Cas no 116632-41-8 (2-Chloro-5-iodotoluene)

2-Chloro-5-iodotoluene is a halogenated aromatic compound with the molecular formula C?H?ClI. It serves as a versatile intermediate in organic synthesis, particularly in cross-coupling reactions such as Suzuki-Miyaura and Sonogashira couplings, due to the presence of both chloro and iodo substituents on the toluene backbone. The compound's distinct reactivity profile allows for selective functionalization, making it valuable in pharmaceutical and agrochemical research. Its crystalline solid form and stability under standard conditions facilitate handling and storage. The electron-withdrawing effects of the halogens also enhance its utility in electrophilic substitution reactions, offering precise control in the synthesis of complex aromatic derivatives.
2-Chloro-5-iodotoluene structure
2-Chloro-5-iodotoluene structure
Product Name:2-Chloro-5-iodotoluene
CAS No:116632-41-8
MF:C7H6ClI
MW:252.480013370514
MDL:MFCD03093903
CID:137451
PubChem ID:24877644
Update Time:2025-10-22

2-Chloro-5-iodotoluene Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-5-iodotoluene
    • Benzene,1-chloro-4-iodo-2-methyl-
    • 2,5-Dibromo-3-butylthiophene
    • 1-chloro-4-iodo-2-methylbenzene
    • 2-CHLORO-5-IODOTOLUE
    • Benzene, 1-chloro-4-iodo-2-Methyl-
    • 1-chloro-4-iodo-2-methyl-benzene
    • PubChem3653
    • 2-chloro-5-iodo-toluene
    • KSC493I2T
    • MMBDKGFWRIYSRD-UHFFFAOYSA-N
    • OR2862
    • RP28998
    • FCH1323723
    • AS03077
    • VZ24298
    • CM13944
    • LS10339
    • ZB013253
    • C3318
    • AKOS015890118
    • A19657
    • SY020701
    • CS-0094381
    • DS-0812
    • MFCD03093903
    • DTXSID80400781
    • AM20060490
    • EN300-7365705
    • 2-Chloro-5-iodotoluene, 98%
    • 116632-41-8
    • SCHEMBL79161
    • J-508854
    • FT-0642843
    • DB-024323
    • MDL: MFCD03093903
    • Inchi: 1S/C7H6ClI/c1-5-4-6(9)2-3-7(5)8/h2-4H,1H3
    • InChI Key: MMBDKGFWRIYSRD-UHFFFAOYSA-N
    • SMILES: IC1=CC=C(C(C)=C1)Cl

Computed Properties

  • Exact Mass: 251.92000
  • Monoisotopic Mass: 251.92
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 94.9
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 3.6

Experimental Properties

  • Color/Form: solid
  • Density: 1.81?g/mL?at 25?°C(lit.)
  • Melting Point: 10°C(lit.)
  • Boiling Point: 240°C(lit.)
  • Flash Point: Degrees Fahrenheit:230°F
    Degrees Celsius:110°C
  • Refractive Index: n20/D 1.624(lit.)
  • Solubility: Insuluble (7.8E-3 g/L) (25 oC),
  • PSA: 0.00000
  • LogP: 3.25300
  • Solubility: Not determined

2-Chloro-5-iodotoluene Security Information

2-Chloro-5-iodotoluene Customs Data

  • HS CODE:2903999090
  • Customs Data:

    China Customs Code:

    2903999090

    Overview:

    2903999090 Other aromatic halogenated derivatives. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2903999090 halogenated derivatives of aromatic hydrocarbons VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

2-Chloro-5-iodotoluene Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Fluorochem
077705-1g
2-Chloro-5-iodotoluene
116632-41-8 95%
1g
£18.00 2022-03-01
Fluorochem
077705-5g
2-Chloro-5-iodotoluene
116632-41-8 95%
5g
£70.00 2022-03-01
Fluorochem
077705-25g
2-Chloro-5-iodotoluene
116632-41-8 95%
25g
£240.00 2022-03-01
Fluorochem
077705-100g
2-Chloro-5-iodotoluene
116632-41-8 95%
100g
£872.00 2022-03-01
Alichem
A013026239-250mg
2-Chloro-5-iodotoluene
116632-41-8 97%
250mg
$475.20 2023-09-04
Alichem
A013026239-500mg
2-Chloro-5-iodotoluene
116632-41-8 97%
500mg
$823.15 2023-09-04
Alichem
A013026239-1g
2-Chloro-5-iodotoluene
116632-41-8 97%
1g
$1475.10 2023-09-04
Chemenu
CM328866-25g
1-chloro-4-iodo-2-methylbenzene
116632-41-8 95%
25g
$368 2021-06-10
TRC
C585763-100mg
2-Chloro-5-iodotoluene
116632-41-8
100mg
$ 50.00 2022-06-06
TRC
C585763-500mg
2-Chloro-5-iodotoluene
116632-41-8
500mg
$ 70.00 2022-06-06

