Product Name

  • Name

    Chloramine-T

  • EINECS 204-854-7
  • CAS No. 127-65-1
  • Article Data9
  • CAS DataBase
  • Density 1.36g/cm3
  • Solubility >100 mg/mL in water
  • Melting Point 167-170 °C(lit.)
  • Formula C7H7ClNNaO2S
  • Boiling Point 314.3 °C at 760 mmHg
  • Molecular Weight 229.663
  • Flash Point 143.9 °C
  • Transport Information UN 3263 8/PG 3
  • Appearance white or yellow powder with a chlorine-like odour
  • Safety 22-26-36/37/39-45-7-1/2
  • Risk Codes 22-31-34-42
  • Molecular Structure Molecular Structure of 127-65-1 (Chloramine-T)
  • Hazard Symbols HarmfulXn,CorrosiveC
  • Synonyms Benzenesulfonamide,N-chloro-4-methyl-, sodium salt (9CI);p-Toluenesulfonamide, N-chloro-, sodiumsalt (8CI);Acti-chlore;Aktiven;Aktivin;Aseptoclean;Berkendyl;Chloralone;Chlorasan;Chloraseptine;Chlorazan;Chlorazene hydrosol;Chlorazone;Chlorozone;Cloramine T;Clorina;Desinfect;Euclorina;Gyneclorina;Halamid;Kloramin;Kloramine-T;Mannolite;Mianine;Multichlor;N-Chloro-4-methylbenzenesulfonamide sodium salt;N-Chloro-p-toluenesulfonamide sodium salt;N-Chlorotoluenesulfonamidesodium salt;SodiumN-chloro-p-toluenesulfonamide;Sodiump-toluenesulfochloramide;Sodium p-toluenesulfonchloramide;Sodium tosylchloramide;Tampules;Tochlorine;Tolamine;Tosylchloramide sodium;Chloramine T;Chloramine-T;
  • PSA 42.52000
  • LogP 3.29200

Synthetic route

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

chloroamine-T
127-65-1

chloroamine-T

Conditions
ConditionsYield
With trichloroisocyanuric acid; sodium hydroxide at 20℃; for 1h;93%
Stage #1: toluene-4-sulfonamide With trichloroisocyanuric acid In methanol at 20℃; for 1h;
Stage #2: With sodium hydroxide In methanol at 0 - 20℃; for 0.5h;
92%
With sodium hydroxide; chlorine at 70℃; for 1h;
With sodium hydroxide; chlorine In water at 70℃; for 1h;
N,N-dichloro-p-toluenesulfonamide
473-34-7

N,N-dichloro-p-toluenesulfonamide

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

chloroamine-T
127-65-1

chloroamine-T

Conditions
ConditionsYield
With indigo carmine; NaOAc-HOAc buffer; sodium perchlorate In water at 39.9℃; Equilibrium constant; var. pH (buffer);
toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

N.N-dichloro-toluenesulfonamide-(4)

N.N-dichloro-toluenesulfonamide-(4)

chloroamine-T
127-65-1

chloroamine-T

Conditions
ConditionsYield
With sodium hydroxide; water
anti-2'-adamantylidene-9-benzonorbornenylidene sulfide

anti-2'-adamantylidene-9-benzonorbornenylidene sulfide

chloroamine-T
127-65-1

chloroamine-T

C28H31NO2S2

C28H31NO2S2

Conditions
ConditionsYield
In dichloromethane; acetonitrile at -18℃; for 6h;100%
tetrabutyl-ammonium chloride
1112-67-0

tetrabutyl-ammonium chloride

chloroamine-T
127-65-1

chloroamine-T

tetrabutylammonium N-chloro-p-toluenesulfonamide

tetrabutylammonium N-chloro-p-toluenesulfonamide

Conditions
ConditionsYield
In water at 5℃; for 5h;99%
1-methylthio-4-nitro-benzene
701-57-5

