Methyl(4-iodophenyl) ether
p-iodoanisole
CAS: 696-62-8
Molecular Formula: C7H7IO
Methyl(4-iodophenyl) ether - Names and Identifiers
| Name | p-iodoanisole |
| Synonyms | 4-iodoaisole p-iodoanisole 4-Iodoanisole 4-lodoanisole Of iodine anisole 4-Iodomethoxybenzene 4-Methoxy-iodobenzene 1-Iodo-4-methoxybenzene 1-iodo-4-methoxy-benzen Methyl(4-iodophenyl) ether 4-Iodoanisole p-Iodoanisole 1-Iodo-4-methoxybenzene, 4-Iodophenyl methyl ether 4-Iodophenyl methyl ether, 4-Methoxyiodobenzene |
| CAS | 696-62-8 |
| EINECS | 211-798-7 |
| InChI | InChI=1/C7H7IO/c1-9-7-4-2-6(8)3-5-7/h2-5H,1H3 |
| InChIKey | SYSZENVIJHPFNL-UHFFFAOYSA-N |
Methyl(4-iodophenyl) ether - Physico-chemical Properties
| Molecular Formula | C7H7IO |
| Molar Mass | 234.03 |
| Density | 1.7904 (estimate) |
| Melting Point | 50-53°C(lit.) |
| Boling Point | 237°C726mm Hg(lit.) |
| Flash Point | >230°F |
| Solubility | Soluble in ethanol, ether, chloroform. |
| Vapor Presure | 0.0635mmHg at 25°C |
| Appearance | White needle crystal |
| Color | Off-white to brown |
| BRN | 1906692 |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Sensitive | Light Sensitive |
| Refractive Index | 1.591 |
| MDL | MFCD00001056 |
| Physical and Chemical Properties | White needle-like crystals. Melting Point 51-52 °c, boiling point 237 °c (96.8kPa). Soluble in alcohol, ether and other organic solvents, insoluble in water. See Light is easy to decompose and precipitate iodine. |
| Use | For Organic synthesis |
Methyl(4-iodophenyl) ether - Risk and Safety
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| FLUKA BRAND F CODES | 8 |
| TSCA | Yes |
| HS Code | 29093090 |
Methyl(4-iodophenyl) ether - Introduction
Soluble in organic solvents such as alcohol and ether, insoluble in water. It is easy to decompose and precipitate iodine when seeing light.
Last Update：2022-10-16 17:28:01
Methyl(4-iodophenyl) ether - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| synthesis of 2, 3-difluoro-4-iodoanisole | with 2, 3-diaminoanisole as raw material, under the action of concentrated HCl and NaNO2, the reaction temperature was below 5 ℃, w(HBF4)= 40% fluoroboric acid was added and heated to form 2, 3-difluoroanisole by Schiemann reaction. The yield was 40.7%. Then the mixture of fuming nitric acid, glacial acetic acid and acetic anhydride with w(HNO3)= 65% ~ 68% was slowly added dropwise in 50~60 ℃ water bath, and 2, 3-difluoro-4-nitroanisole, yield 51.9%, melting point 124 °c. Under the action of SnCl2 and concentrated HCl for 12 h, it was reduced to 2, 3-difluoro-4-aminoanisole. The yield was 84.6% and the melting point was 81~82 ℃. 2, 3-difluoro-4-iodoanisole was synthesized by adding NaNO2, concentrated H2SO4 and KI, diazotization at 5 ℃ and iodination by Sandmeyer reaction. The yield was 75.5% and the melting point was 63~64 ℃. The product was characterized by melting point, IR, 1HNMR, MS and elemental analysis. HUANG suoyi, LU Chang-qing,HUANG Shi-Wen, HUANG Zhi-Wen, HUANG Suo-yi,LU Chang-qing,HUANG Shi-wen,HUANG Zhi-wen (Department of Chemistry, Youjiang Medical College for Nationalities, Baise, Guangxi, 533000) HAO Zhenwen, WANG Linsheng, HAO Zhen-wen,WANG Lin-sheng (Department of Chemistry, East China Normal University, Shanghai, 200062) |
| synthesis of 3-fluoro-4-iodoanisole | with M-amino anisole as raw material, the reaction temperature was below 5 ° C., 40% fluoroboric acid was added, and the reaction was carried out by Schiemann to form M-fluoroanisole. The yield was 36.6%. Then slowly drop 65% ~ 68% fuming nitric acid, acetic acid and acetic anhydride mixture (m-fluoro anisole and concentrated nitric acid molar ratio of 0.0624: 0.0721, the volume ratio of glacial acetic acid to acetic anhydride was 10.6: 7.6), 3-fluoro-4-nitroanisole was obtained after 1 h of nitration at 4-position of benzene ring, yield was 48.7%, boiling point was 151.2 ℃. Under the action of ZnCl2 and concentrated HCl, the reaction was carried out for 12 h and then reduced to 3-fluoro-4-aminoanisole. The yield was 84.1% and the melting point was 240~241 ℃. NaNO2, concentrated H2SO4 and KI were added, diazotization was carried out at 5 ℃, and 3-fluoro-4-iodoanisole was synthesized by Sandmeyer reaction with iodination. The yield was 72.0% and the melting point was 123~123.5 ℃. The product was characterized by boiling point, melting point, IR, 1 H NMR, MS and elemental analysis. Author: Huang Songyi, Huang Zhiwen, Wang Linsheng, Hao Zhenwen (Department of Chemistry, Youjiang Medical College for Nationalities |
| Application | liquid crystal monomer synthesis raw material used in organic synthesis |
| production method | is obtained by reacting anisole with iodine chloride. Anisole was added to glacial acetic acid, stirred and iodine chloride was slowly added. The mixture was heated and refluxed for 3.5h. Cooling, poured into ice water, precipitation of p-iodoanisole. After separation, free iodine was removed by washing with 5% sodium sulfite, followed by washing with water and distillation under reduced pressure. The fraction with boiling point of 140-160 ° C. (5.33kPa) was collected and cooled to 0 ° C. And filtered. Washing with methanol, recrystallization, that is to obtain the finished product. |
Last Update：2024-04-09 19:05:13
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