Home Cart 0 Sign in  
X

[ CAS No. 4333-56-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

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+
3d Animation Molecule Structure of 4333-56-6
Chemical Structure| 4333-56-6
Chemical Structure| 4333-56-6
Structure of 4333-56-6 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

Quality Control of [ 4333-56-6 ]

Related Doc. of [ 4333-56-6 ]

Alternatived Products of [ 4333-56-6 ]
Product Citations

Product Details of [ 4333-56-6 ]

CAS No. :4333-56-6 MDL No. :MFCD00001271
Formula : C3H5Br Boiling Point : -
Linear Structure Formula :- InChI Key :LKXYJYDRLBPHRS-UHFFFAOYSA-N
M.W : 120.98 Pubchem ID :78037
Synonyms :

Calculated chemistry of [ 4333-56-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 4
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 : 22.29
TPSA : 0.0 Ų

Pharmacokinetics

GI absorption : Low
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.94 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.74
Log Po/w (XLOGP3) : 1.54
Log Po/w (WLOGP) : 1.48
Log Po/w (MLOGP) : 1.63
Log Po/w (SILICOS-IT) : 1.98
Consensus Log Po/w : 1.67

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 3.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.56
Solubility : 3.33 mg/ml ; 0.0275 mol/l
Class : Very soluble
Log S (Ali) : -1.15
Solubility : 8.58 mg/ml ; 0.0709 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.28
Solubility : 6.31 mg/ml ; 0.0521 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.57

Safety of [ 4333-56-6 ]

Signal Word:Danger Class:3
Precautionary Statements:P210-P261-P305+P351+P338 UN#:1993
Hazard Statements:H225-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 4333-56-6 ]

* 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.

  • Upstream synthesis route of [ 4333-56-6 ]
  • Downstream synthetic route of [ 4333-56-6 ]

