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p-Anisidine-3-sulfonic acid
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Name

p-Anisidine-3-sulfonic acid

 EINECS 236-224-2
CAS No. 13244-33-2 Density 1.467 g/cm3
PSA 98.00000 LogP 2.18610
Solubility N/A Melting Point 314-318 °C
Formula C7H9NO4S Boiling Point N/A
Molecular Weight 203.219 Flash Point N/A
Transport Information N/A Appearance beige powder
Safety 37/39-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 13244-33-2 (p-Anisidine-3-sulfonic acid) Hazard Symbols HarmfulXn,IrritantXi
Synonyms

1-Amino-4-methoxybenzene-2-sulfonicacid;4-Amino-3-sulfoanisole;4-Aminoanisole-3-sulfonic acid;4-Anisidine-2-sulfonic acid;4-Methoxy-1-aminobenzene-2-sulfonic acid;4-Methoxy-2-sulfoaniline;4-Methoxyaniline-2-sulfonic acid;

Article Data 13

p-Anisidine-3-sulfonic acid Synthetic route

2942-13-4

6-methoxy-1,3-benzothiazole

13244-33-2

2-amino-5-methoxybenzenesulfonic acid

Conditions
ConditionsYield
With [RuCl(P(C6H5)3)2(O(C6H4)NCH(C4H3N))]; bromamine B; sodium hydroxide In water; acetonitrile at 39.84℃; for 4.5h;96%
1190954-82-5

2-(2,2-dimethylpropionylamino)-5-methoxy-benzenesulfonic acid

13244-33-2

2-amino-5-methoxybenzenesulfonic acid

Conditions
ConditionsYield
With hydrogenchloride; water at 85℃; for 21h;95%

C6H5NO4S(2-)*2Na(1+)

74-88-4

methyl iodide

13244-33-2

2-amino-5-methoxybenzenesulfonic acid

Conditions
ConditionsYield
Stage #1: C6H5NO4S(2-)*2Na(1+); methyl iodide at 20℃; under 760.051 Torr; for 0.666667h;
Stage #2: With sulfuric acid at 115℃; for 1.16667h; Temperature;		86%

di(p-methoxy)anilinium sulfate

13244-33-2

2-amino-5-methoxybenzenesulfonic acid

Conditions
ConditionsYield
for 0.0666667h; microwave irradiation;58%

sodium 5-methoxy-2-(phenylazo)benzenesulfonate

13244-33-2

2-amino-5-methoxybenzenesulfonic acid

Conditions
ConditionsYield
With sodium dithionite In water at 80 - 95℃;51%
70865-26-8

trisodium 7-({4-chloro-6-[(3-sulphonatophenyl)amino]-1,3,5-triazin-2-yl}methylamino)-4-hydroxy-3-[(4-methoxy-2-sulphonatophenyl)azo]naphthalene-2-sulphonate

67-63-0

isopropyl alcohol

A

13244-33-2

2-amino-5-methoxybenzenesulfonic acid

B

3-Amino-7-{[4-chloro-6-(3-sulfo-phenylamino)-[1,3,5]triazin-2-yl]-methyl-amino}-4-hydroxy-naphthalene-2-sulfonic acid

C

67-64-1

acetone

Conditions
ConditionsYield
In water Irradiation;
acidic sulfate p-anisidine

acidic sulfate p-anisidine

13244-33-2

2-amino-5-methoxybenzenesulfonic acid

100-17-4

para-methoxynitrobenzene

disulfite

disulfite

13244-33-2

2-amino-5-methoxybenzenesulfonic acid

sodium 5-hydroxy-2-(phenylazo)benzenesulfonate

13244-33-2

2-amino-5-methoxybenzenesulfonic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / NaOH / H2O / 5 h / 60 °C / pH 9.0
2: 51 percent / Na2S2O4 / H2O / 80 - 95 °C
View Scheme
56619-94-4

4-methoxy-N-pivaloylaniline

13244-33-2

2-amino-5-methoxybenzenesulfonic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; pentane / 3.33 h / -78 - -15 °C / Inert atmosphere
1.2: 18 h / -10 - 20 °C / Inert atmosphere
2.1: hydrogenchloride; water / 21 h / 85 °C
View Scheme

p-Anisidine-3-sulfonic acid Consensus Reports

Reported in EPA TSCA Inventory.

p-Anisidine-3-sulfonic acid Specification

The 4-Aminoanisole-3-sulfonic acid is an organic compound with the formula C7H9NO4S. The IUPAC name of this chemical is 2-amino-5-methoxybenzenesulfonic acid. With the CAS registry number 13244-33-2 and EINECS 236-224-2, it is also named as Benzenesulfonic acid, 2-amino-5-methoxy-. The classification code is Skin / Eye Irritant. When heated to decomposition it emits very toxic fumes of SOx and NOx.

The other characteristics of 4-Aminoanisole-3-sulfonic acid can be summarized as: (1)ACD/LogP: 0.34; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.15; (4)ACD/LogD (pH 7.4): -3.16; (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: 5; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 64.22 Å2; (13)Index of Refraction: 1.595; (14)Molar Refractivity: 47.08 cm3; (15)Molar Volume: 138.4 cm3; (16)Polarizability: 18.66×10-24 cm3; (17)Surface Tension: 60.8 dyne/cm; (18)Rotatable Bond Count: 2; (19)Exact Mass: 203.025228; (20)MonoIsotopic Mass: 203.025228; (21)Topological Polar Surface Area: 98; (22)Heavy Atom Count: 13; (23)Complexity: 258.

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 gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES:O=S(=O)(O)c1c(ccc(OC)c1)N
2. InChI:InChI=1/C7H9NO4S/c1-12-5-2-3-6(8)7(4-5)13(9,10)11/h2-4H,8H2,1H3,(H,9,10,11)
3. InChIKey:KZKGEEGADAWJFS-UHFFFAOYAN

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 10gm/kg (10000mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1055, 1986.

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