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N-Acetylsulfanilyl chloride

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Name

N-Acetylsulfanilyl chloride

EINECS 204-485-1
CAS No. 121-60-8 Density 1.468 g/cm3
PSA 71.62000 LogP 2.72630
Solubility Slightly soluble in water Melting Point 142-145 ºC
Formula C8H8ClNO3S Boiling Point 426.8 ºC at 760 mmHg
Molecular Weight 233.675 Flash Point 211.9 ºC
Transport Information UN 3261 8/PG 2 Appearance off-white to slightly grey granular cryst powder
Safety 26-36/37/39-45-28B Risk Codes 22-34-37
Molecular Structure Molecular Structure of 121-60-8 (N-Acetylsulfanilyl chloride) Hazard Symbols CorrosiveC
Synonyms

4-Acetamidobenzene sulfonyl chloride;4-(Acetylamino)phenylsulfonyl chloride;4-Acetamidobenzene-1-sulfonyl chloride;4-Chlorosulfonylacetanilide;4'-(Chlorosulfonyl)acetanilide;Benzenesulfonylchloride, 4-(acetylamino)-;Acetanilide-p-sulfonyl chloride;Dagenan chloride;N-(4-Chlorosulfonylphenyl)acetamide;N-Acetyl-p-aminobenzenesulfonyl chloride;p-(Chlorosulfonyl)acetanilide;p-Acetamidobenzenesulfonyl chloride;

Article Data 76

N-Acetylsulfanilyl chloride Synthetic route

103-84-4

Acetanilid

121-60-8

p-acetylaminobenzenesulfonyl chloride

Conditions
ConditionsYield
Stage #1: Acetanilid With chlorosulfonic acid In 1,1,2,2-tetrachloroethylene at 10 - 50℃; for 1.33333h;
Stage #2: With thionyl chloride In 1,1,2,2-tetrachloroethylene at 63 - 70℃; for 1.33333h; Temperature;
98.4%
With chlorosulfonic acid In 1,2-dichloro-ethane at 15 - 80℃; under 760.051 Torr; for 0.216667h; Solvent; Temperature; Pressure; Flow reactor;98%
With chlorosulfonic acid97%
121-62-0

N-acetylsulfanilic acid

121-60-8

p-acetylaminobenzenesulfonyl chloride

Conditions
ConditionsYield
With phosphorus pentachloride; ammonium chloride In tetrachloromethane at 60 - 72℃; for 3.5h;86.3%
With 1,3,5-trichloro-2,4,6-triazine; triethylamine In acetone for 20h; Heating;66%
With phosphorus pentachloride
With triethylamine In acetone at 80℃; for 0.333333h; microwave irradiation;
7790-94-5

chlorosulfonic acid

103-84-4

Acetanilid

121-60-8

p-acetylaminobenzenesulfonyl chloride

Conditions
ConditionsYield
at 60℃; for 0.5h;85%
at 60℃;
In chloroform at 55℃; for 5h; Temperature; Time;
6034-54-4

sodium 4-acetamidobenzenesulfonate

121-60-8

p-acetylaminobenzenesulfonyl chloride

Conditions
ConditionsYield
With 1,3,5-trichloro-2,4,6-triazine; 18-crown-6 ether In acetone for 20h; Heating;70%
16766-09-9

(4-acetamidophenyl)disulfide

121-60-8

p-acetylaminobenzenesulfonyl chloride

Conditions
ConditionsYield
With hydrogenchloride; chlorine
N-acetyl-sulfanilate sodium

N-acetyl-sulfanilate sodium

121-60-8

p-acetylaminobenzenesulfonyl chloride

Conditions
ConditionsYield
With phosphorus pentachloride
7647-01-0

hydrogenchloride

16766-09-9

(4-acetamidophenyl)disulfide

7782-50-5

chlorine

121-60-8

p-acetylaminobenzenesulfonyl chloride

16766-09-9

(4-acetamidophenyl)disulfide

7782-50-5

chlorine

64-19-7

acetic acid

121-60-8

p-acetylaminobenzenesulfonyl chloride

875257-66-2

thiocarbamic acid S-(4-acetylamino-phenyl ester)

