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127-65-1

Basic Information
CAS No.: 127-65-1
Name: Benzenesulfonamide,N-chloro-4-methyl-, sodium salt (1:1)
Molecular Structure:
Molecular Structure of 127-65-1 (Benzenesulfonamide,N-chloro-4-methyl-, sodium salt (1:1))
Formula: C7H7ClNNaO2S
Molecular Weight: 227.64
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;
EINECS: 204-854-7
Density: 1.36g/cm3
Melting Point: 167-170 °C(lit.)
Boiling Point: 314.3 °C at 760 mmHg
Flash Point: 143.9 °C
Solubility: >100 mg/mL in water
Appearance: white or yellow powder with a chlorine-like odour
Hazard Symbols: HarmfulXn,CorrosiveC
Risk Codes: 22-31-34-42
Safety: 22-26-36/37/39-45-7-1/2
Transport Information: UN 3263 8/PG 3
PSA: 42.52000
LogP: 3.29200
Synthetic route
70-55-3

toluene-4-sulfonamide

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;
473-34-7

N,N-dichloro-p-toluenesulfonamide

70-55-3

toluene-4-sulfonamide

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);
70-55-3

toluene-4-sulfonamide

N.N-dichloro-toluenesulfonamide-(4)

N.N-dichloro-toluenesulfonamide-(4)

127-65-1

chloroamine-T

Conditions
ConditionsYield
With sodium hydroxide; water

anti-2'-adamantylidene-9-benzonorbornenylidene sulfide

127-65-1

chloroamine-T

C28H31NO2S2

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

tetrabutyl-ammonium chloride

127-65-1

chloroamine-T

tetrabutylammonium N-chloro-p-toluenesulfonamide

Conditions
ConditionsYield
In water at 5℃; for 5h;99%
701-57-5

1-methylthio-4-nitro-benzene

127-65-1

chloroamine-T

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%
352-93-2

diethyl sulphide

127-65-1

chloroamine-T

13553-69-0

S,S-Diethyl-N-p-tolylsulfonylsulfilimin

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

chloroamine-T

66-77-3

1-naphthaldehyde

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%
127-65-1

chloroamine-T

123-11-5

4-methoxy-benzaldehyde

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%
5153-67-3

nitrostyrene

127-65-1

chloroamine-T

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

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

cis-1-phenyl-1-propylene

127-65-1

chloroamine-T

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

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

chloroamine-T

86442-41-3

1-tert-Butylsulfanyl-hexane

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

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

chloroamine-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;
623-13-2

4-methylphenyl methylsulfide

127-65-1

chloroamine-T

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%
127-65-1

chloroamine-T

C36H28N4O17S

C43H35N5O19S2

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

tert-butyl methyl sulphide

127-65-1

chloroamine-T

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;
127-65-1

chloroamine-T

(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

Conditions
ConditionsYield
In acetonitrile at 20℃; for 16h;98%
79-41-4

poly(methacrylic acid)

127-65-1

chloroamine-T

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

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

2-methylenesuccinic acid

127-65-1

chloroamine-T

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

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

chloroamine-T

110-17-8

(2E)-but-2-enedioic acid

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

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

diphenyl telluride

127-65-1

chloroamine-T

78727-83-0

N-(p-tolylsulfonyl)diphenyltellurimide

Conditions
ConditionsYield
With 18-crown-6 ether In chloroform for 0.166667h; Heating;97%
127-65-1

chloroamine-T

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%
127-65-1

chloroamine-T

110-83-8

cyclohexene

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%
928-95-0

(E)-2-Hexen-1-ol

127-65-1

chloroamine-T

((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;
127-65-1

chloroamine-T

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

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

4-vinylbenzyl chloride

127-65-1

chloroamine-T

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%
127-65-1

chloroamine-T

73057-68-8

rac-1-allylcyclopent-2-enol

C8H11BrO

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%
37780-82-8

4-methoxyphenyl allyl sulfide

127-65-1

chloroamine-T

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

127-65-1

chloroamine-T

C39H51ClN5O6Rh2S*C2H3N*0.4CH2Cl2

Conditions
ConditionsYield
In acetonitrile at -35℃; for 72h; Inert atmosphere;97%
4456-34-2

bis(4-methoxyphenyl)telluride

127-65-1

chloroamine-T

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%
127-65-1

chloroamine-T

79-10-7

acrylic acid

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

Conditions
ConditionsYield
96%
With potassium dioxotetrahydroxoosmate(VI); sodium hydrogencarbonate In water for 8h;94%
26326-05-6

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

127-65-1

chloroamine-T

C14H17NO9S

Conditions
ConditionsYield
96%

syn-2'-adamantylidene-9-benzonorbornenylidene sulfide

127-65-1

chloroamine-T

A

2'-adamantylidene-9-benzonorbornenylidene

B

anti-2'-adamantylidene-9-benzonorbornenylidene sulfide

C

C28H31NO2S2

Conditions
ConditionsYield
In dichloromethane; acetonitrile at -18℃; for 6h;A 3%
B 1%
C 96%
Raw Materials
473-34-7
70-55-3
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    Molecular Formula:C7H7ClNNaO2S Molecular Weight:227.64 Density:1.36g/cm3 Melting Point:167-170 °C(lit.) Boiling Point:314.3°Cat760mmHg Flash Po… Appearance:white crystalline powder Storage:Tosylchloramide sodium Application:127-65-1

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  • Casno:

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    Chloramine-T CAS:127-65-1

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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.