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[ CAS No. 707-34-6 ] {[proInfo.proName]}

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Chemical Structure| 707-34-6
Chemical Structure| 707-34-6
Structure of 707-34-6 * Storage: {[proInfo.prStorage]}

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Product Details of [ 707-34-6 ]

CAS No. :707-34-6 MDL No. :MFCD00167847
Formula : C10H13Br3 Boiling Point : -
Linear Structure Formula :- InChI Key :WZCLLQRZXWUEOP-UHFFFAOYSA-N
M.W : 372.92 Pubchem ID :1187392
Synonyms :

Calculated chemistry of [ 707-34-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 0.0
Num. H-bond donors : 0.0
Molar Refractivity : 67.57
TPSA : 0.0 ?2

Pharmacokinetics

GI absorption : Low
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.82 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.82
Log Po/w (XLOGP3) : 3.88
Log Po/w (WLOGP) : 4.39
Log Po/w (MLOGP) : 4.76
Log Po/w (SILICOS-IT) : 4.52
Consensus Log Po/w : 4.07

Druglikeness

Lipinski : 1.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -4.6
Solubility : 0.00944 mg/ml ; 0.0000253 mol/l
Class : Moderately soluble
Log S (Ali) : -3.58
Solubility : 0.0987 mg/ml ; 0.000265 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.88
Solubility : 0.00487 mg/ml ; 0.0000131 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 5.39

Safety of [ 707-34-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302+H312+H332-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 707-34-6 ]

* 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.

  • Downstream synthetic route of [ 707-34-6 ]