1-methylthio-4-nitro-benzene

chloroamine-T
127-65-1

chloroamine-T

S-methyl-S-(4-nitrophenyl)-N-p-tosylsulfilimine
15436-27-8

S-methyl-S-(4-nitrophenyl)-N-p-tosylsulfilimine

Conditions
ConditionsYield
In acetonitrile at 20℃; for 16h;99%
In acetonitrile at 20℃; for 4h;22%
diethyl sulphide
352-93-2

diethyl sulphide

chloroamine-T
127-65-1

chloroamine-T

S,S-Diethyl-N-p-tolylsulfonylsulfilimin
13553-69-0

S,S-Diethyl-N-p-tolylsulfonylsulfilimin

Conditions
ConditionsYield
In acetonitrile at 20℃;99%
chloroamine-T
127-65-1

chloroamine-T

1-naphthaldehyde
66-77-3

1-naphthaldehyde

N-(p-toluenesulfonyl)-1-naphthanamide
81589-31-3

N-(p-toluenesulfonyl)-1-naphthanamide

Conditions
ConditionsYield
With pyridine; copper(l) chloride In acetonitrile at 20℃; for 18h; Inert atmosphere; Molecular sieve;99%
chloroamine-T
127-65-1

chloroamine-T

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

4-methoxy-N-tosylbenzamide
58734-14-8

4-methoxy-N-tosylbenzamide

Conditions
ConditionsYield
With pyridine; copper(l) chloride In acetonitrile at 20℃; for 18h; Inert atmosphere; Molecular sieve;99%
nitrostyrene
5153-67-3

nitrostyrene

chloroamine-T
127-65-1

chloroamine-T

4-methyl-N-(2-nitro-1-phenylethyl)benzenesulfonamide

4-methyl-N-(2-nitro-1-phenylethyl)benzenesulfonamide

Conditions
ConditionsYield
With water; iodine In diethyl ether at 20℃; for 1h; regioselective reaction;99%
cis-1-phenyl-1-propylene
766-90-5

cis-1-phenyl-1-propylene

chloroamine-T
127-65-1

chloroamine-T

(1RS,2RS)-2-iodo-1-phenyl-1-(p-toluenesulfonamido)propane

(1RS,2RS)-2-iodo-1-phenyl-1-(p-toluenesulfonamido)propane

Conditions
ConditionsYield
With water; iodine at 20℃; for 1h; stereoselective reaction;99%
chloroamine-T
127-65-1

chloroamine-T

1-tert-Butylsulfanyl-hexane
86442-41-3

1-tert-Butylsulfanyl-hexane

S-t-butyl-S-hexyl-N-tosylsulfilimine

S-t-butyl-S-hexyl-N-tosylsulfilimine

Conditions
ConditionsYield
In methanol at 20℃; for 4h;98%
chloroamine-T
127-65-1

chloroamine-T

dibromamine-T
21849-40-1

dibromamine-T

Conditions
ConditionsYield
With bromine In water98%
With bromine In water for 2h;90%
With bromine In water for 1h;
4-methylphenyl methylsulfide
623-13-2

4-methylphenyl methylsulfide

chloroamine-T
127-65-1

chloroamine-T

S-p-Tolyl-S-methyl-N-p-tosylsulfimid
24702-26-9, 37831-86-0, 4235-12-5

S-p-Tolyl-S-methyl-N-p-tosylsulfimid

Conditions
ConditionsYield
In acetonitrile at 20℃; for 16h;98%
chloroamine-T
127-65-1

chloroamine-T

C36H28N4O17S

C36H28N4O17S

C43H35N5O19S2

C43H35N5O19S2

Conditions
ConditionsYield
With Aliquat 336 In dichloromethane for 24h; Ambient temperature;98%
tert-butyl methyl sulphide
6163-64-0

tert-butyl methyl sulphide

chloroamine-T
127-65-1

chloroamine-T

S-(tert-butyl)-S-methyl-N-(p-tolylsulfonyl)sulfilimine
41469-78-7

S-(tert-butyl)-S-methyl-N-(p-tolylsulfonyl)sulfilimine

Conditions
ConditionsYield
In acetonitrile at 20℃; for 16h;98%
With Aliquat 336 In dichloromethane Schlenk technique; Inert atmosphere;
chloroamine-T
127-65-1