[ 4333-56-6 ] Synthesis Path-Upstream   1~15

  • 1
  • [ 1759-53-1 ]
  • [ 4333-56-6 ]
YieldReaction ConditionsOperation in experiment
19.15 g With bromine; mercury(II) oxide In 1,1,2,2-tetrachloroethane for 2 h; (1) Add 179 g of 1,3-bromochloropropane to a three-necked flask,29 g of potassium cyanide and 50 ml of water, and stirred while heating until dissolved.Further, 70 ml of an ethanol solution was added, and the mixture was stirred and refluxed for 2 hours.Cool to room temperature, dilute with 300 ml of water, and separate the oil and water layer.Extract and dry with 40 ml of chloroform and anhydrous calcium chloride.Chloronitrile 316.9g was obtained.In the produced chlorobutyronitrile 241.6gAdd 100 ml of sodium hydroxide solution, and add stirring reaction for 2 hours.Then add water 200ml, cooled to about 10 °C, add 44ml of concentrated sulfuric acid acidification reaction, extraction and extraction agent drying and drying, to obtain cyclopropionic acid 330.1g;The obtained cyclopropionic acid 324.8 was added dropwise to contain 48 g of oxidized mercury,160ml of a mixed solution of 1,1,2,2-tetrachloroethane and liquid bromine 64.4g,Stir well, after reacting for 2 hours, cool it to 5 ° C.Drying with a detergent and a desiccant to obtain 419.15 g of bromocyclopropane;The separation extractant used for separation and extraction of cyclopropionic acid 3 is petroleum ether.The desiccant is anhydrous sodium sulfate; the detergent and desiccant used for washing and drying the bromocyclopropane 4 are respectively tetrachloroethane and calcium chloride
Reference: [1] Org. Synth. Coll., 1973, vol. Vol. V, p. 126
[2] Bulletin de la Societe Chimique de France, 1963, p. 1444 - 1448
[3] Bulletin of the Chemical Society of Japan, 1971, vol. 44, p. 1130 - 1133
[4] Patent: CN107915689, 2018, A, . Location in patent: Paragraph 0011; 0012; 0013
  • 2
  • [ 204803-26-9 ]
  • [ 4333-56-6 ]
YieldReaction ConditionsOperation in experiment
99.5 %Chromat. With Bromotrichloromethane; 3-chloro-benzenecarboperoxoic acid In 1,2-dichloro-ethane at 75℃; for 3 h; Inert atmosphere Under nitrogen, 220 ml of 1,2-dichloroethane was added to the above reaction intermediate in a 500 mL three-necked flask and(0.44 mol) of trichlorobromomethane, and the mixture was stirred well. After the temperature was raised to 75C, a mixed solution of m-chloroperbenzoic acid dissolved in 1,2-dichloroethane was added dropwise. During the addition, the solution was released from the gas, and the dropping speed was controlled in accordance with the amount of generation of the bubbles. After the completion of the reaction, the reaction was stirred for 3 hours while maintaining the temperature, and the starting material point was disappeared by TLC, and the reaction product was detected in the gas phase. After the reaction, the reaction mixture was quenched by adding aqueous sodium bisulfite solution, and the organic layer was separated and washed with saturated brine. After drying over anhydrous magnesium sulfate, the organic layer was heated to atmospheric distillation (rectification column length: 10 cm) 60-72 ° C to obtain crude liquid yellow liquid, re-distillation to collect 67-69 ° C distillate to be colorless and transparent liquid cyclopropyl bromide, GC: 99.5percent, HNMR structure.
Reference: [1] Patent: CN104892355, 2016, B, . Location in patent: Paragraph 0024; 0027; 0028
  • 3
  • [ 23511-78-6 ]
  • [ 4333-56-6 ]
Reference: [1] Justus Liebigs Annalen der Chemie, 1964, vol. 676, p. 1 - 9
[2] Angewandte Chemie, 1963, vol. 75, p. 672
  • 4
  • [ 3591-34-2 ]
  • [ 4333-56-6 ]
Reference: [1] Journal of Organic Chemistry, 1985, vol. 50, # 20, p. 3713 - 3716
[2] Journal of Physical Organic Chemistry, 2018, vol. 31, # 5,
  • 5
  • [ 186581-53-3 ]
  • [ 593-60-2 ]
  • [ 4333-56-6 ]
Reference: [1] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1987, vol. 36, # 1, p. 119 - 122[2] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1987, # 1, p. 135 - 138
  • 6
  • [ 25354-42-1 ]
  • [ 4333-56-6 ]
  • [ 106-95-6 ]
Reference: [1] Chemische Berichte, 1985, vol. 118, # 4, p. 1564 - 1574
  • 7
  • [ 75-09-2 ]
  • [ 75-19-4 ]
  • [ 75-27-4 ]
  • [ 4333-56-6 ]
Reference: [1] Journal of the American Chemical Society, 1988, vol. 110, # 10, p. 3221 - 3225
  • 8
  • [ 25023-10-3 ]
  • [ 7393-45-5 ]
  • [ 4333-56-6 ]
Reference: [1] Chemische Berichte, 1980, vol. 113, # 10, p. 3294 - 3302
  • 9
  • [ 74-85-1 ]
  • [ 75-09-2 ]
  • [ 82621-80-5 ]
  • [ 75-19-4 ]
  • [ 1194-33-8 ]
  • [ 75-27-4 ]
  • [ 4333-56-6 ]
Reference: [1] Journal of the American Chemical Society, 1988, vol. 110, # 10, p. 3221 - 3225
  • 10
  • [ 4333-56-6 ]
  • [ 109613-00-5 ]
  • [ 6921-45-5 ]
Reference: [1] Organic Letters, 1999, vol. 1, # 8, p. 1267 - 1269
  • 11
  • [ 4333-56-6 ]
  • [ 73183-34-3 ]
  • [ 126689-01-8 ]
Reference: [1] Angewandte Chemie - International Edition, 2012, vol. 51, # 2, p. 528 - 532