7782-50-5

chlorine

water containing acetic acid

water containing acetic acid

121-60-8

p-acetylaminobenzenesulfonyl chloride

62-53-3

aniline

121-60-8

p-acetylaminobenzenesulfonyl chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / water / 140 - 150 °C
2: chlorosulfonic acid / 2 h / 12 - 60 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium acetate; acetic acid / 0.5 h / 20 °C
2: chlorosulfonic acid / 0.5 h / 60 °C
View Scheme
Multi-step reaction with 2 steps
1: acetic acid; sodium acetate / 0.5 h / 20 °C
2: 0.5 h / 60 °C
View Scheme

N-Acetylsulfanilyl chloride Consensus Reports

Reported in EPA TSCA Inventory.

N-Acetylsulfanilyl chloride Specification

N-Acetylsulfanilyl chloride(CAS NO.121-60-8), its Synonyms are 4-(Acetylamino)benzenesulfonyl chloride; 4-Acetamidobenzenesulfonyl chloride; 4-Acetamidophenylsulfonyl chloride; 4-Chlorosulfonylacetanilide; Acetanilide-p-sulfonyl chloride; Acetylsulfanilyl chloride; Benzenesulfonic acid, 4-acetamido-, chloride; Benzenesulfonyl chloride, 4-(acetylamino)-; Dagenan chloride; Sulfanilyl chloride, N-acetyl- (6CI,7CI,8CI); p-(Chlorosulfonyl)acetanilide; p-Acetamidobenzenesulfonyl chloride. It is off-white to slightly grey granular cryst powder. With the Molecular Formula  of C8H8ClNO3S, N-Acetylsulfanilyl chloride is used to prepare sulfa drugs, such as sulfadimethoxine and sulfamethoxazole. And we should keep it in well-closed container and avoid heat, light and moisture.

Physical properties about N-Acetylsulfanilyl chloride are: (1)ACD/LogP: 0.872; (2)ACD/LogD (pH 5.5): 0.87; (3)ACD/LogD (pH 7.4): 0.87; (4)ACD/BCF (pH 5.5): 2.71 ; (5)ACD/BCF (pH 7.4): 2.71; (6)ACD/KOC (pH 5.5): 71.05; (7)ACD/KOC (pH 7.4): 71.05; (8)#H bond acceptors: 4; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.586; (12)Molar Refractivity: 53.423 cm3; (13)Molar Volume: 159.172 cm3; (14)Polarizability: 21.179 10-24cm3; (15)Surface Tension: 55.2529983520508 dyne/cm; (16)Density: 1.468 g/cm3; (17)Flash Point: 211.923 °C; (18)Enthalpy of Vaporization: 68.167 kJ/mol; (19)Boiling Point: 426.803 °C at 760 mmHg

When you are using N-Acetylsulfanilyl chloride, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing, gloves and eye/face protection;
3. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);

You can still convert the following datas into molecular structure:
(1)InChI=1S/C8H8ClNO3S/c1-6(11)10-7-2-4-8(5-3-7)14(9,12)13/h2-5H,1H3,(H,10,11);
(2)InChIKey=GRDXCFKBQWDAJH-UHFFFAOYSA-N;
(3)Smilesc1(ccc(NC(C)=O)cc1)S(=O)(=O)Cl;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 1600mg/kg (1600mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: ATAXIA
National Technical Information Service. Vol. OTS0533583,
mouse LDLo intraperitoneal 50mg/kg (50mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: MUSCLE WEAKNESS
National Technical Information Service. Vol. OTS0533583,
rat LD50 intraperitoneal 25mg/kg (25mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA
National Technical Information Service. Vol. OTS0533583,
rat LD50 oral > 3200mg/kg (3200mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: ATAXIA
National Technical Information Service. Vol. OTS0533583,

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