chloroamine-T

(1S,2S,5S,6S)-9-Thia-bicyclo[3.3.1]nonane-2,6-diol

(1S,2S,5S,6S)-9-Thia-bicyclo[3.3.1]nonane-2,6-diol

2,6-dihydroxy-9-thiabicyclo[3.3.1]nonane-N-(4-methylphenyl)sulfonylsulfilimine

2,6-dihydroxy-9-thiabicyclo[3.3.1]nonane-N-(4-methylphenyl)sulfonylsulfilimine

Conditions
ConditionsYield
In acetonitrile at 20℃; for 16h;98%
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

chloroamine-T
127-65-1

chloroamine-T

2-hydroxy-2-methyl-3-(toluene-4-sulfonylamino)-propionic acid

2-hydroxy-2-methyl-3-(toluene-4-sulfonylamino)-propionic acid

Conditions
ConditionsYield
With potassium dioxotetrahydroxoosmate(VI); sodium hydrogencarbonate In water for 6h;98%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

chloroamine-T
127-65-1

chloroamine-T

2-hydroxy-2-[(toluene-4-sulfonylamino)-methyl]-succinic acid

2-hydroxy-2-[(toluene-4-sulfonylamino)-methyl]-succinic acid

Conditions
ConditionsYield
With potassium dioxotetrahydroxoosmate(VI); sodium hydrogencarbonate In water for 6h;98%
96%
chloroamine-T
127-65-1

chloroamine-T

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

D,L-threo-N-(p-toluenesulfonamido)-β-hydroxyaspartic acid

D,L-threo-N-(p-toluenesulfonamido)-β-hydroxyaspartic acid

Conditions
ConditionsYield
With potassium dioxotetrahydroxoosmate(VI); sodium hydrogencarbonate In water for 6h;98%
diphenyl telluride
1202-36-4

diphenyl telluride

chloroamine-T
127-65-1

chloroamine-T

N-(p-tolylsulfonyl)diphenyltellurimide
78727-83-0

N-(p-tolylsulfonyl)diphenyltellurimide

Conditions
ConditionsYield
With 18-crown-6 ether In chloroform for 0.166667h; Heating;97%
styrene
292638-84-7

styrene

chloroamine-T
127-65-1

chloroamine-T

N-(p-tolylsulfonyl)-2-phenylaziridine
24395-14-0

N-(p-tolylsulfonyl)-2-phenylaziridine

Conditions
ConditionsYield
With iodine; benzyltriethylammonium bromide at 20℃; for 1h;97%
With iodine In acetonitrile at 20℃; for 48h; Inert atmosphere;93%
With iodine In acetonitrile for 10h; Ambient temperature; neutral buffer, pH 6.86;91%
chloroamine-T
127-65-1

chloroamine-T

cyclohexene
110-83-8

cyclohexene

cyclohexyl-N-tosyl aziridine
68820-12-2

cyclohexyl-N-tosyl aziridine

Conditions
ConditionsYield
With phenyltrimethylammonium tribromide In acetonitrile at 25℃; for 12h;97%
With C44H36N8(2+)*5I(1-)*Mn(3+) In aq. phosphate buffer at 20℃; for 24h; pH=7; Catalytic behavior; pH-value;93%
With phenyltrimethylammonium tribromide In acetonitrile at 20℃; for 40h;89%
(E)-2-Hexen-1-ol
928-95-0

