ChemicalBook > CAS DataBase List > 2,3-Dichlorobenzoic acid

2,3-Dichlorobenzoic acid

Product Name
2,3-Dichlorobenzoic acid
CAS No.
50-45-3
Chemical Name
2,3-Dichlorobenzoic acid
Synonyms
2,3-Dichlorobenzoic;2,3-Dichlorbenzoesure;2,3-dichloro-benzoicaci;2,3-DICHLOROBENZOIC ACID pure;2,3-Dichlorobe;TIMTEC-BB SBB003641;RARECHEM AL BO 0323;2,3-dichlorobenzoate;3-Dichlorobenzoic acid;2,3-Dichorobenzoic acid
CBNumber
CB5227477
Molecular Formula
C7H4Cl2O2
Formula Weight
191.01
MOL File
50-45-3.mol
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2,3-Dichlorobenzoic acid Property

Melting point:
168-170 °C (lit.)
Boiling point:
273.68°C (rough estimate)
Density 
1.4410 (rough estimate)
refractive index 
1.4590 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka
2.53±0.25(Predicted)
color 
White to Off-White
Water Solubility 
slightly soluble
BRN 
1946217
InChI
InChI=1S/C7H4Cl2O2/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3H,(H,10,11)
InChIKey
QAOJBHRZQQDFHA-UHFFFAOYSA-N
SMILES
C(O)(=O)C1=CC=CC(Cl)=C1Cl
CAS DataBase Reference
50-45-3(CAS DataBase Reference)
EPA Substance Registry System
2,3-Dichlorobenzoic acid (50-45-3)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39-36-24/25
WGK Germany 
2
RTECS 
DG6475000
HazardClass 
IRRITANT
HS Code 
29163990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
225339
Product name
2,3-Dichlorobenzoic acid
Purity
97%
Packaging
10g
Price
$38.6
Updated
2024/03/01
Sigma-Aldrich
Product number
1356778
Product name
Lamotrigine Related Compound B
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
20mg
Price
$1490
Updated
2024/03/01
TCI Chemical
Product number
D3319
Product name
2,3-Dichlorobenzoic Acid
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$32
Updated
2024/03/01
TCI Chemical
Product number
D3319
Product name
2,3-Dichlorobenzoic Acid
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$95
Updated
2024/03/01
Alfa Aesar
Product number
A10522
Product name
2,3-Dichlorobenzoic acid, 98%
Packaging
10g
Price
$62.65
Updated
2024/03/01
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2,3-Dichlorobenzoic acid Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powder

Uses

2,3-Dichlorobenzoic acid is the key intermediate for antiepileptic drug Lamotrigine (L173250) and other pharmaceuticals for the treatment of central nervous system (CNS) disorders and disease.

Definition

ChEBI: 2,3-dichlorobenzoic acid is a chlorobenzoic acid that is benzoic acid in which the ring hydrogens at positions 2 and 3 are substituted by chloro groups. It has a role as an impurity and a bacterial xenobiotic metabolite. It is a chlorobenzoic acid and a dichlorobenzene. It is functionally related to a benzoic acid. It is a conjugate acid of a 2,3-dichlorobenzoate.

General Description

2,3-Dichlorobenzoic acid is an intermediate metabolite of polychlorinated biphenyls (PCBs).

Synthesis

2,3-Dichlorobenzoic acid was prepared from 2,3-dichloroaniline by diazotization and Myerwine reaction to 2,3-dichlorobenzaldehyde, and then oxidized by potassium permanganate, with an overall yield of 45%.
Another synthesis of 2,3-dichlorobenzoic acid:
Step (a) A solution of 2,3-dichloroiodobenzene in sodium dried ether was added dropwise to magnesium turnings and a crystal of iodine with warming so as to form a Grignard reagent.
Step (b) The mixture of Step (a) was stirred and refluxed then cooled and transferred dropwise, under nitrogen, into a stirred mixture of sodium dried ether containing solid carbon dioxide.
Step (c) The mixture of Step (b) was stirred for 2 hours, left overnight to warm to room temperature, then treated with ice and aqueous hydrochloric acid, and the product extracted with ether. The combined ether extracts were washed with water then repeatedly extracted with an aqueous sodium hydroxide. These basic solutions were combined, stirred with activated charcoal for 10 minutes, filtered and the cooled filtrate was acidified with concentrated hydrochloric acid at lO.degree. C.
Step (d) The resultant solid was filtered off, washed with water (2.times.20 mis) and dried in vacuo. Yield 77.6%.

