-70 degree.C, 1 h); elem. anal.;99%
thionyl chloride
7719-09-7

thionyl chloride

tributylammonium dodecaborododecahydride

tributylammonium dodecaborododecahydride

2(C4H9)3NH(1+)*B12H9(SO)3(2-)=((C4H9)3NH)2(B12H9(SO)3)

2(C4H9)3NH(1+)*B12H9(SO)3(2-)=((C4H9)3NH)2(B12H9(SO)3)

Conditions
ConditionsYield
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
7719-09-7

thionyl chloride

[(C5(CH3)5)TiCl(C5H4C(CH3)2CH2CO2)]
864767-27-1

[(C5(CH3)5)TiCl(C5H4C(CH3)2CH2CO2)]

[(C5(CH3)5)TiCl2(C5H4C(CH3)2CH2COCl)]
864767-39-5

[(C5(CH3)5)TiCl2(C5H4C(CH3)2CH2COCl)]

Conditions
ConditionsYield
In not given99%
thionyl chloride
7719-09-7

thionyl chloride

chloro(cyclopentadienyl)(cyclopentadienyl-3-methyl-3-butanoate)titanium(IV)
864766-99-4

chloro(cyclopentadienyl)(cyclopentadienyl-3-methyl-3-butanoate)titanium(IV)

Cp(CpCMe2CH2COCl)titanium(IV)dichloride
864767-00-0

Cp(CpCMe2CH2COCl)titanium(IV)dichloride

Conditions
ConditionsYield
In not given99%
In neat (no solvent) at 20℃; for 1h; Inert atmosphere; Schlenk technique; Glovebox;
thionyl chloride
7719-09-7

thionyl chloride

[(C5H5)TiCl(C5H4C(CH2)5CH2CO2)]
864767-24-8

[(C5H5)TiCl(C5H4C(CH2)5CH2CO2)]

[(C5H5)TiCl2(C5H4C(CH2)5CH2COCl)]
864767-36-2

[(C5H5)TiCl2(C5H4C(CH2)5CH2COCl)]

Conditions
ConditionsYield
In not given99%
thionyl chloride
7719-09-7

thionyl chloride

chloro(cyclopentadienyl)(cyclopentadienyl-3-methyl-3-butanoate)titanium(IV)
864766-99-4

chloro(cyclopentadienyl)(cyclopentadienyl-3-methyl-3-butanoate)titanium(IV)

cholesterol
57-88-5

cholesterol

[(C5H5)TiCl2(C5H4C(CH3)2CH2CO2C27H45)]

[(C5H5)TiCl2(C5H4C(CH3)2CH2CO2C27H45)]

Conditions
ConditionsYield
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
7719-09-7

thionyl chloride

[(C5H5)TiCl(C5H4C(CH3)2CH2CH2CO2)]
1122084-99-4

[(C5H5)TiCl(C5H4C(CH3)2CH2CH2CO2)]

cholesterol
57-88-5

cholesterol

[(C5H5)TiCl2(C5H4C(CH3)2(CH2)2CO2C27H45)]

[(C5H5)TiCl2(C5H4C(CH3)2(CH2)2CO2C27H45)]

Conditions
ConditionsYield
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
7719-09-7

thionyl chloride

(4R,5S)-5-phenylthio-4-octanol
1202357-35-4

(4R,5S)-5-phenylthio-4-octanol

((4S,5R)-5-chlorooctan-4-yl)(phenyl)sulfane
1202357-36-5

((4S,5R)-5-chlorooctan-4-yl)(phenyl)sulfane

Conditions
ConditionsYield
With N,N-dimethyl-formamide In dichloromethane at 0℃; for 0.5h; Inert atmosphere; optical yield given as %ee;99%
thionyl chloride
7719-09-7

thionyl chloride

 1,7-dihydroxycarbonyl-1,7-dicarba-closo-dodecaborane
50571-15-8

1,7-dihydroxycarbonyl-1,7-dicarba-closo-dodecaborane

m-carborane-1,7-dicarboxylic acid dichloride
23810-52-8

m-carborane-1,7-dicarboxylic acid dichloride

Conditions
ConditionsYield
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
7719-09-7

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
372515-55-4

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
1079975-19-1

C40H36Cl3O3S12

Conditions
ConditionsYield
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%
thionyl chloride
7719-09-7

thionyl chloride

thallium chloride

thallium chloride

chlorine
7782-50-5

chlorine

thallium (III) chloride
13453-32-2

thallium (III) chloride

Conditions
ConditionsYield
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
7719-09-7

thionyl chloride

tetrabenzyltin
10113-29-8

tetrabenzyltin

A

phenylmethanesulfinyl chloride
41719-05-5

phenylmethanesulfinyl chloride

B

dibenzyltin(IV) dichloride
3002-01-5

dibenzyltin(IV) dichloride

Conditions
ConditionsYield
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
7719-09-7

thionyl chloride

(29H,31H-2,9,16,23-tetracarboxyphthalocyaninato-N(29),N(30),N(31),N(32))cobalt(II)
69934-86-7

(29H,31H-2,9,16,23-tetracarboxyphthalocyaninato-N(29),N(30),N(31),N(32))cobalt(II)

cobalt tetra-4-(chlorocarbonyl)phthalocyanine
73533-44-5

cobalt tetra-4-(chlorocarbonyl)phthalocyanine

Conditions
ConditionsYield
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
7719-09-7

thionyl chloride

2-chloro-4-(trifluoromethyl)-5-thiazolecarboxylic acid
72850-61-4

2-chloro-4-(trifluoromethyl)-5-thiazolecarboxylic acid

2-chloro-4-(trifluoromethyl)-5-thiazolecarbonyl chloride
72850-62-5

2-chloro-4-(trifluoromethyl)-5-thiazolecarbonyl chloride

Conditions
ConditionsYield
6 h refluxing with excess SOCl2;98%
thionyl chloride
7719-09-7

thionyl chloride

(m-carborane-9,10-diyl)diacetic acids
683816-30-0

(m-carborane-9,10-diyl)diacetic acids

(m-carboranyl-9,10-diyl)di(acetyl chlorides)
683816-32-2

(m-carboranyl-9,10-diyl)di(acetyl chlorides)

Conditions
ConditionsYield
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
7719-09-7

thionyl chloride

C6H3F2N2(1+)*Cl(1-)
1489175-55-4

C6H3F2N2(1+)*Cl(1-)

2,3-difluorobenzenesulphonyl chloride
210532-24-4

2,3-difluorobenzenesulphonyl chloride

Conditions
ConditionsYield
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%

Thionyl chloride Specification

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,

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