2-Amino-5-chloro-4-methylbenzenesulfonic acid supplier

Name
2-Amino-5-chloro-4-methylbenzenesulfonic acid
EINECS 201-839-7
CAS No. 88-53-9
Article Data7
CAS DataBase
Density 1.553 g/cm³
Solubility Practically insoluble in water
Melting Point 109oC
Formula C₇H₈ClNO₃S
Boiling Point 394oC
Molecular Weight 221.664
Flash Point
Transport Information
Appearance White to light reddish powder
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols
Synonyms p-Toluenesulfonicacid, 2-amino-5-chloro- (6CI,7CI,8CI);1-Amino-4-chloro-5-methylbenzene-2-sulfonic acid;2-Amino-5-chloro-p-toluenesulfonic acid;2-Chloro-5-toluidine-4-sulfonic acid;3-Amino-6-chlorotoluene-4-sulfonicacid;Benzenesulfonic acid,2-amino-5-chloro-4-methyl-;CLT acid;LakeRed C Amine;o-Chloro-m-toluidine-p-sulfonic acid;
PSA 88.77000
LogP 3.13930

Synthetic route

: 98-34-0
3-chloro-4-methylbenzenesulfonic acid

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

Conditions

Conditions	Yield
man nitriert und reduziert;

6-chloro-3-nitro-toluene-sulfonic acid-(4): 6-chloro-3-nitro-toluene-sulfonic acid-(4)

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

Conditions

Conditions	Yield
With iron; acetic acid

: 7664-93-9
sulfuric acid

: 7149-75-9
3-methyl-4-chloroaniline

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

Conditions

Conditions	Yield
In thiophene

: 104-15-4
toluene-4-sulfonic acid

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: chlorine / 70 - 80 °C / Large scale 2: nitric acid / 65 - 75 °C / Large scale 3: iron View Scheme

: 108-88-3
toluene

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: sulfuric acid / 100 - 125 °C / Large scale 2: chlorine / 70 - 80 °C / Large scale 3: nitric acid / 65 - 75 °C / Large scale 4: iron View Scheme

: 6973-13-3
2-nitro-4-methyl-5-chlorobenzenesulfonic acid

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

Conditions

Conditions	Yield
With iron
With 41 % nickel on carbon; hydrogen In water at 60 - 65℃; under 15001.5 Torr; for 2h;

: 108-44-1
1-amino-3-methylbenzene

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.33 h / 20 - 85 °C / Inert atmosphere 2: dihydrogen peroxide; acetic acid; hydrogenchloride / 6 h / 15 - 25 °C 3: sulfuric acid / 2 h / 105 °C 4: 1,2-dichloro-benzene / 8 h / 135 - 190 °C View Scheme

: 537-92-8
3-Methylacetanilide

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: dihydrogen peroxide; acetic acid; hydrogenchloride / 6 h / 15 - 25 °C 2: sulfuric acid / 2 h / 105 °C 3: 1,2-dichloro-benzene / 8 h / 135 - 190 °C View Scheme

: C7H8ClN*H2O4S

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

Conditions

Conditions	Yield
In 1,2-dichloro-benzene at 135 - 190℃; for 8h;

: 67-52-7
BARBITURIC ACID

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: C11H9ClN4O6S

Conditions

Conditions	Yield
Stage #1: 5-amino-2-chloro-toluene-4-sulfonic acid With sulfuric acid; potassium hydroxide In water at 10℃; pH=1-2; Stage #2: With nitrosylsulfuric acid In water at 10℃; for 0.833333h; Stage #3: BARBITURIC ACID With potassium hydroxide In water at 25 - 30℃; for 1h; pH=2 - 3;	98%
Stage #1: 5-amino-2-chloro-toluene-4-sulfonic acid With potassium hydroxide In water pH=10; Stage #2: With nitrosylsulfuric acid; sulfuric acid In water at 10℃; for 0.833333h; pH=1; Stage #3: BARBITURIC ACID With potassium hydroxide In water at 25 - 30℃; for 1h; pH=2 - 3;

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: 4-chloro-2-iodo-5-methylbenzenesulfonic acid

