133-53-9 Usage
Description
2,4-Dichloro-3,5-dimethylphenol is a chemical compound characterized by its light beige powder appearance and a phenolic characteristic odor. It is a white to off-white powder or block mass powder with a minimum content of active matter at 98.0%. 2,4-Dichloro-3,5-dimethylphenol has a melting range of 92-95°C and a boiling point of 269°C. It is sparingly soluble in water at 20°C with a solubility of 0.2g/L. The dry loss is maximum at 0.10%, and it contains a maximum of 80 ppm iron, 0.5% maximum residue on ignition, 0.5% maximum water content, and 0.001% maximum total heavy metal. The solubility of 2,4-Dichloro-3,5-dimethylphenol results in a clear solution.
Uses
Used in Soap Industry:
2,4-Dichloro-3,5-dimethylphenol is used as a bacteriostat in soaps, helping to inhibit the growth of bacteria and maintain cleanliness.
Used as a Mold Inhibitor and Preservative:
2,4-Dichloro-3,5-dimethylphenol serves as a mold inhibitor and preservative in various applications, preventing the growth of mold and preserving the quality of products.
Used in Aqueous Functional Fluids:
2,4-Dichloro-3,5-dimethylphenol is used as a preservative in aqueous functional fluids, ensuring the stability and longevity of these fluids.
Used as a Microbicide in Disinfectants:
2,4-Dichloro-3,5-dimethylphenol is also used as a microbicide in disinfectants, helping to eliminate microorganisms and promote a hygienic environment. However, it is of lesser importance compared to PCMX due to its more intense smell and lower solubility in water.
Preparation
2,4-Dichloro-3,5-dimethylphenol is obtained by reaction of 4-chloro-3,5-dimethylphenol with N-chloroacetamide in glacial acetic acid with concentrated HCl.
Solubility in organics
2,4-Dichloro-3,5-dimethylphenol is soluble in alkali solutions, and readily soluble in organic solvents.
Solubility in water
It has a solubility in water of 0.2 g/L at 20 °C.
TEST ITEMS
SPECIFICATION
ODOUR
PHENOLIC CHARACTERISTIC ODOUR
CONTENT OF ACTIVE MATTER
98.0% min
MELT RANGE
92-95
°
C
BOILING POINT
269
°
C
SOLUBILITY 20
°
C/WATER
0.2g/L
DRY LOSS
0.10% max
IRON
80 ppm max
RESIDUE ON IGNITION
0.5% max
WATER
0.5% max
TOTAL HEAVY METAL
0.001% max
SOLUBILITY
CLEAR SOLUTION
Check Digit Verification of cas no
The CAS Registry Mumber 133-53-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 3 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 133-53:
(5*1)+(4*3)+(3*3)+(2*5)+(1*3)=39
39 % 10 = 9
So 133-53-9 is a valid CAS Registry Number.
InChI:InChI=1/C8H8Cl2O/c1-4-3-6(11)8(10)5(2)7(4)9/h3,11H,1-2H3
133-53-9Relevant articles and documents
Regioselective synthesis of important chlorophenols in the presence of methylthioalkanes with remote SMe, OMe or OH substituents
Smith, Keith,Al-Zuhairi, Ali J.,Elliott, Mark. C.,El-Hiti, Gamal A.
, p. 607 - 621 (2018/07/13)
Various methylthio alcohols, methoxy(methylthio)alkanes and bis(methylthio)alkanes have been used as regioselectivity modifiers in the chlorination reactions of various phenols at room temperature. The process involves the use of a slight excess of sulfuryl chloride in the presence of aluminum or ferric chloride as an activator. Methylthio alcohols, methoxy(methylthio)alkanes and bis(methylthio)alkanes having 2 and 3 methylene groups as a spacer were found to be good for the para-selective chlorination of o-cresol and phenol. On the other hand, methylthio alcohols, methoxy(methylthio)alkanes and bis(methylthio)alkanes having 6 and 9 methylene groups were found to be good for the selective para-chlorination of m-xylenol and m-cresol. Calculations using density functional theory on bis(methylthio)alkanes have suggested two different types of stable chlorinated intermediates depending on the number of methylene units as a spacer.
Highly Selective Aromatic Chlorinations. Part 2. The Chlorination of Substituted Phenols, Anisoles, Anilines, and Related Compounds with N-Chloroamines in Acidic Solution
Smith, John R. Lindsay,McKeer, Linda C.,Taylor, Jonathan M.
, p. 385 - 392 (2007/10/02)
Phenols, anisoles, anilines, and related compounds are chlorinated in trifluoroacetic acid at room temperature by N-chlorodialkylamines and N-chlorotrialkylammonium salts.With monsubstituted compounds and their 2- and 3-substituted derivatives the reaction occurs efficiently and selectively at the 4-position.The reactivity of these substrates and the selectivity of their chlorinations are determined by electronic rather than steric effects of the substituent.Blocking the reaction with a substituent at the 4-position generally leads to only poor or moderate yields of the 2-chlorinated product.Evidence for radical and cation radical intermediates has been obtained in the reactions of some of the 4-substituted reactants and the mechanism of chlorination is discussed in the light of these findings.The reactions of selected substrates have been scaled up to give laboratory syntheses.