Encyclopedia / Organic Intermediate / Pharmaceutical Intermediates / Organic Intermediates

1-Chloro-3-iodobenzene

CAS：625-99-0
MW:238.452
MF：C6H4ClI

1-Chloro-3-iodobenzene, with the chemical formula C6H4ClI and CAS registry number 625-99-0, is a compound known for its applications in organic synthesis. This compound is a clear liquid characterized by its chlorine and iodine functional groups. It is commonly used as a reagent in various chemical reactions, offering a versatile platform for the introduction of chlorine and iodine moieties into different molecules. 1-Chloro-3-iodobenzene is often used in the pharmaceutical industry for the synthesis of biologically active compounds. It is also utilized in the production of dyes and pigments. This compound has been extensively studied for its physical and chemical properties, as well as its potential environmental and health effects. Overall, 1-Chloro-3-iodobenzene plays a crucial role in the field of organic chemistry and offers a wide range of applications in various industries.

View more+

Email Tweet Share

Names and ldentifier
Properties
Use and Manufacturing
Safety and Handling
Msds
NMR Spectrum
Other Information
Computational chemical data
Related Questions
Realated Product Infomation

1. Names and Identifiers

1.1 Name: 1-Chloro-3-iodobenzene

1.2 Synonyms: 1-chloro-3-iodo-benzen; 1-Chloro-3-iodo-benzene; 1-Iodo-3-chlorobenzene; 3-Chloro-1-iodobenzene; 3-CHLOROIODOBENZENE; 3-Chloroiodobenzene (stabilized with Copper chip); 3-Chlorophenyl iodide; 3-Iodochlorobenzene; Benzene, 1-chloro-3-iodo-; Benzene,1-chloro-3-iodo; EINECS 210-920-6; M-CHLOROIODOBENZENE; m-Chlorophenyl iodide; metha-chloroiodobenzene; MFCD00001046; m-iodochlorobenzene; NSC 32861; oroiodobenzene;

View all

1.3 CAS No.: 625-99-0

1.4 CID: 12269

1.5 EINECS: 210-920-6

1.6 Molecular Formula: C6H4ClI

1.7 Inchi: InChI=1S/C6H4ClI/c7-5-2-1-3-6(8)4-5/h1-4H

1.8 InChkey: JMLWXCJXOYDXRN-UHFFFAOYSA-N

1.9 Canonical Smiles: C1=CC(=CC(=C1)I)Cl

1.10 Isomers Smiles: C1=CC(=CC(=C1)I)Cl

2. Properties

2.1 Solubility: Soluble in water 67.2 mg/L.

2.2 Appearance: Clear light yellow Liquid

2.3 Storage: Light Sensitive. Ambient temperatures.

2.4 Chemical Properties: Clear light yellow liquid

2.5 Color/Form: Clear light yellow

2.6 Water Solubility: soluble in water 67.2 mg/L.

2.7 Stability: Stable at room temperature in closed containers under normal storage and handling conditions.

2.8 StorageTemp: Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

3. Use and Manufacturing

3.1 Description

1-Chloro-3-iodobenzene, with the chemical formula C6H4ClI, has the CAS number 625-99-0. It appears as a colorless to pale yellow solid with a faint odor. The basic structure of 1-Chloro-3-iodobenzene consists of a chlorine atom and an iodine atom attached to a benzene ring. This compound is sparingly soluble in water. Safety information indicates that 1-Chloro-3-iodobenzene may cause skin and eye irritation. It is also harmful if swallowed or inhaled. Precautions should be taken to avoid contact with skin, eyes, and clothing. In case of ingestion, immediate medical attention is required. When exposed to high temperatures, 1-Chloro-3-iodobenzene may emit toxic fumes. It is important to prevent its release into the environment to minimize its impact.

Applicable Fields

Organic Synthesis: 1-Chloro-3-iodobenzene is commonly used in organic synthesis reactions. Its purpose in this field involves its ability to serve as a starting material or reagent for the synthesis of various organic compounds. The mechanism of action in organic synthesis depends on the specific reaction being performed.

Storage

Conditions: Store in a cool and dry place.

