Conditions | Yield |
---|---|
With bromine at 59℃; Temperature; Wavelength; Reagent/catalyst; Irradiation; Inert atmosphere; | 99% |
With bromine im Licht; | |
With bromine at 225 - 275℃; im Rohr; |
tetrachloromethane
A
Bromotrichloromethane
B
dibromodichloromethane
C
chlorotribromomethane
Conditions | Yield |
---|---|
With aluminum tri-bromide for 8h; Heating; | A n/a B n/a C 12% |
Conditions | Yield |
---|---|
With aluminum tri-bromide | |
With aluminum tri-bromide | |
With aluminium trichloride; hydrogen bromide |
Conditions | Yield |
---|---|
With dibenzoyl peroxide | |
In neat (no solvent) formation on heating with CBr4 in presence of dibenzoylperoxide;; | |
In neat (no solvent) formation on heating with CBr4 in presence of dibenzoylperoxide;; |
Conditions | Yield |
---|---|
at 400℃; in Glasrohr; |
tetrachloromethane
A
Bromotrichloromethane
B
dibromodichloromethane
C
chlorotribromomethane
D
carbon tetrabromide
Conditions | Yield |
---|---|
With Bromoform; tetranormalbutyl ammonium fluoride for 0.166667h; Product distribution; Mechanism; Ambient temperature; equilibrium; products determined by GC-MS; |
Conditions | Yield |
---|---|
With bromine at 26.9℃; Rate constant; Kinetics; Thermodynamic data; other temp.: 358, 399, 456, 532 deg K; | |
With bromine at 26.85℃; under 990.079 Torr; Kinetics; Further Variations:; Temperatures; Pressures; |
Conditions | Yield |
---|---|
With bromine; chlorine In trichlorofluoromethane at 10℃; for 0.25h; Irradiation; Yield given; | |
With bromine; chlorine In trichlorofluoromethane at 10℃; for 0.25h; Irradiation; Yield given; |
dibromodichloromethane
A
tetrachloromethane
B
Bromotrichloromethane
C
chlorotribromomethane
D
carbon tetrabromide
Conditions | Yield |
---|---|
With acidic acceptor; tetranormalbutyl ammonium fluoride for 0.166667h; Product distribution; Mechanism; Ambient temperature; equilibrium; products determined by GC-MS; |
chlorotribromomethane
A
tetrachloromethane
B
Bromotrichloromethane
C
dibromodichloromethane
D
carbon tetrabromide
Conditions | Yield |
---|---|
With acidic acceptor; tetranormalbutyl ammonium fluoride for 0.166667h; Product distribution; Mechanism; Ambient temperature; equilibrium; products determined by GC-MS; |
carbon tetrabromide
A
tetrachloromethane
B
Bromotrichloromethane
C
dibromodichloromethane
D
chlorotribromomethane
Conditions | Yield |
---|---|
With chloroform; tetranormalbutyl ammonium fluoride for 0.166667h; Product distribution; Mechanism; Ambient temperature; equilibrium; products determined by GC-MS; |
tetrachloromethane
carbon tetrabromide
A
Bromotrichloromethane
B
dibromodichloromethane
C
chlorotribromomethane
Conditions | Yield |
---|---|
With sodium hydroxide In various solvent(s) Mechanism; Ambient temperature; effects of additives: p-dinitrobenzene and di-tert-butyl nitroxide; |
Conditions | Yield |
---|---|
With dihydrogen peroxide; potassium carbonate In phosphate buffer haloform reaction; Enzymatic reaction; |
Conditions | Yield |
---|---|
With bromide Mechanism; other halocarbons, other halide ions; |
Conditions | Yield |
---|---|
bei Siedetemperatur im Licht; | |
In neat (no solvent) byproducts: HBr; equilibrium;; enthalpy of reaction;; | |
In neat (no solvent) Irradiation (UV/VIS); formation by light;; |
Bromotrichloromethane
Conditions | Yield |
---|---|
With ethanol at 100℃; |
Bromotrichloromethane
Conditions | Yield |
---|---|
With bromine at 120℃; |
chloroform
bromine
A
Bromotrichloromethane
B
dibromodichloromethane
C
chlorotribromomethane
Conditions | Yield |
---|---|
at 225 - 275℃; im Licht; |
Conditions | Yield |
---|---|
at 250℃; beim Leiten im Licht durch ein Quarzrohr im Stickstoffstrom; |
Conditions | Yield |
---|---|
at 400℃; |
Conditions | Yield |
---|---|
at 100 - 110℃; |
bromine
trichloro-acetic acid ; potassium-compound
A
Bromotrichloromethane
B
methylammonium carbonate
Conditions | Yield |
---|---|
at 120℃; |
tetrachloromethane