(E)-2-Hexen-1-ol

chloroamine-T
127-65-1

chloroamine-T

((2S*,3R*)-3-propyl-1-tosylaziridin-2-yl)methanol

((2S*,3R*)-3-propyl-1-tosylaziridin-2-yl)methanol

Conditions
ConditionsYield
With phenyltrimethylammonium tribromide In acetonitrile at 25℃; for 12h;97%
With iodine; Aliquat 336 at 20℃; for 3h;79%
With iodine; silica gel; potassium carbonate In water at 20℃; for 3h;58%
With phenyltrimethylammonium tribromide In acetonitrile at 20℃; for 12h; Sharpless aziridination;
chloroamine-T
127-65-1

chloroamine-T

endo,endo-2,6-Dichlor-9-thiabicyclo<3.3.1>nonan
6522-21-0, 10502-30-4, 14965-28-7

endo,endo-2,6-Dichlor-9-thiabicyclo<3.3.1>nonan

N-((1R,2R,5R,6R)-2,6-Dichloro-9λ4-thia-bicyclo[3.3.1]non-9-ylidene)-4-methyl-benzenesulfonamide

N-((1R,2R,5R,6R)-2,6-Dichloro-9λ4-thia-bicyclo[3.3.1]non-9-ylidene)-4-methyl-benzenesulfonamide

Conditions
ConditionsYield
In acetonitrile at 20℃; for 16h;97%
4-vinylbenzyl chloride
1073-67-2

4-vinylbenzyl chloride

chloroamine-T
127-65-1

chloroamine-T

N-(2-chloro-2-(4-chlorophenyl)ethyl)-4-methylbenzenesulfonamide

N-(2-chloro-2-(4-chlorophenyl)ethyl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With Trimethylacetic acid In 1,2-dichloro-ethane at 50℃;97%
Stage #1: 4-vinylbenzyl chloride; chloroamine-T With carbon dioxide In benzene at 20℃; under 7600 Torr; for 6h;
Stage #2: With sodium sulfite In water; benzene
74%
chloroamine-T
127-65-1

chloroamine-T

rac-1-allylcyclopent-2-enol
73057-68-8

rac-1-allylcyclopent-2-enol

C8H11BrO

C8H11BrO

cis-N-(5-allyl-6-oxabicyclo[3.1.0]hex-2-yl)-4-methylbenzenesulfonamide

cis-N-(5-allyl-6-oxabicyclo[3.1.0]hex-2-yl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With phenyltrimethylammonium tribromide In acetonitrile at 20℃; for 36h; Inert atmosphere;A n/a
B 97%
4-methoxyphenyl allyl sulfide
37780-82-8

4-methoxyphenyl allyl sulfide

chloroamine-T
127-65-1

chloroamine-T

N-allyl-N-(4-methoxyphenylthio)-4-methylbenzenesulfonamide
1403961-71-6

N-allyl-N-(4-methoxyphenylthio)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
In ethanol at 20℃; Green chemistry;97%
dirhodium tetra(α,α,α′,α′-tetramethyl-1,3-benzenedipropanamidate) tetrafluoroborate

dirhodium tetra(α,α,α′,α′-tetramethyl-1,3-benzenedipropanamidate) tetrafluoroborate

chloroamine-T
127-65-1

chloroamine-T

C39H51ClN5O6Rh2S*C2H3N*0.4CH2Cl2

C39H51ClN5O6Rh2S*C2H3N*0.4CH2Cl2

Conditions
ConditionsYield
In acetonitrile at -35℃; for 72h; Inert atmosphere;97%
bis(4-methoxyphenyl)telluride
4456-34-2

bis(4-methoxyphenyl)telluride

chloroamine-T
127-65-1

chloroamine-T

Te,Te-di(p-methoxyphenyl)-N-(p-tolylsulfonyl)tellurimide
62486-35-5

Te,Te-di(p-methoxyphenyl)-N-(p-tolylsulfonyl)tellurimide

Conditions
ConditionsYield
With 18-crown-6 ether In chloroform for 0.166667h;96%
chloroamine-T
127-65-1

chloroamine-T

acrylic acid
79-10-7

acrylic acid

2-hydroxy-3-(toluene-4-sulfonylamino)-propionic acid

2-hydroxy-3-(toluene-4-sulfonylamino)-propionic acid

Conditions
ConditionsYield
96%
With potassium dioxotetrahydroxoosmate(VI); sodium hydrogencarbonate In water for 8h;94%
1-butene-2,3,4-tricarboxylic acid ester
26326-05-6

