| Identification | More | [Name]
5-Chloro-2-methylbenzoic acid | [CAS]
7499-06-1 | [Synonyms]
3-CHLORO-6-METHYLBENZOIC ACID
5-CHLORO-2-METHYLBENZOIC ACID
5-CHLORO-O-TOLUIC ACID
RARECHEM AL BO 0471
5-Chloro-2-methylbenzoic
4-(CHLOROMETHYL)BENZOIC ACID 99+% | [Molecular Formula]
C8H7ClO2 | [MDL Number]
MFCD00045842 | [Molecular Weight]
170.59 | [MOL File]
7499-06-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
168-173 °C | [Boiling point ]
293.5±20.0 °C(Predicted) | [density ]
1.310±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
3.50±0.25(Predicted) | [color ]
White to Light yellow to Light orange | [InChI]
InChI=1S/C8H7ClO2/c1-5-2-3-6(9)4-7(5)8(10)11/h2-4H,1H3,(H,10,11) | [InChIKey]
CSAPESWNZDOAFU-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC(Cl)=CC=C1C | [CAS DataBase Reference]
7499-06-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R41:Risk of serious damage to eyes.
R37/38:Irritating to respiratory system and skin .
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29163990 |
| Hazard Information | Back Directory | [Chemical Properties]
White powder | [Definition]
ChEBI: 5-chloro-2-methylbenzoic acid is a member of the class of chlorobenzoic acids that is benzoic acid in which the ring hydrogens at positions 2 and 5 are replaced by methyl and chloro groups, respectively. It is a chlorobenzoic acid, a member of monochlorobenzenes and a member of toluenes. | [Synthesis]
In a 100 mL three-necked flask equipped with a reflux condenser, 1.36 g (10 mmol) of 2-methylbenzoic acid was suspended in 25 mL of 30% (w/w) sulfuric acid. Subsequently, 2.4 g (15 mmol) of iodine monochloride was dissolved in 5 g of acetic acid and added slowly and dropwise to the above suspension over 40 minutes. The reaction mixture was stirred at 90°C for 5 hours. After completion of the reaction, the mixture was poured into 90 mL of water and the precipitate was collected by filtration. The precipitate was washed with aqueous sodium sulfite to give 1.6 g of crystalline solid product. Analysis of the product showed a composition of 33% 2-methylbenzoic acid, 13% 5-chloro-2-methylbenzoic acid, 9% 3-chloro-2-methylbenzoic acid, 38% 5-iodo-2-methylbenzoic acid, 5% 3-iodo-2-methylbenzoic acid, and 2% other impurities. Attempts were made to purify the above mixture by recrystallization from acetic acid or isopropanol to isolate 5-iodo-2-methylbenzoic acid, but the purity of the mixture was not significantly improved, making it difficult to obtain pure 5-iodo-2-methylbenzoic acid. | [References]
[1] Patent: EP1595862, 2005, A1. Location in patent: Page/Page column 11-12 |
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