Conditions

Conditions	Yield
Stage #1: 5-amino-2-chloro-toluene-4-sulfonic acid With sodium carbonate In water Stage #2: With sodium nitrite In water at 0℃; for 0.75h; Further stages;	90%

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: 946066-41-7
5-chloro-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methyl-benzenesulfonic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate In 1,4-dioxane; water at 0℃;	89%
With sodium hydrogencarbonate In 1,4-dioxane

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: 5329-14-6
aminosulfonic acid

: 133685-26-4
2-chloro-5-hydroxy-toluene-4-sulfonic acid ; sodium-compound

Conditions

Conditions	Yield
With sodium nitrite In sulfuric acid	83%

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: 88-62-0
1-amino-3-methylbenzene-6-sulfonic acid

Conditions

Conditions	Yield
With ethanol; nickel Hydrogenation;

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: 2,6-dibromo-4-chloro-3-methyl-aniline

Conditions

Conditions	Yield
With water; bromine

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: 7149-75-9
3-methyl-4-chloroaniline

Conditions

Conditions	Yield
With sulfuric acid

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: 102074-13-5
2-amino-5-chloro-4-methyl-benzenesulfonamide

Conditions

Conditions	Yield
(i) ClSO3H, NaCl, (heating), (ii) aq. NH3; Multistep reaction;

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: 7732-18-5
water

bromine water: bromine water

: 2,6-dibromo-4-chloro-3-methyl-aniline

...Expand

: 7664-93-9
sulfuric acid

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: 7149-75-9
3-methyl-4-chloroaniline

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: 104613-63-0
2-amino-5-chloro-4-methyl-benzenesulfonyl chloride

Conditions

Conditions	Yield
Stage #1: 5-amino-2-chloro-toluene-4-sulfonic acid With sulfuryl dichloride In 1,1-dichloroethane at 60℃; for 1h; Stage #2: With thionyl chloride In 1,1-dichloroethane at 100℃; for 7h;

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: 6-chloro-4-sulfo-toluene-3-diazonium ; chloride

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 2h; Product distribution / selectivity;
With hydrogenchloride; potassium hydroxide; sodium nitrite In water at 20 - 60℃; for 0.75h; Product distribution / selectivity;

aqueous sodium nitrite: aqueous sodium nitrite

aqueous sulfamic acid: aqueous sulfamic acid

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: 133685-26-4
2-chloro-5-hydroxy-toluene-4-sulfonic acid ; sodium-compound

Conditions

Conditions	Yield
In hydrogenchloride

...Expand

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: 88-56-2
2-amino-5-chloro-4-ethylbenzene-1-sulfonic acid

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: 102-01-2
N-phenylacetoacetamide

: 768320-71-4
C17H16ClN3O5S

: 2-hydroxy-3-phenyl-carbamoylnaphthalene

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: 1023357-45-0
C24H18ClN3O5S

: 40842-93-1
4-acetoacetylaminonaphtholsulfonic acid sodium salt

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: 2C21H16ClN3O8S2(2-)*Ca(2+)*2K(1+)

Conditions

Conditions	Yield
Stage #1: 5-amino-2-chloro-toluene-4-sulfonic acid With hydrogenchloride; potassium hydroxide; sodium nitrite In water at 20 - 60℃; for 0.75h; Stage #2: With calcium chloride In water for 0.0833333h; Stage #3: 4-acetoacetylaminonaphtholsulfonic acid sodium salt With acetic acid In water at 20 - 93℃; for 2h; pH=5 - 9;

: 872-50-4
1-methyl-pyrrolidin-2-one

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: 1367347-88-3
2-ammonio-5-chloro-4-methylbenzenesulfonate 1-methyl-2-pyrrolidone monosolvate

Conditions

Conditions	Yield
at 20℃; for 0.5h; Sonication;

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: 67-68-5
dimethyl sulfoxide

: 2-ammonio-5-chloro-4-methylbenzenesulfonate dimethyl sulfoxide monosolvate

Conditions

Conditions	Yield
at 20℃; for 0.5h; Sonication;