Purification Methods

Aromatic acid impurities (to <0.05%) can be removed via the (±)--methylbenzylamine salt as described for 2,4-dichlorobenzoic acid [Ley & Yates Organic Process Research & Development 12 120 2008.] Crystallise the acid from H2O, aqueous EtOH, or 30% aqueous AcOH and several times from *C6H6, then dry it in vacuo at 40o overnight. The methyl ester has m 35-39o . [Hope & Riley J Chem Soc 123 2478 1923, Lock Monatsh Chem 90 687 1959, Shorter & Mather J Chem Soc 4744 1961, Beilstein 9 II 228, 9 IV 998.]

2,3-Dichlorobenzoic acid Preparation Products And Raw materials

Raw materials

Preparation Products

Lamotrigine
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2,3-Dichlorobenzoic acid Suppliers

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View Lastest Price from 2,3-Dichlorobenzoic acid manufacturers

Speranza Chemical Co., Ltd.
Product
2,3-Dichlorobenzoic acid 50-45-3
Price
US $30.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
300MT/year
Release date
2019-12-24
Hebei Guanlang Biotechnology Co,.LTD
Product
2,3-Dichlorobenzoic acid 50-45-3
Price
US $9.00/KG
Min. Order
1KG
Purity
99.9
Supply Ability
1 ton
Release date
2023-08-10
Hebei Mojin Biotechnology Co., Ltd
Product
2,3-Dichlorobenzoic acid 50-45-3
Price
US $0.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
99%
Supply Ability
5000kg/month
Release date
2021-10-13

50-45-3, 2,3-Dichlorobenzoic acidRelated Search:

3,5-DICHLOROBENZOIC ACID 2',4'-Dichloroacetophenone 1,3-Dichlorobenzene 1,2-Dichloroethane 4-Aminobenzoic acid Benzoic acid 4-Nitrobenzoic acid Citric acid Ethyl 2-(Chlorosulfonyl)acetate 1,2-Dichloro-4-(chloromethyl)benzene Estradiol benzoate 2,4-Dichlorobenzoic acid Folic acid Lamotrigine Impurity 4 3-Dechloro-4-chloro Lamotrigine LaMotrigine Related CoMpound C (Z)-[cyano(2,3-dichlorophenyl)methylene]carbazamidine Lamotrigine Impurity 6

  • Lamotrigine Related Compound B (USP)
  • 2,3Dichlorobenzoic acid (Lamotrigine Related Compound B)
  • 2,3-dichloro-benzoicaci
  • RARECHEM AL BO 0323
  • TIMTEC-BB SBB003641
  • 2,3-DICHLOROBENZOIC ACID
  • 2,3-DICHLOROBENZOIC ACID PESTANAL, 250 M
  • 2,3-Dichlorobenzoicacid,98%
  • 2,3-Dichlorobenzoic
  • 2,3-Dichlorbenzoesure
  • Benzoic acid, 2,3-dichloro-
  • 3-Dichlorobenzoic acid
  • Lamotrigine Related Compound B (20 mg) (2,3-dichlorobenzoic acid)
  • 2,3-DICHLOROBENZOIC ACID pure
  • 2,3-Dichlorobe
  • Lamotrigine Impurity E (2,3-Dichlorobenzoic Acid)
  • 2,3-Dichorobenzoic acid
  • LaMotrigine Related CoMpound B
  • Lamotrigine impurity E (PhEur)
  • Lamotrigine EP impurity E
  • 2,3-dichlorobenzoate
  • Lamotrigine impurity E CRS
  • 2,3-DichlorobenzoicAcid&gt
  • Lamotrigine EP Impurity E (2,3-Dichlorobenzoic Acid)
  • Lamotrigine Impurity 4 (Lamotrigine EP Impurity E)
  • Lamotrigine EP Impurity E/ Lamotrigine Related Compound B
  • Lamotrigine Impurity EQ: What is Lamotrigine Impurity E Q: What is the CAS Number of Lamotrigine Impurity E Q: What is the storage condition of Lamotrigine Impurity E
  • Lamotrigine Related Compound B (2,3-dichlorobenzoic acid) (1356778)
  • Lamotrigine USP Related Compound B
  • Lamotrigine EP Impurity E (Lamotrigine USP Related Compound B)
  • Lamotrigine EP Impurity-E / Lamotrigine Relaed Compound-B
  • 50-45-3
  • 50-46-3
  • 50-43-3
  • HOOCC6H3Cl2
  • C7H3Cl2O2
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  • Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
  • Benzoic acid
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