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3,5-Dichlorobenzoic acid

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Name

3,5-Dichlorobenzoic acid

EINECS 200-092-4
CAS No. 51-36-5 Density 1.517 g/cm3
PSA 37.30000 LogP 2.69160
Solubility 147.1mg/L(temperature not stated) Melting Point 184-187 °C(lit.)
Formula C7H4Cl2O2 Boiling Point 309.1 °C at 760 mmHg
Molecular Weight 191.014 Flash Point 140.7 °C
Transport Information UN 2398 3/PG 2 Appearance white to beige powder
Safety 26-37/39-36-24/25-16 Risk Codes 36/37/38-40
Molecular Structure Molecular Structure of 51-36-5 (3,5-Dichlorobenzoic acid) Hazard Symbols IrritantXi, HarmfulXn, FlammableF
Synonyms

Benzoic acid, 3,5-dichloro-;

Article Data 33

3,5-Dichlorobenzoic acid Synthetic route

108-70-3

1,3,5-trichlorobenzene

124-38-9

carbon dioxide

51-36-5

3,5-dichlorobenzoic acid

Conditions
ConditionsYield
Stage #1: 1,3,5-trichlorobenzene With magnesium; ethylene dibromide; lithium chloride In tetrahydrofuran at 25℃; for 0.5h;
Stage #2: carbon dioxide In tetrahydrofuran at 25℃; for 1h; Further stages;
99%
6575-00-4

3,5-dichlorobenzonitrile

51-36-5

3,5-dichlorobenzoic acid

Conditions
ConditionsYield
With water; sodium hydroxide for 6h; Reflux;93%
With sulfuric acid
650598-41-7

3,5-dichloro-4-(triethylsilyl)benzoic acid

51-36-5

3,5-dichlorobenzoic acid

Conditions
ConditionsYield
With potassium hydroxide In methanol; water for 2h; Heating;91%
124-38-9

carbon dioxide

19752-55-7

1-bromo-3,5-dichlorobenzene

51-36-5

3,5-dichlorobenzoic acid

Conditions
ConditionsYield
Stage #1: 1-bromo-3,5-dichlorobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;
Stage #2: carbon dioxide In tetrahydrofuran; hexane at -78 - 20℃;
80.1%
541-42-4

i-propyl nitrite

118-92-3

anthranilic acid

51-36-5

3,5-dichlorobenzoic acid

Conditions
ConditionsYield
With chlorine In hydrogenchloride; ethanol; water75%
2789-92-6

3,5-dichloroantranilic acid

51-36-5

3,5-dichlorobenzoic acid

Conditions
ConditionsYield
With tetrahydrofuran; tert.-butylnitrite; dimethyl sulfoxide at 30℃; for 1h; Green chemistry;64%
In ethanol
With sodium nitrite In water; isopropyl alcohol
With hydrogenchloride; sodium nitrite In ethanol; water
With sodium nitrite In water; isopropyl alcohol

5-carboxyphenylene-1,3-bisdiazonium tetrafluoroborate

79-06-1

2-propenamide

A

51-36-5

3,5-dichlorobenzoic acid

B

3-(3-amino-2-chloro-3-oxopropyl)-5-chlorobenzoic acid

Conditions
ConditionsYield
With copper(II) tetrafluroborate hexahydrate; sodium chloride In water; acetone at -25 - 10℃; for 1h; Sandmeyer Reaction; chemoselective reaction;A 21%
B 40%
10203-08-4

3,5-dichlorobenzaldehyde

A

60211-57-6

3,5-dichlorobenzyl alcohol

B

51-36-5

3,5-dichlorobenzoic acid

Conditions
ConditionsYield
With potassium hydroxide
With potassium hydroxide
535-87-5

3.5-diaminobenzoic acid

51-36-5

3,5-dichlorobenzoic acid

Conditions
ConditionsYield
With copper chloride Diazotization;
25186-47-4

3,5-dichlorotoluene

51-36-5

3,5-dichlorobenzoic acid

Conditions
ConditionsYield
With nitric acid at 170℃;
With chlorine at 185 - 190℃; Irradiation.anschliessendes Behandeln mit H2SO4 <8prozent SO3 enthaltend>;

3,5-Dichlorobenzoic acid Specification

The IUPAC name of 3,5-Dichlorobenzoic acid is 3,5-dichlorobenzoic acid. With the CAS registry number 51-36-5, it is also named as Benzoic acid, 3,5-dichloro-. The product's categories are Fine Chemical & Intermediates; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Organic Acids; Alpha Sort; D; D Alphabetic; DIA - DIC; Pesticides & Metabolites; C7; Carbonyl Compounds; Carboxylic Acids; 500 Series Drinking Water Methods; DIA - DICEPA; Method 552; Volatiles / Semivolatiles. Besides, it is white to beige powder, which should be stored at 2-8 °C. In addition, its molecular formula is C7H4Cl2O2 and molecular weight is 191.01.

The other characteristics of this product can be summarized as: (1)EINECS: 200-092-4; (2)ACD/LogP: 3.92; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 1.91; (5)ACD/LogD (pH 7.4): 0.84; (6)ACD/BCF (pH 5.5): 5.49; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 31.62; (9)ACD/KOC (pH 7.4): 2.66; (10)#H bond acceptors: 2; (11)#H bond donors: 1; (12)#Freely Rotating Bonds: 1; (13)Index of Refraction: 1.598; (14)Molar Refractivity: 42.97 cm3; (15)Molar Volume: 125.8 cm3; (16)Surface Tension: 53.9 dyne/cm; (17)Density: 1.517 g/cm3; (18)Flash Point: 140.7 °C; (19)Melting Point: 184-190 °C; (20)Enthalpy of Vaporization: 58.06 kJ/mol; (21)Boiling Point: 309.1 °C at 760 mmHg; (22)Vapour Pressure: 0.000282 mmHg at 25 °C.

Uses of 3,5-Dichlorobenzoic acid: this chemical can be used as as pesticide intermediate and pharmaceutical intermediate. Additionally, it can react with Allyl isopropenyl dicarbonate to get 3,5-Dichloro-benzoic acid allyl ester.
This reaction needs DMAP and Acetonitrile at ambient temperature for 2 hours. The yield is 84 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. And limited evidence of a carcinogenic effect. Please keep away from sources of ignition. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. Moreover, you should wear suitable protective clothing, gloves and eye/face protection  to avoid contact with skin and eyes.

People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: C1=C(C=C(C=C1Cl)Cl)C(=O)O
(2)InChI: InChI=1S/C7H4Cl2O2/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3H,(H,10,11)
(3)InChIKey: CXKCZFDUOYMOOP-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 237mg/kg (237mg/kg) BEHAVIORAL: REGIDITY

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Journal of Medicinal Chemistry. Vol. 11, Pg. 1020, 1968.
mouse LD50 subcutaneous 250mg/kg (250mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Biochemical Pharmacology. Vol. 13, Pg. 1538, 1964.

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