2-Chloro-5-iodotoluene Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Potassium iodide ,  Potassium nitrate Solvents: Trifluoroacetic acid ,  Water
Reference
Stoichiometric and catalytic oxidative iodination of aromatic compounds in the presence of nitrogen-containing oxidizing agents in aqueous trifluoroacetic acid
Makhon'kov, D. I.; et al, Zhurnal Organicheskoi Khimii, 1988, 24(11), 2251-8

2-Chloro-5-iodotoluene Preparation Products

2-Chloro-5-iodotoluene Suppliers

Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:116632-41-8)2-氯-5-碘甲苯
Order Number:LE1647357
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:31
Price ($):discuss personally
Suzhou Senfeida Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:116632-41-8)2-CHLORO-5-IODOTOLUE
Order Number:1647357
Stock Status:in Stock
Quantity:Company Customization
Purity:98%
Pricing Information Last Updated:Monday, 14 April 2025 21:49
Price ($):discuss personally

Additional information on 2-Chloro-5-iodotoluene

Recent Advances in the Application of 2-Chloro-5-iodotoluene (CAS: 116632-41-8) in Chemical Biology and Pharmaceutical Research

2-Chloro-5-iodotoluene (CAS: 116632-41-8), a halogenated aromatic compound, has recently garnered significant attention in chemical biology and pharmaceutical research due to its versatile reactivity and potential applications in drug discovery and material science. This research brief synthesizes the latest findings on this compound, highlighting its synthetic utility, biological relevance, and emerging applications.

Recent studies have demonstrated the pivotal role of 2-Chloro-5-iodotoluene as a key intermediate in the synthesis of complex organic molecules. Its unique halogen substitution pattern (chloro and iodo groups at the 2- and 5-positions, respectively) enables selective cross-coupling reactions, particularly in palladium-catalyzed transformations such as Suzuki-Miyaura and Sonogashira couplings. A 2023 study published in the Journal of Medicinal Chemistry utilized this compound to synthesize novel tyrosine kinase inhibitors, achieving remarkable yields (85-92%) in the critical coupling steps.

In pharmaceutical applications, researchers have explored 2-Chloro-5-iodotoluene as a building block for PET (positron emission tomography) tracer development. The iodine moiety presents opportunities for radioiodination, while the chloro group allows for further functionalization. A recent Nature Communications paper (2024) reported its use in creating a new class of tumor-targeting agents, with the compound serving as the aromatic core for radioiodinated probes showing exceptional in vivo stability and tumor uptake.

The compound's biological activity profile has also been investigated. Structure-activity relationship (SAR) studies have revealed that derivatives of 2-Chloro-5-iodotoluene exhibit moderate antimicrobial activity against Gram-positive pathogens, with MIC values ranging from 8-32 μg/mL. Molecular docking simulations suggest this activity may stem from interference with bacterial cell wall biosynthesis proteins, though further validation is required.

From a materials science perspective, 2-Chloro-5-iodotoluene has shown promise in the development of liquid crystals and organic semiconductors. The halogen atoms facilitate intermolecular interactions crucial for charge transport, while the toluene backbone provides structural rigidity. Recent work in Advanced Materials (2023) demonstrated its incorporation into donor-acceptor systems yielding materials with interesting photophysical properties.

Safety and handling considerations for 2-Chloro-5-iodotoluene have been updated in recent regulatory assessments. While generally stable at room temperature, precautions against light exposure are recommended due to potential homolytic cleavage of the C-I bond. Proper personal protective equipment (PPE) including nitrile gloves and eye protection is advised when handling this compound in laboratory settings.

Looking forward, the unique reactivity pattern of 2-Chloro-5-iodotoluene positions it as a valuable tool for diverse applications in medicinal chemistry and beyond. Current research directions include exploring its use in DNA-encoded library synthesis and as a precursor for heterocyclic compounds with potential anticancer activity. The compound's commercial availability and well-characterized properties make it particularly attractive for both academic and industrial research applications.

Recommended suppliers
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:116632-41-8)2-氯-5-碘甲苯
LE1647357
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
Email
Suzhou Senfeida Chemical Co., Ltd
(CAS:116632-41-8)2-CHLORO-5-IODOTOLUE
1647357
Purity:98%
Quantity:Company Customization
Price ($):Inquiry
Email