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Type | HazMat fee for 500 gram (Estimated) |
Excepted Quantity | USD 0.00 |
Limited Quantity | USD 15-60 |
Inaccessible (Haz class 6.1), Domestic | USD 80+ |
Inaccessible (Haz class 6.1), International | USD 150+ |
Accessible (Haz class 3, 4, 5 or 8), Domestic | USD 100+ |
Accessible (Haz class 3, 4, 5 or 8), International | USD 200+ |
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CAS No. : | 2049-95-8 | MDL No. : | MFCD00015187 |
Formula : | C11H16 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | QHTJSSMHBLGUHV-UHFFFAOYSA-N |
M.W : | 148.24 | Pubchem ID : | 16295 |
Synonyms : |
|
Num. heavy atoms : | 11 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.45 |
Num. rotatable bonds : | 2 |
Num. H-bond acceptors : | 0.0 |
Num. H-bond donors : | 0.0 |
Molar Refractivity : | 50.52 |
TPSA : | 0.0 Ų |
GI absorption : | Low |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | No |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | Yes |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -3.9 cm/s |
Log Po/w (iLOGP) : | 2.57 |
Log Po/w (XLOGP3) : | 4.65 |
Log Po/w (WLOGP) : | 3.37 |
Log Po/w (MLOGP) : | 4.77 |
Log Po/w (SILICOS-IT) : | 3.35 |
Consensus Log Po/w : | 3.74 |
Lipinski : | 1.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 2.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -3.96 |
Solubility : | 0.0162 mg/ml ; 0.00011 mol/l |
Class : | Soluble |
Log S (Ali) : | -4.38 |
Solubility : | 0.00623 mg/ml ; 0.000042 mol/l |
Class : | Moderately soluble |
Log S (SILICOS-IT) : | -3.99 |
Solubility : | 0.0151 mg/ml ; 0.000102 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 0.0 alert |
Leadlikeness : | 2.0 |
Synthetic accessibility : | 1.0 |
Signal Word: | Danger | Class: | 3 |
Precautionary Statements: | P501-P273-P240-P210-P233-P243-P241-P242-P280-P370+P378-P312-P391-P303+P361+P353-P403+P235 | UN#: | 3295 |
Hazard Statements: | H303-H411-H225 | Packing Group: | Ⅲ |
GHS Pictogram: |
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* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
97% | With sodium periodate; sulfuric acid; iodine; acetic acid; In water; at 30 - 40℃; for 5.0h; | Add 900ml of glacial acetic acid to a clean three-necked flask.120ml of water,45g sodium periodate,140g of iodine, stir for 5-10 minutes, add 60ml of 75% sulfuric acid solution,150 g of tert-amylbenzene was added dropwise, the temperature was controlled at 30-40 C, and the reaction was carried out for 5 hours.The reaction of the raw materials was detected by TLC.350 ml of dichloromethane was added and a solution of 65 g of sodium bisulfite dissolved in 800 ml of water was added dropwise.After dripping, stir for 15-20 minutes,Turn off the stirring, let stand for 15-20 minutes, separate the layers, and extract the aqueous layer with 150 ml of dichloromethane.Discard the water layer and combine the organic layers into a three-necked flask.Add 200ml of 10% sodium carbonate solution dropwise.Stir for 15-20 minutes, turn off stirring,Let stand for 15-20 minutes, layer, discard water layer,The organic layer was washed with 600 ml of water,After washing, discard the water layer, and add 15g of anhydrous magnesium sulfate to the organic layer to dry for 2 hours.filter,The organic layer was concentrated under reduced pressure until no liquid flowed out.Get4-iodo-tert-amylbenzene 269g,The yield is 97% by weight (based on compound I),GC purity was 95.2%. |
96% | With sodium periodate; sulfuric acid; iodine; In acetic anhydride; acetic acid; at 0 - 12℃; for 24.3333h; | To a mixture of AcOH (1188 mL) and Ac2O (594 mL) was added sodium periodate (79.83 g, 0.373 mol,) and iodine (280.94 g, 1.107 mol,). Then the mixture was cooled in icebath and concentrated. sulfuric acid (184 mL, 3.71 mol) was added drop-wise during 20 min so that temperature did not exceed 12C. After the addition was complete, (1,1-dimethylpropyl)-benzene (256.76 g, 1.732 mol, 1.0 eq)) was added at once and the stirring continued for 24 h. The reaction was then partitioned between heptane-10% EtOAc (1L) and water (2L). The organic phase was separated and was washed with water (2L) containing Na2SO3 (50 g). Then the organic phase was dried over MgSO4 and the solvents were evaporated. 457.87 g of (1,1-dimethyl-propyl)-4-iodo-benzene were isolated as a liquid (96% yield). This material was pure enough to be used in the next step without purification. 1H NMR (400 MHz, CDCl3) delta: 0.73 (3H, t, J = 7.4 Hz), 1.31 (6H, s), 1.67 (2H, q, J = 7.4 Hz), 7.13 (2H, d, J = 8.56 Hz), 7.66 (2H, d, J = 8.56 Hz); 13C NMR (100 MHz, CDCl3) delta: 9.59 (CH3), 28.78 (2CH3), 37.16 (CH2), 38.3 (CA1), 91.12 (CAr), 128.72 (CHAr), 137.46 (CHAr), 149.62 (CAr). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99.4% | With aluminum (III) chloride; iron(III) chloride; at 0 - 5℃; for 6.0h;Large scale; | 300 L of pure benzene was placed in a 1000 L enamel reactor, and stirring was started. 40 kg of ferric chloride and13 kg ofaluminum trichloride were introduced, andfreezing was started to lower the temperature in the reactor to 0 C. 44kg of tert-amyl alcohol was added dropwise, the temperature was controlled at 0-5 C, andafter theaddition was completed, the temperature waskept for 6 hours. After the end of the heat preservation, 500 kg of water was added, stirred for 5 minutes, and allowed to stand for 1 hour, and the lower layer of wastewater was separated.The distillation was carried out in another distillation still, and the pure benzene was distilled off under normal pressure. The pure benzene was continuously applied, and then distilled under reduced pressure to obtain 99.4% or moreof the product tert-amylbenzene |
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