[2] Angewandte Chemie - International Edition, 2012, vol. 51, # 2, p. 528 - 532
[3] Angewandte Chemie - International Edition, 2014, vol. 53, # 7, p. 1799 - 1803[4] Angew. Chem., 2014, vol. 126, # 7, p. 1829 - 1834
[5] ACS Catalysis, 2016, vol. 6, # 12,
  • 12
  • [ 4333-56-6 ]
  • [ 35344-95-7 ]
  • [ 1082066-00-9 ]
Reference: [1] Patent: WO2008/141020, 2008, A1, . Location in patent: Page/Page column 61
  • 13
  • [ 2075-45-8 ]
  • [ 4333-56-6 ]
  • [ 1151802-23-1 ]
YieldReaction ConditionsOperation in experiment
68% With caesium carbonate In N,N-dimethyl-formamide at 180℃; for 1.5 h; Microwave irradiation Step 1 : 4-Bromo- 1 -cyc A mixture of 4-bromo-lH-pyrrazole (1.0 g, 6.8 mmol), bromo cyclopropane (1.3 g, 10.7 mmol), cesium carbonate (3.5 g. 10.7 mmol), and DMF (6 mL) in a 30 mL microwave vial is heated to 180 °C under radiation for 1.5 hr. After cooled to room temperature, the reaction mixture is filtered. The filtrate is concentrated and the residue is purified on a silica gel flash chromatography with ethyl acetate/petroleum ether (1 :5) to get a brown liquid (0.87 g, 68percent yield). (MS: [M+l] 259)
Reference: [1] Patent: WO2014/32498, 2014, A1, . Location in patent: Page/Page column 14
[2] Patent: US2015/31673, 2015, A1, . Location in patent: Paragraph 0334
  • 14
  • [ 3469-69-0 ]
  • [ 4333-56-6 ]
  • [ 1239363-40-6 ]
Reference: [1] Patent: WO2012/24620, 2012, A2, . Location in patent: Page/Page column 183
  • 15
  • [ 17368-12-6 ]
  • [ 4333-56-6 ]
  • [ 1209458-93-4 ]
YieldReaction ConditionsOperation in experiment
300 mg With caesium carbonate; sodium iodide In N,N-dimethyl acetamide at 170 - 180℃; for 0.833333 h; Microwave irradiation To a solution of 2-chloropyridin-4-ol (1 g, 7.75 mmol) in DMA (10 ml) was added bromocyclopropane (2.8 g, 23.2 mmol), Nal (1.16 g, 7.75 mmol) and CS2CO3 (5 g, 15.5 mmol). The mixture was stirred at MW 170 °C for 20 minutes, and then MW 180 °C for 30 minutes. The reaction mixture was extracted with EA. The organic layer was dried and concentrated. The residue was purified by flash column chromatography to give 300 mg of 2-chloro-4-cyclopropoxypyridine. 1H NMR (400MHz, CDC13) δ = 8.19 (d, J=5.8 Hz, IH), 7.02 (d, J=2.0 Hz, IH), 6.87 (dd, J=2.0, 5.8 Hz, IH), 3.80 (tt, J=3.0, 6.0 Hz, IH), 0.91 - 0.75 (m, 4H).
300 mg at 170℃; for 0.333333 h; Microwave irradiation (a)
2-chloro-4-cyclopropoxypyridine
To a solution of 2-chloropyridin-4-ol (1 g, 7.75 mmol) in DMA (10 ml) was added bromocyclopropane (2.8 g, 23.2 mmol), NaI (1.16 g, 7.75 mmol) and Cs2CO3 (5 g, 15.5 mmol).
The mixture was stirred at MW 170° C. for 20 minutes, and then MW 180° C. for 30 minutes.
The reaction mixture was extracted with EA.
The organic layer to was dried and concentrated.
The residue was purified by flash column chromatography to give 300 mg of 2-chloro-4-cyclopropoxypyridine.
1H NMR (400 MHz, CDCl3) δ=8.19 (d, J=5.8 Hz, 1H), 7.02 (d, J=2.0 Hz, 1H), 6.87 (dd, J=2.0, 5.8 Hz, 1H), 3.80 (tt, J=3.0, 6.0 Hz, 1H), 0.91-0.75 (m, 4H),
300 mg With caesium carbonate; sodium iodide In N,N-dimethyl acetamide at 170 - 180℃; for 0.833333 h; To a solution of 2-chloropyridin-4-ol (1 g, 7.75 mmol) in DMA (10 ml) was added bromocyclopropane (2.8 g, 23.2 mmol), Nal (1.16 g, 7.75 mmol) and CS2CO3 (5 g, 15.5 mmol). The mixture was stirred at MW 170 °C for 20 minutes, and then MW 180 °C for 30 minutes. The reaction mixture was extracted with EA. The organic layer was dried and concentrated. The residue was purified by flash column chromatography to give 300 mg of 2-chloro-4-cyclopropoxypyridine. 1H NMR (400MHz, CDC13 ) δ = 8.19 (d, J=5.8 Hz, IH), 7.02 (d, J=2.0 Hz, IH), 6.87 (dd, J=2.0, 5.8 Hz, IH), 3.80 (tt, J=3.0, 6.0 Hz, IH), 0.91 - 0.75 (m, 4H)
Reference: [1] Patent: WO2014/114185, 2014, A1, . Location in patent: Page/Page column 162
[2] Patent: US2014/206681, 2014, A1, . Location in patent: Paragraph 0889; 0890
[3] Patent: WO2014/113932, 2014, A1, . Location in patent: Page/Page column 119
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 4333-56-6 ]

Aliphatic Cyclic Hydrocarbons

Chemical Structure| 7051-34-5

[ 7051-34-5 ]

(Bromomethyl)cyclopropane

Similarity: 0.62

Chemical Structure| 108-85-0

[ 108-85-0 ]

Bromocyclohexane

Similarity: 0.57

Chemical Structure| 5401-62-7

[ 5401-62-7 ]

1,2-Dibromocyclohexane

Similarity: 0.53

Chemical Structure| 29086-41-7

[ 29086-41-7 ]

1,1-Bis(bromomethyl)cyclopropane

Similarity: 0.50

Bromides

Chemical Structure| 109-64-8

[ 109-64-8 ]

1,3-Dibromopropane

Similarity: 0.70

Chemical Structure| 110-52-1

[ 110-52-1 ]

1,4-Dibromobutane

Similarity: 0.64

Chemical Structure| 7051-34-5

[ 7051-34-5 ]

(Bromomethyl)cyclopropane

Similarity: 0.62

Chemical Structure| 3344-70-5

[ 3344-70-5 ]

1,12-Dibromododecane

Similarity: 0.58

Chemical Structure| 693-58-3

[ 693-58-3 ]

1-Bromononane

Similarity: 0.58