bromine
A
1,1,2,2-tetrachloroethylene
B
Bromotrichloromethane
C
dibromodichloromethane
D
hexachloroethane
E
bromine chloride
Conditions | Yield |
---|---|
In tetrachloromethane other Radiation; γ-radiation of Br2 soln. in CCl4 (free from air) at 25°C; mechanism discussed;; |
tetrachloromethane
bromine
A
Bromotrichloromethane
B
hexachloroethane
C
bromine chloride
Conditions | Yield |
---|---|
In tetrachloromethane other Radiation; γ-radiation of Br2 soln. in CCl4 (free from air); yield depends on temp.;; |
tetrachloromethane
bromine
A
Bromotrichloromethane
B
dibromodichloromethane
Conditions | Yield |
---|---|
In tetrachloromethane reaction of activated in CCl4 dissolved Br2, formation of radioactive CCl3Br, CCl2Br2 and higher boiling compounds;; yields depend on Br2 concn., given as diagram;; | |
In tetrachloromethane reaction of activated in CCl4 dissolved Br2, formation of radioactive CCl3Br, CCl2Br2 and higher boiling compounds;; yields depend on Br2 concn., given as diagram;; |
tetrachloromethane
A
trichloromethyl radical
B
Bromotrichloromethane
C
hexachloroethane
Conditions | Yield |
---|---|
In neat (no solvent) reaction at 600°C on passing CCl4-gas over AgBr; mechanism discussed;; condensation of the reaction mixture to -190°C; determination by IR;; | |
In neat (no solvent) reaction at 600°C on passing CCl4-gas over AgBr; mechanism discussed;; condensation of the reaction mixture to -190°C; determination by IR;; |
Conditions | Yield |
---|---|
In neat (no solvent) formation on heating CCl3CO2K with Br2 to 120°C;; | |
In neat (no solvent) formation on heating CCl3CO2K with Br2 to 120°C;; |
4-benzoyloxycyclohexanone
Bromotrichloromethane
Benzoic acid 4-dichloromethylene-cyclohexyl ester
Conditions | Yield |
---|---|
With triphenylphosphine In acetonitrile at 20℃; for 1h; | 100% |
Bromotrichloromethane
N,N,N',N'-Tetraisopropyl-P-methylphosphonous diamide
A
chloroform
B
P-(bromomethyl)-N,N,N',N'-tetraisopropylphosphonous diamide
Conditions | Yield |
---|---|
In diethyl ether for 0.25h; Ambient temperature; | A 100% B 45% |
In diethyl ether for 0.25h; Ambient temperature; or P-ethyl-N,N,N',N'-tetraisopropylphosphonous diamide; | A n/a B 45% |
Bromotrichloromethane
P-ethyl-N,N,N',N'-tetraisopropylphosphonous diamide
A
chloroform
B
P-(1-bromoethyl)-N,N,N',N'-tetraisopropylphosphonous diamide
Conditions | Yield |
---|---|
In diethyl ether for 0.25h; Ambient temperature; | A 100% B 45% |
Conditions | Yield |
---|---|
With air; triethyl borane In ethanol; water at 25℃; for 2h; Product distribution; Further Variations:; Solvents; | 99% |
With iron In N,N-dimethyl-formamide at 60℃; for 5h; | 96% |
With potassium acetate; manganese(II) acetate; acetic acid; methyl 2-cyanoacetate at 40℃; anodic oxidation; | 95% |
Bromotrichloromethane
Allyl ether
3-(bromomethyl)-4-(2,2,2-trichloroethyl)tetrahydrofuran
Conditions | Yield |
---|---|
With sodium hydroxide; dimanganese decacarbonyl In dichloromethane Irradiation; | 99% |
With sodium hydroxide; Mn(CO)10; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water for 2h; Irradiation; | 99% |
With Benzoylformic acid In Petroleum ether for 18h; Sealed tube; Irradiation; Green chemistry; | 79% |
Conditions | Yield |
---|---|
With sodium hydroxide; BrMn(CO)5 In dichloromethane Irradiation; | 99% |
With sodium hydroxide; dimanganese decacarbonyl; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water for 2h; Irradiation; | 99% |
With Benzoylformic acid In Petroleum ether for 18h; Sealed tube; Irradiation; Green chemistry; | 82% |
Bromotrichloromethane
methacrylic acid methyl ester
methyl 2-bromo-2-methyl-4,4,4-trichlorobutanoate
Conditions | Yield |
---|---|
With tetralin; C15H17ClNRu at 135℃; for 0.5h; Inert atmosphere; Microwave irradiation; | 99% |
With C28H41N3O4Pd In acetonitrile at 20℃; for 16h; Inert atmosphere; Schlenk technique; Glovebox; | 75% |
With (Me3tacn)PdCl2 at 65℃; for 18h; Kharasch reaction; | 97.5 %Spectr. |