[ 707-34-6 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 281-23-2 ]
  • [ 707-34-6 ]
YieldReaction ConditionsOperation in experiment
250 g With bromine; iron; at 45 - 65℃; Step one, equipped with a condenser, a thermometer and a tail gas absorption 5L four reaction flask, 108g of iron powder was added slowly dropwise over anhydrous bromine 400ml, about half an hour dropwise, stirred for 30 minutes after completion; document.write(""); Step two, the remaining bromine was added dropwise to the reaction flask. After completion, was heated to 45-50 deg.] C, 600g adamantane slowly added to the reaction system, the reaction temperature was raised to 62-65 deg.] C to reflux. The reaction to 65 hours have small sample measured GC showed starting material consumed. (In the control 1) document.write(""); Wherein the molar ratio of adamantane, anhydrous bromine, iron powder is 1: 10.6: 0.44.document.write(""); Step III After completion of the reaction, the recovered bromine atmospheric distillation, and the reaction mixture was poured into ice containing 3.5L bucket chloroform, stirred 10min, filtered through celite pad.document.write(""); Step four, the filtrate was washed with a saturated aqueous solution of sodium bisulfite and excess bromine (note cooled) solid sodium bisulfite consumption 5kg. document.write(""); Fifth, the organic layer was washed organic layer with water 3kg * 2 step was concentrated to dryness to give a crude product 1.95kg. document.write(""); Step six, 13L with methanol, heated and melted, add 65g active carbon, filtered hot, the filtrate was stirred for crystallization (cooling with ice). And filtered to give 1.19kg quality, the mother liquor was concentrated to about one-third of the original volume and stirred for crystallization, and filtered to give 250g white fine.
  • 2
  • [ 707-34-6 ]
  • [ 7314-86-5 ]
  • 3
  • [ 707-34-6 ]
  • [ 99181-50-7 ]
YieldReaction ConditionsOperation in experiment
210 g With sulfuric acid; water; silver sulfate; In toluene; at 110℃; for 16h; Step seven, equipped with a condenser, a thermometer four 5L reaction flask were successively added 473g1.3.5- tribromo adamantane, 946 g silver sulfate, 946 g of water and 94.6ml of toluene, stirring was started, 946 g of concentrated sulfuric acid was added dropwise, complete after the temperature was raised to about 110 deg.] C under reflux for 16 hours. (2 in the control) document.write(""); Step 8 After completion of the reaction, the temperature was lowered to room temperature, filtered, the filter cake was washed with 700ml of water and the combined filtrate, the filtrate was added 250g sodium bromide was stirred for half an hour excess silver ions precipitate was filtered, the filter cake was washed with 300ml of water, combined filtrate. The filtrate was diluted with 500ml of water was added.document.write(""); Step 9 using 30% sodium hydroxide solution PH = 12-13, at a temperature controlled above 75 , use up to about 2850 g of liquid caustic soda, After completion, it was cooled to 25-30 & deg.] C slowly, stirred for 30min, filtered, and collected by filtration cake. document.write(""); Step 10, the filter cake was added to 1.8L of methanol, 57g of activated carbon, stirred for IH, filtered, and the filtrate was recovered white paste, into 1.5L petroleum ether was filtered to give the product as a white solid 210g. (3 in the control)
  • 4
  • [ 2825-83-4 ]
  • [ 707-34-6 ]
  • 5
  • [ 281-23-2 ]
  • [ 707-34-6 ]
  • [ 67422-73-5 ]
  • [ 67396-54-7 ]
  • [ 34059-96-6 ]
  • [ 106578-84-1 ]
  • [ 106578-85-2 ]
  • 6
  • [ 707-34-6 ]
  • [ 54043-62-8 ]
  • 8
  • [ 2825-83-4 ]
  • [ 28558-18-1 ]
  • [ 33649-67-1 ]
  • [ 707-34-6 ]
  • 9
  • [ 707-34-6 ]
  • [ 107-13-1 ]
  • [ 52582-89-5 ]
  • [ 113249-37-9 ]
  • [ 113249-40-4 ]
YieldReaction ConditionsOperation in experiment
With nitric acid; In dichloromethane; at 20℃;Kinetics; The reaction of haloadamantanes1-8 with nitric acid in methylene chloridewas carried out in a glass reactor equipped witha stirrer, thermometer, and sampler, which was maintained at a constant temperature within ±0.5C.Nitric acid (100%, d = 1.522 g/cm3) was distilled under reduced pressure (20 torr) just before use. Methylene chloride was purified by standard method [61]. Components of the reaction mixtures were quantitated by the internal standard method [62] using 1,4-dinitrobenzene as internal standard. The reactor was charged witha solution of haloadamantane 1-8 in 5 mL of anhydrous methylene chloride, the solution was adjusted to a required temperature, and a solution of 100% nitric acid in methylene chloride was added over a period of 2s at that temperature (the overall volume of the mixture was 20 mL). Samples (2 mL each) were with drawnat definite time intervals, mixed with 10 mL of ice water, and neutralized with sodium carbonate. The organic phase was separated using a separatory funnel,dried over sodium carbonate, and analyzed by GLC.Each experiment was carried out in triplicate, and therate constants were calculated as a mean of n values.The order of the reaction with respect to the substrate was determined from the initial rates at different initial concentrations
  • 12
  • [ 593-60-2 ]
  • [ 707-34-6 ]
  • [ 135541-08-1 ]
YieldReaction ConditionsOperation in experiment
14,6 g (61%) With hydrogenchloride;aluminium trichloride; In dichloromethane; dimethyl sulfoxide; EXAMPLE I Synthesis of 1,3,5-Triethynyladamantane Vinyl bromide (60 mL) was added, dropwise, over 1.5 h to a solution of <strong>[707-34-6]1,3,5-tribromoadamantane</strong> (43 g, 115 mmol) and aluminum chloride (10 g) in CH2 Cl2 (100 mL) at a rate such that the internal temperature did not exceed -20 C. The progress of reaction, as indicated by the disappearance of <strong>[707-34-6]1,3,5-tribromoadamantane</strong>, was monitored by GLC and 1 H NMR. The reaction mixture was stirred at -20 C. for 1.5 hours, diluted with dichloromethane and poured slowly over crushed ice and concentrated hydrochloric acid (40 mL). The organic layer was separated and the aqueous layer was extracted with dichloromethane. The combined organic layers were washed with water, dried (MgSO4) and filtered and solvent was evaporated under reduced pressure to give 80 g of crude 1,3,5-tris(2,2-dibromoethyl)adamantane. The crude material was dissolved in DMSO (350 mL) and potassium t-butoxide (80 g, 714 mmol) was added portion-wise over a period of 20 minutes. The mixture was stirred at ambient temperature for 48 h, diluted with dichloromethane and poured over crushed ice/water/concentrated hydrochloric acid (5 mL). The organic layer was separated and the aqueous layer was extracted with dichloromethane. The combined organic layers were washed with water and brine, dired (MgSO4), filtered and stripped of solvent under reduced pressure to give an oil. This oil was distilled under reduced pressure (120-130 C./0.5 mm) to give 14,6 g (61%) of 1,3,5-triethynyladamantane. An analytical sample was recrystallized from pentane: mp. 84-86 C; IR 3350 and 2150 cm-1; 1 H NMR δ 2.13 (s, 3 H, C CH) and 1,96 (s, 6 H) and 1.79 (m, 7 H); Anal. Calcd for C16 H16; C, 92.26; H, 7.74. Found: C, 92.10; H, 7.79.
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