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4-Amino-3,5-dichlorobenzoic acid

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Name

4-Amino-3,5-dichlorobenzoic acid

EINECS 260-468-9
CAS No. 56961-25-2 Density 1.607 g/cm3
PSA 63.32000 LogP 2.85500
Solubility N/A Melting Point 290-293 °C(lit.)
Formula C7H5Cl2NO2 Boiling Point 344.2 °C at 760 mmHg
Molecular Weight 206.028 Flash Point 162 °C
Transport Information N/A Appearance Cream powder
Safety 26-36 Risk Codes 36/37/38-20/21/22
Molecular Structure Molecular Structure of 56961-25-2 (4-AMINO-3,5-DICHLOROBENZOIC ACID) Hazard Symbols HarmfulXn,IrritantXi
Synonyms

3,5-Dichloro-4-aminobenzoicacid;NSC 100894;

Article Data 16

4-Amino-3,5-dichlorobenzoic acid Synthetic route

150-13-0

4-amino-benzoic acid

56961-25-2

4-amino-3,5-dichlorobenzoic acid

Conditions
ConditionsYield
With hydrogenchloride; dihydrogen peroxide; acetic acid In water at 60℃; for 4h; Solvent;60%
With sulfuryl dichloride In acetic acid at 60℃; for 1.41667h;45%
With sulfuryl dichloride; acetic acid
With sulfuryl dichloride; chloroform
With hydrogenchloride; potassium chlorate; sodium acetate; acetic acid
881180-72-9

N-(3.5-dichloro-4-amino-benzoyl)-L-glutamic acid

A

56961-25-2

4-amino-3,5-dichlorobenzoic acid

B

149-87-1

Pyroglutamic acid

Conditions
ConditionsYield
at 240℃;
98588-83-1

3,5-dichloro-4-acetamidobenzoic acid

56961-25-2

4-amino-3,5-dichlorobenzoic acid

Conditions
ConditionsYield
With sodium hydroxide
150-13-0

4-amino-benzoic acid

A

56961-25-2

4-amino-3,5-dichlorobenzoic acid

B

634-93-5

2,4,6-trichloroaniline

Conditions
ConditionsYield
With chlorine; acetic acid
62-23-7

4-nitro-benzoic acid

56961-25-2

4-amino-3,5-dichlorobenzoic acid

Conditions
ConditionsYield
With aluminium trichloride; sodium chloride; tin(ll) chloride
556-08-1

p-(acetylamino)benzoic acid

A

56961-25-2

4-amino-3,5-dichlorobenzoic acid

B

2486-71-7

4-amino-3-chlorobenzoic acid

Conditions
ConditionsYield
With hydrogenchloride; chlorine; acetic acid 1.) RT, overnight, 2) reflux, 30 min; Multistep reaction. Title compound not separated from byproducts;A n/a
B 85 % Spectr.
With hydrogenchloride; chlorine; acetic acid 1.) RT, overnight, 2.) reflux, 30 min; Yield given. Multistep reaction;
94-09-7

p-aminoethylbenzoate

56961-25-2

4-amino-3,5-dichlorobenzoic acid

Conditions
ConditionsYield
(i) aq. H2O2, aq. HCl, (ii) aq. NaOH; Multistep reaction;
7782-50-5

chlorine

150-13-0

4-amino-benzoic acid

64-19-7

acetic acid

A

56961-25-2

4-amino-3,5-dichlorobenzoic acid

B

634-93-5

2,4,6-trichloroaniline

Conditions
ConditionsYield
at 20℃;
7647-01-0

hydrogenchloride

150-13-0

4-amino-benzoic acid

potassium chlorate

potassium chlorate

A

56961-25-2

4-amino-3,5-dichlorobenzoic acid

B

634-93-5

2,4,6-trichloroaniline

556-08-1

p-(acetylamino)benzoic acid

56961-25-2

4-amino-3,5-dichlorobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid; chlorine
2: aqueous NaOH
View Scheme

4-Amino-3,5-dichlorobenzoic acid Specification

The CAS registry number of Benzoic acid,4-amino-3,5-dichloro- is 56961-25-2. Its EINECS registry number is 260-468-9. The IUPAC name is 4-amino-3,5-dichlorobenzoic acid. In addition, the molecular formula is C7H5Cl2NO2 and the molecular weight is 206.03. It is also called 3,5-dichloro-4-aminobenzoicacid. What's more, it is a kind of cream powder and belongs to the classes of Aminoacid; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Aromatic Amino Acids; Peptide Synthesis; Unnatural Amino Acid Derivatives.

Physical properties about this chemical are: (1)ACD/LogP: 3.62; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.23; (4)ACD/LogD (pH 7.4): 0.71; (5)ACD/BCF (pH 5.5): 13.69; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 91.76; (8)ACD/KOC (pH 7.4): 2.74; (9)#H bond acceptors: 3; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 29.54 Å2; (13)Index of Refraction: 1.658; (14)Molar Refractivity: 47.2 cm3; (15)Molar Volume: 128.1 cm3; (16)Polarizability: 18.71 ×10-24cm3; (17)Surface Tension: 67.2 dyne/cm; (18)Density: 1.607 g/cm3; (19)Flash Point: 162 °C; (20)Enthalpy of Vaporization: 62.07 kJ/mol; (21)Boiling Point: 344.2 °C at 760 mmHg; (22)Vapour Pressure: 2.56E-05 mmHg at 25°C.

Preparation of Benzoic acid,4-amino-3,5-dichloro-: it can be prepared by 4-amino-benzoic acid. This reaction will need reagent SO2Cl2 and solvent acetic acid. The reaction time is 85 minutes at reaction temperature of 60 °C. The yield is about 45%.

Benzoic acid,4-amino-3,5-dichloro- can be prepared by 4-amino-benzoic acid

Uses of Benzoic acid,4-amino-3,5-dichloro-: it can be used to get 4-amino-3,5-dichloro-benzoyl chloride. This reaction will need reagent PCl5 and solvent chlorobenzene. The yield is about 68.8% at reaction temperature of 90 °C.

Benzoic acid,4-amino-3,5-dichloro- can be used to get 4-amino-3,5-dichloro-benzoyl chloride

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. And it is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1cc(cc(Cl)c1N)C(=O)O
(2)InChI: InChI=1/C7H5Cl2NO2/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2H,10H2,(H,11,12)
(3)InChIKey: UHXYYTSWBYTDPD-UHFFFAOYAX

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 4618mg/kg (4618mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM SMALL INTESTINE

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 741, 1984.

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