View all

3.2 Methods of Manufacturing: General procedure: A mixture of the arylboronic acid (0.55mmol), KF (96mg, 1.65mmol) and IGeneral procedure: Arylboronic acid 1 (0.5 mmol) and K2CO3 (1 mmol, 138.0mg) were added to a 20 mL Schlenk-tube equipped with amagnetic stir bar. The tube was evacuated twice and backfilledwith N2. MeCN (2 mL) and I2 (0.75 mmol, 191 mg)were added to the tube at r.t. under a stream of N2, and thetube was sealed and placed into a pre-heated oil bath at 80 °Cfor 8–12 h. The resulting solution was cooled to r.t. and H2O(10 mL) was added. The aq layer was extracted with EtOAc (3 × 5 mL). For products 2s and 2t, HCl (1 M) was added tothe aq solution until pH 2 before extraction. The combinedorganic phase was dried over anhydrous Na2SO4, filteredand concentrated by rotary evaporation. Purification of theresidue by column chromatography on silica gel providedthe desired product 2a–vGeneral procedure: To a suspension of aryl diazofluoroborate (1 mmol) inwater (3mL), aqueous solution of potassium iodide (1.5 mmol in 2mL H2O) was added in single lot at room temperature.Reaction mixture was stirred for specific time (Table 2).The solid product was separated by filtration and the liquidproducts were separated by extraction in diethyl ether (5mL).The organic layer was dried over anhydrous Na2SO4 andsolvent was removed at room temperature afforded pure iodocompounds in excellent yields. Further all synthesized compoundswere characterized and confirmed by comparisonwith reported aryl iodides.General procedure: To a 15 mL test tube with septum Cs2CO3 (0.6 mmol, 195 mg), aromaticcarboxylic acid (1) (0.3 mmol), [Ir(dF(CF3)ppy)2dtbbpy]PF6 (D) (6 μmmol, 6.7 mg), NIS (1.5mmol, 337.5 mg) and I2 (60 μmol, 20 molpercent) were added. The tube was evacuated and backfilledwith argon for three times, and then 3 mL of dry DCE was added through a syringer under argon.The tube was sealed with Parafilm Mr? and placed in an oil bath with a contact thermometer, andthe reaction was carried out at 50 °C under irradiation with 6 × 5 W blue LEDs (λmax = 455 nm).After 24 h or 36 h, the resulting mixture was filtered through a 2 cm thick pad of silica, and thesilica was washed with DCM) (50 mL). The filtrate was collected and the solvent was removed invacuo. The crude residue was purified by silica gel flash column chromatography to provide thetarget product (2). (Note: The reaction was very sensitive to moisture, and the yields sharplydecreased to less than 5percent when 0.01 equivalent of H2O was added to the reaction system).

View all

3.3 Usage: suzuki reaction

4. Safety and Handling

4.1 Safety: Safety information of 1-Chloro-3-iodobenzene (625-99-0):
Hazard Codes Xi
Risk Statements 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements 24/25
S24/25: Avoid contact with skin and eyes
WGK Germany 3
TSCA T

View all

4.2 Sensitive: Light Sensitive

4.3 Specification: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.Store in a cool, dry place. Keep container closed when not in use.

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Not classified.

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Warning
Hazard statement(s)	H315 Causes skin irritation H319 Causes serious eye irritation H335 May cause respiratory irritation
Precautionary statement(s)
Prevention	none
Response	none
Storage	none
Disposal	none

2.3 Other hazards which do not result in classification

none

View all

6. NMR Spectrum

13C NMR : in CDCl3

1H NMR : 90 MHz in CDCl3

1H NMR : parameter in TMS

IR : liquid film

Mass

7. Synthesis Route

625-99-0Total: 15 Synthesis Route

108-90-7 93 Suppliers

625-99-0 92 Suppliers

108-42-9 159 Suppliers

625-99-0 92 Suppliers

View all

8. Precursor and Product

precursor:

4405-42-9

36229-42-2

626-01-7

63503-60-6

108-42-9

456-39-3

108-90-7

108-95-2

31928-46-8

591-18-4

product:

108-43-0

7572-40-9

2050-67-1

86455-97-2

108-42-9

535-80-8

5123-09-1

108-37-2

5431-34-5

108-90-7

9. Computed Properties

Molecular Weight：238.452g/mol
Molecular Formula：C₆H₄ClI
Compound Is Canonicalized：True
XLogP3-AA：237.90463
Monoisotopic Mass：237.90463
Complexity：74.9
Rotatable Bond Count：0
Hydrogen Bond Donor Count：0
Hydrogen Bond Acceptor Count：0
Topological Polar Surface Area：0
Heavy Atom Count：：8
Defined Atom Stereocenter Count：0
Undefined Atom Stereocenter Count：0
Defined Bond Stereocenter Count：0
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADcYBgAAAEAgAAAAAAAAAAAAAAAAAAAAAwAAAAAAAAAAABAAAAGAIgAAAACAKCECAwAIAAAACAACBCAAACAAAgBQAIiAAAAogIICKBExCAIAAggAAIiAcAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

10.Other Information

Usage: 1-Chloro-3-iodobenzene is used as a pharmaceutical intermediate.