1-butene-2,3,4-tricarboxylic acid ester

chloroamine-T
127-65-1

chloroamine-T

C14H17NO9S

C14H17NO9S

Conditions
ConditionsYield
96%
syn-2'-adamantylidene-9-benzonorbornenylidene sulfide

syn-2'-adamantylidene-9-benzonorbornenylidene sulfide

chloroamine-T
127-65-1

chloroamine-T

A

2'-adamantylidene-9-benzonorbornenylidene

2'-adamantylidene-9-benzonorbornenylidene

B

anti-2'-adamantylidene-9-benzonorbornenylidene sulfide

anti-2'-adamantylidene-9-benzonorbornenylidene sulfide

C

C28H31NO2S2

C28H31NO2S2

Conditions
ConditionsYield
In dichloromethane; acetonitrile at -18℃; for 6h;A 3%
B 1%
C 96%

Chloramine-T Specification

The IUPAC name of this chemical is sodium chloro-(4-methylphenyl)sulfonylazanide. With the CAS registry number 127-65-1, it is also named as Chloramine-T. The classification codes are anti-infective agents; anti-infective agents, local; disinfectants; indicators and reagents; mutation data; noxae; oxidants. It is white or yellow powder with a chlorine-like odour. And it is soluble in water, insoluble in benzene, chloroform and ether. Additionally, Sodium N-chloro-4-toluene sulfonamide is stable and incompatible with strong oxidizing agents. It may decompose violently if heated above 130 °C. Besides, people should keep this product in the cool and dry aera.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.27; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 3; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 1; (6)Flash Point: 143.9 °C; (7)Enthalpy of Vaporization: 55.54 kJ/mol; (8)Boiling Point: 314.3 °C at 760 mmHg; (9)Vapour Pressure: 0.000472 mmHg at 25°C; (10)Rotatable Bond Count: 1; (11)Exact Mass: 226.978372; (12)MonoIsotopic Mass: 226.978372; (13)Topological Polar Surface Area: 43.5; (14)Heavy Atom Count: 13; (15)Complexity: 231.

Preparation of Sodium N-chloro-4-toluene sulfonamide: It is a by-product in the production of saccharin. It can be obtained by amination, salifing and chlorination of paratoluensulfonylchloride.

Uses of Sodium N-chloro-4-toluene sulfonamide: It is used for washing wounds, mucous membrane disinfection, drinking water disinfection and sterilization of medical devices, etc. It is also used in the preparation for sterilization agent, and the determination and indicator of sulfonamides.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed and may cause sensitization by inhalation, so people should not breathe dust. When contact with acids, it liberates toxic gas. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) Keep locked up and out of the reach of children. 

People can use the following data to convert to the molecule structure.
1. SMILES:[Na+].O=S(=O)([N-]Cl)c1ccc(cc1)C
2. InChI:InChI=1/C7H7ClNO2S.Na/c1-6-2-4-7(5-3-6)12(10,11)9-8;/h2-5H,1H3;/q-1;+1
3. InChIKey:VDQQXEISLMTGAB-UHFFFAOYAP

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
frog LDLo parenteral 200mg/kg (200mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Journal of Pharmacology and Experimental Therapeutics. Vol. 14, Pg. 259, 1920.
guinea pig LDLo subcutaneous 900mg/kg (900mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: MUSCLE WEAKNESS
Journal of Pharmacology and Experimental Therapeutics. Vol. 14, Pg. 259, 1920.
mouse LDLo parenteral 300mg/kg (300mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Journal of Pharmacology and Experimental Therapeutics. Vol. 14, Pg. 259, 1920.
rabbit LDLo intravenous 25mg/kg (25mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Journal of Pharmacology and Experimental Therapeutics. Vol. 14, Pg. 259, 1920.

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