1,1-DIBROMO-2,2-BIS(CHLOROMETHYL)CYCLOPROPANE
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1,1-DIBROMO-2,2-BIS(CHLOROMETHYL)CYCLOPROPANE
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CAS No:
98577-44-7
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Formula:
C5H6Br2Cl2
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Chemical Name:
1,1-DIBROMO-2,2-BIS(CHLOROMETHYL)CYCLOPROPANE
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Synonyms:
Cyclopropane,1,1-dibroMo-2,2-bis(chloroMethyl)-;1,1-DibroMo-2,2-bis(chloroMethyl)cyclopropane 90%, technical grade;1,1-DIBROMO-2,2-BIS(CHLOROMETHYL)CYCLOPROPANE;1,1-BIS(CHLOROMETHYL)-2,2-DIBROMOCYCLOPROPANE;AKOS BBS-00001998;1,1-DIBROMO-2,2-BIS(CHLOROMETHYL)-CYCLOP ROPANE, TECH., 90%;2,2-Bis-(chloromethyl)-1,1-dibromocyclopropane;EOS-60772
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CAS No:
1,1-DIBROMO-2,2-BIS(CHLOROMETHYL)CYCLOPROPANE Basic Attributes
296.82
293.821320
1308068-626-2
DTXSID30336506
2903890090
Safety Information
NONH for all modes of transport
3
36/37/38
26-36
Xi
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 42 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
1,1-DIBROMO-2,2-BIS(CHLOROMETHYL)CYCLOPROPANE Use and Manufacturing
Compound 1 (100 g, 0.8 mol)With 18-crown-6 ether (5 g)And pinacol (8 g)Dissolved in bromoform (400 g)An aqueous solution of sodium hydroxide (30percent by mass, 1.0 L) was added dropwise at 10 ° C to 25 ° C, The reaction was then stirred at room temperature for 24 hours.TLC (petroleum ether / ethyl acetate = 10/1, volume ratio, the same below) shows the end of the reaction. The reaction system was concentrated and purified by column chromatography (petroleum ether / ethyl acetate = 5/1 to 1/1) to give compound 2 (168 g) in a yield of 70.7percentl, l-dibromo-2, 2-bis(chloromethyl)cyclopropane A mixture of 3-chloro-2-(chloromethyl)prop-l-ene (50 g, 400 mmol), bromoform (70.0 ml, 800 mmol), pinacol (1.749 g, 14.80 mmol) and 6, 7, 9, 10, 17, 18, 20, 21 - octahydrodibenzo[b, k][l, 4, 7, 10, 13, 16]hexaoxacyclo-octadecin (1.442 g, 4.00 mmol) was very vigorously stirred. To the mixture was added in one portion a 50percent aqueous sodium hydroxide (304 g, 3800 mmol) solution that had been pre- cooled to 15°C. The color of the reaction mixture turned to orange, and then brown and black within 5 min. The internal temperature of the reaction mixture rose to 49-50°C within 20 min. At which point, the reaction mixture was cooled to 20°C by using a water bath. After 1 hr, the water bath was removed and the mixture was stirred at 40°C for 4 days. The reaction mixture was cooled to room temperature, and diluted with water (500mL), then filtered through a pad of Celite on a glass-fritted funnel (pore size C) and washed with water (1.5L). The dark brown solid was transferred to a beaker using hexane/acetone (1/1, 500mLx3). The Combined organic solution was dried over MgSC^, filtered and concentrated. The residue was triturated with hexanes to give 1 , 1 -dibromo-2, 2- bis(chloromethyl)cyclopropane (77.58g, 65percent). H NMR (400 MHz, CDC1
Computed Properties
Molecular Weight:296.81
XLogP3:3.2
Rotatable Bond Count:2
Exact Mass:295.81928
Monoisotopic Mass:293.82133
Heavy Atom Count:9
Complexity:120
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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1,1-DIBROMO-2,2-BIS(CHLOROMETHYL)CYCLOPROPANE
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