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| CAS No.: | 1730-04-7 |
|---|---|
| Name: | 1,8-Diiodonaphthalene |
| Article Data: | 22 |
| Molecular Structure: | |
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| Formula: | C10H6I2 |
| Molecular Weight: | 379.967 |
| Synonyms: | Naphthalene,1,8-diiodo-; |
| Density: | 2.265 g/cm3 |
| Melting Point: | 109-113°C |
| Boiling Point: | 384.2 °C at 760 mmHg |
| Flash Point: | 204.3 °C |
| Hazard Symbols: | Xn,N |
| Risk Codes: | 22-50/53 |
| Safety: | 60-61 |
| PSA: | 0.00000 |
| LogP: | 4.04900 |
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| Conditions | Yield |
|---|---|
| With [bis(acetoxy)iodo]benzene; iodine In tetrachloromethane for 2h; Heating; Irradiation; | 80% |
| Conditions | Yield |
|---|---|
| With sulfuric acid; 7,14-bis(trimethylsilyl)acenaphtho[1,2-k]fluoranthene; sodium nitrite In water at -20 - 80℃; for 0.5h; Inert atmosphere; | 70% |
| Stage #1: naphthalene-1,8-diamine With sulfuric acid; sodium nitrite In water at -20 - -15℃; Stage #2: With potassium iodide In water | 63% |
| Stage #1: naphthalene-1,8-diamine With sulfuric acid; sodium nitrite In water at -20 - -15℃; Stage #2: With potassium iodide In water at -20 - 80℃; | 61% |
| Conditions | Yield |
|---|---|
| With potassium phosphate; iodine In acetonitrile at 140℃; for 16h; Glovebox; Inert atmosphere; chemoselective reaction; | A 7% B 57% |
- 1730-04-7
1,8-diiodonaphthalene
| Conditions | Yield |
|---|---|
| (i) NaNO2, aq. HCl, (ii) KI; Multistep reaction; | |
| With hydrogenchloride; potassium iodide; sodium nitrite 1.) H2O, -1 deg C, 2.) H2O, heating, 2 h; Multistep reaction; |
- 1730-04-7
1,8-diiodonaphthalene
| Conditions | Yield |
|---|---|
| With hydrogenchloride Behandeln der Diazoniumsalzloesung mit KI; |
| Conditions | Yield |
|---|---|
| With copper(l) iodide; diisopropylamine; tetrakis(triphenylphosphine) palladium(0) at 50℃; for 16h; Sonogashira reaction; | 99% |
| With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine at 80℃; for 20h; Sonogashira coupling; Inert atmosphere; Sealed flask; | 94% |
- 1730-04-7
1,8-diiodonaphthalene
- 118486-94-5
2-(tributylstannyl)furan
- 1248481-21-1
1,8-di(furan-2-yl)naphthalene
| Conditions | Yield |
|---|---|
| With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); cesium fluoride In N,N-dimethyl-formamide at 45℃; for 14h; Inert atmosphere; | 99% |
- 1730-04-7
1,8-diiodonaphthalene
- 208399-66-0
4-methoxy-2-methylphenyl boronic acid
| Conditions | Yield |
|---|---|
| With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In toluene at 100℃; for 18h; Suzuki coupling; Inert atmosphere; | 99% |
| With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In toluene at 100℃; for 18h; Product distribution / selectivity; | 99% |
- 1730-04-7
1,8-diiodonaphthalene
- 81698-99-9
1,3,5-trimethyl 2-(α-furyl)benzene
| Conditions | Yield |
|---|---|
| Stage #1: 1,3,5-trimethyl 2-(α-furyl)benzene With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h; Inert atmosphere; Stage #2: indium(III) chloride In tetrahydrofuran at -78 - 25℃; for 0.5h; Stage #3: 1,8-diiodonaphthalene With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran; methanol for 18h; Reflux; | 99% |
- 1730-04-7
1,8-diiodonaphthalene
- 116487-12-8
(4-Ethynyl-furan-3-yl)-trimethyl-silane
- 216309-10-3
1,8-bis-[(4-trimethylsilyl)-3-furanylethynyl]naphthalene
| Conditions | Yield |
|---|---|
| With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide at 25℃; for 48h; | 97% |
- Total:14 Page 1 of 1 1
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Specification
The 1,8-Diiodonaphthalene, with the CAS registry number 1730-04-7, is also known as Naphthalene,1,8-diiodo-. This chemical's molecular formula is C10H6I2 and molecular weight is 379.96.
Physical properties of 1,8-Diiodonaphthalene are: (1)ACD/LogP: 5.51; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.51; (4)ACD/LogD (pH 7.4): 5.51; (5)ACD/BCF (pH 5.5): 9108.21; (6)ACD/BCF (pH 7.4): 9108.21; (7)ACD/KOC (pH 5.5): 23754.83; (8)ACD/KOC (pH 7.4): 23754.83; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.773; (14)Molar Refractivity: 69.9 cm3; (15)Molar Volume: 167.6 cm3; (16)Polarizability: 27.71×10-24 cm3; (17)Surface Tension: 57.7 dyne/cm; (18)Density: 2.265 g/cm3; (19)Flash Point: 204.3 °C; (20)Enthalpy of Vaporization: 60.81 kJ/mol; (21)Boiling Point: 384.2 °C at 760 mmHg; (22)Vapour Pressure: 9.21E-06 mmHg at 25 °C.
Preparation: this chemical can be prepared by Naphthalene-1,8-dicarboxylic acid with heating. This reaction will need reagent iodosobenzene diacetate, iodine and solvent CCl4 with the reaction time of 2 hours. The yield is about 80%.
Uses of 1,8-Diiodonaphthalene: it can be used to produce 1,8-(3α,4,7,7α-Tetrahydro-4,7-methanoindene-7α,8α-diyl)naphthalene at the temperature of -23 °C. It will need reagent Cyclopentadienylcopper-dimethyl sulfide and solvent Tetrahydrofuran. The yield is about 38%.
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You can still convert the following datas into molecular structure:
(1)SMILES: Ic1cccc2cccc(I)c12
(2)InChI: InChI=1/C10H6I2/c11-8-5-1-3-7-4-2-6-9(12)10(7)8/h1-6H
(3)InChIKey: FURHMGVKKGEGMZ-UHFFFAOYAK