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: C15H16N2O5

: C22H21ClN4O8S

Conditions

Conditions	Yield
Stage #1: 5-amino-2-chloro-toluene-4-sulfonic acid With hydrogenchloride; sodium hydroxide; sodium nitrite In water at 0 - 10℃; for 1.5h; pH=7; Stage #2: C15H16N2O5 With sodium carbonate; sodium hydroxide In water for 3h; pH=8 - 9;

: 675-14-9
trifluoro-[1,3,5]triazine

: 90-20-0
4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: 150-13-0
4-amino-benzoic acid

: C27H15ClFN7O12S3(4-)*4Na(1+)

Conditions

Conditions	Yield
Stage #1: trifluoro-[1,3,5]triazine; 5-amino-2-chloro-toluene-4-sulfonic acid With sodium hydroxide In water for 2h; pH=3 - 3.5; Stage #2: 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid With sodium hydroxide In water at 40℃; for 3h; pH=3 - 3.5; Stage #3: 4-amino-benzoic acid Further stages;

...Expand

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

: 90-20-0
4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: 150-13-0
4-amino-benzoic acid

: C27H15Cl2N7O12S3(4-)*4Na(1+)

Conditions

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 5-amino-2-chloro-toluene-4-sulfonic acid With sodium hydroxide In water at 5 - 10℃; for 2h; pH=3 - 3.5; Stage #2: 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid With sodium hydroxide In water at 40℃; for 3h; pH=3 - 3.5; Stage #3: 4-amino-benzoic acid Further stages;

...Expand

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

: 88-21-1
2-amino-1-benzenesulfonic acid

: 90-20-0
4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid

: 88-53-9
5-amino-2-chloro-toluene-4-sulfonic acid

: C26H15Cl2N7O13S4(4-)*4Na(1+)

Conditions

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 5-amino-2-chloro-toluene-4-sulfonic acid With sodium hydroxide In water at 5℃; for 2h; pH=3 - 3.5; Stage #2: 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid With sodium hydroxide In water at 40℃; for 3h; pH=3 - 3.5; Stage #3: 2-amino-1-benzenesulfonic acid Further stages;

...Expand

2-Amino-5-chloro-4-methylbenzenesulfonic acid Specification

The IUPAC name of this product is 2-amino-5-chloro-4-methylbenzenesulfonic acid. With the CAS registry number 88-53-9, it is also named as p-Toluenesulfonic acid, 2-amino-5-chloro-; Lake Red C Amine. It is white crystal which can be used as intermediates of dye golden red C.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.74; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.76; (4)ACD/LogD (pH 7.4): -1.76; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.62; (13)Molar Refractivity: 50.17 cm³; (14)Molar Volume: 142.7 cm³; (15)Polarizability: 19.88×10^-24 cm³; (16)Surface Tension: 63.9 dyne/cm; (17)Rotatable Bond Count: 1; (18)Exact Mass: 220.991342; (19)MonoIsotopic Mass: 220.991342; (20)Topological Polar Surface Area: 88.8; (21)Heavy Atom Count: 13.

The 2-Amino-5-chloro-4-methylbenzenesulfonic acid can be obtained by 3-chloro-4-methyl acid. Using nitric acid to nitrify 3-chloro-4-methyl acid at 30 °C; After 3h reaction, using 100 °C saturated salt water salting out to get 2-nitro-5-chloro tosylate; Adding 2-nitro-5-chloro tosylate to the water, and adding acetic acid and iron, restored in the boiling conditions; Filtered iron, the filtrate was added hydrochloric acid to crystallize out 2-nitro-5-chloro tosylate.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. 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.

People can use the following data to convert to the molecule structure.
1.SMILES: Clc1cc(c(N)cc1C)S(=O)(=O)O;
2.InChI: InChI=1/C7H8ClNO3S/c1-4-2-6(9)7(3-5(4)8)13(10,11)12/h2-3H,9H2,1H3,(H,10,11,12).

Product Name

2-Amino-5-chloro-4-methylbenzenesulfonic acid

Synthetic route

2-Amino-5-chloro-4-methylbenzenesulfonic acid Specification

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