Storage Conditions: General procedure: A mixture of the arylboronic acid (0.55mmol), KF (96mg, 1.65mmol) and IGeneral procedure: Arylboronic acid 1 (0.5 mmol) and K2CO3 (1 mmol, 138.0mg) were added to a 20 mL Schlenk-tube equipped with amagnetic stir bar. The tube was evacuated twice and backfilledwith N2. MeCN (2 mL) and I2 (0.75 mmol, 191 mg)were added to the tube at r.t. under a stream of N2, and thetube was sealed and placed into a pre-heated oil bath at 80 °Cfor 8–12 h. The resulting solution was cooled to r.t. and H2O(10 mL) was added. The aq layer was extracted with EtOAc (3 × 5 mL). For products 2s and 2t, HCl (1 M) was added tothe aq solution until pH 2 before extraction. The combinedorganic phase was dried over anhydrous Na2SO4, filteredand concentrated by rotary evaporation. Purification of theresidue by column chromatography on silica gel providedthe desired product 2a–vGeneral procedure: To a suspension of aryl diazofluoroborate (1 mmol) inwater (3mL), aqueous solution of potassium iodide (1.5 mmol in 2mL H2O) was added in single lot at room temperature.Reaction mixture was stirred for specific time (Table 2).The solid product was separated by filtration and the liquidproducts were separated by extraction in diethyl ether (5mL).The organic layer was dried over anhydrous Na2SO4 andsolvent was removed at room temperature afforded pure iodocompounds in excellent yields. Further all synthesized compoundswere characterized and confirmed by comparisonwith reported aryl iodides.General procedure: To a 15 mL test tube with septum Cs2CO3 (0.6 mmol, 195 mg), aromaticcarboxylic acid (1) (0.3 mmol), [Ir(dF(CF3)ppy)2dtbbpy]PF6 (D) (6 μmmol, 6.7 mg), NIS (1.5mmol, 337.5 mg) and I2 (60 μmol, 20 molpercent) were added. The tube was evacuated and backfilledwith argon for three times, and then 3 mL of dry DCE was added through a syringer under argon.The tube was sealed with Parafilm Mr? and placed in an oil bath with a contact thermometer, andthe reaction was carried out at 50 °C under irradiation with 6 × 5 W blue LEDs (λmax = 455 nm).After 24 h or 36 h, the resulting mixture was filtered through a 2 cm thick pad of silica, and thesilica was washed with DCM) (50 mL). The filtrate was collected and the solvent was removed invacuo. The crude residue was purified by silica gel flash column chromatography to provide thetarget product (2). (Note: The reaction was very sensitive to moisture, and the yields sharplydecreased to less than 5percent when 0.01 equivalent of H2O was added to the reaction system).

View all

Manufacturing Info: Benzene, 1-chloro-3-iodo-: INACTIVE

11. Toltal 85 Suppliers View more

Dayang Chem (Hangzhou) Co., Ltd.

^1YR

Tel: Update Time:2024/06/17

inquire

Hangzhou ZeErRui Chemical Co., Ltd.

^1YR

Tel: Update Time:2024/03/12

inquire

Hangzhou Dingyan Chem Co.,Ltd

^1YR

Tel: Update Time:2024/11/15

inquire

Henan Sinotech Import&Export Corporation

Tel: Update Time:2023/07/01

inquire

SHANDONG BELIEVE CHEMICAL PTE LTD

Tel: Update Time:2024/10/29

inquire

12. Related Questions

: How to Prepare and Apply 1-Chloro-3-Iodobenzene?Introduction The CAS number of 1-Chloro-3-iodobenzene is 625-99-0, and the molecular formula is C6H4ClI, molecular weight is 238.45. The melting point is 95-96 °C, the boiling point is 103-104°C, the ..; When iodine is at position 1 and chlorine at position number 3 in a benzene ring, is the name 3-chloroiodobenzene or 3-iodochlorobenzene?• It is noticed that the number "1" is omitted in your question. However, if there is only one halogen atom bonded to the benzene ring, such as chlorobenzene and iodobenzene, the number "1" is omitte..

13. Realated Product Infomation