Bromotrichloromethane
(S)-4-benzyl-3-hexanoyl-5,5-dimethyloxazolidin-2-one
C19H24Cl3NO3
Conditions | Yield |
---|---|
Stage #1: (S)-4-benzyl-3-hexanoyl-5,5-dimethyloxazolidin-2-one With titanium tetrachloride In dichloromethane at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.666667h; Inert atmosphere; Stage #3: Bromotrichloromethane With tris(triphenylphosphine)ruthenium(II) chloride In dichloromethane at 45℃; for 12h; Inert atmosphere; Sealed vial; optical yield given as %de; | 99% |
Bromotrichloromethane
Conditions | Yield |
---|---|
Stage #1: Bromotrichloromethane; 2-(1-adamantylsulfanyl)-3-bromo-6-iodobenzaldehyde With triphenylphosphine In acetonitrile at 50℃; Corey-Fuchs Alkyne Synthesis; Stage #2: With potassium tert-butylate In tetrahydrofuran at -78℃; for 1.5h; | 99% |
Conditions | Yield |
---|---|
With tetralin; C15H17ClNRu at 80℃; for 6h; Kinetics; Reagent/catalyst; Inert atmosphere; | 98% |
With diethylamine; copper(l) chloride for 4h; | 95.8% |
With dilauryl peroxide | 81% |
Conditions | Yield |
---|---|
With Benzoylformic acid In Petroleum ether for 18h; Catalytic behavior; Reagent/catalyst; Solvent; Sealed tube; Irradiation; Green chemistry; | 98% |
With potassium carbonate; palladium diacetate; triphenylphosphine In benzene at 100℃; for 3.5h; | 90% |
With C62H44N6Ru(2+)*2Cl(1-) In dimethyl sulfoxide for 24h; Sealed tube; Irradiation; | 90% |
With disodium tetracarbonylferrate In tetrahydrofuran at 25℃; for 16h; Catalytic behavior; Reagent/catalyst; Glovebox; Inert atmosphere; | 83% |
With potassium carbonate; Pd(PPh3)(OAc)2 at 40℃; for 5h; | 88 % Chromat. |
Bromotrichloromethane
Allyl acetate
2-bromo-4,4,4-trichlorobutyl acetate
Conditions | Yield |
---|---|
With iron In N,N-dimethyl-formamide at 60℃; for 5h; | 98% |
for 8h; Irradiation; | 89% |
With potassium carbonate; palladium diacetate; triphenylphosphine In benzene at 80℃; for 7h; CO atmosphere; | 83% |
With potassium carbonate; Pd(PPh3)(OAc)2 at 80℃; for 7h; | 83% |
With triethyl borane In methanol; water | 70% |
Conditions | Yield |
---|---|
With iron In N,N-dimethyl-formamide at 60℃; for 5h; | 98% |
Bromotrichloromethane
(S)-4-benzyl-5,5-dimethyl-3-propanoyl-1,3-oxazolidin-2-one
(S)-4-benzyl-5,5-dimethyl-3-((S)-3,3,3-trichloro-2-methylpropanoyl)-oxazolidin-2-one
Conditions | Yield |
---|---|
Stage #1: (S)-4-benzyl-5,5-dimethyl-3-propanoyl-1,3-oxazolidin-2-one With titanium tetrachloride In dichloromethane at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.666667h; Inert atmosphere; Stage #3: Bromotrichloromethane With tris(triphenylphosphine)ruthenium(II) chloride In dichloromethane at 45℃; for 12h; Inert atmosphere; Sealed vial; optical yield given as %de; | 98% |
Stage #1: (S)-4-benzyl-5,5-dimethyl-3-propanoyl-1,3-oxazolidin-2-one With 1,2,2,6,6-pentamethylpiperidine; titanium tetrachloride In dichloromethane at 0℃; for 0.75h; Inert atmosphere; Stage #2: Bromotrichloromethane With tris(triphenylphosphine)ruthenium(II) chloride In dichloromethane at 45℃; for 12h; | 97% |
Stage #1: (S)-4-benzyl-5,5-dimethyl-3-propanoyl-1,3-oxazolidin-2-one With titanium tetrachloride In dichloromethane at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.75h; Inert atmosphere; Stage #3: Bromotrichloromethane With tris(triphenylphosphine)ruthenium(II) chloride In dichloromethane for 12h; Inert atmosphere; optical yield given as %de; diastereoselective reaction; | 96% |
Stage #1: (S)-4-benzyl-5,5-dimethyl-3-propanoyl-1,3-oxazolidin-2-one With titanium tetrachloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.666667h; Inert atmosphere; Stage #2: Bromotrichloromethane With tris(triphenylphosphine)ruthenium(II) chloride In dichloromethane at 45℃; for 12h; Inert atmosphere; Sealed flask; optical yield given as %de; stereoselective reaction; | 95% |
Bromotrichloromethane
4-(methoxycarbonyl)benzyl alcohol
p-methyloxycarbonylbenzyl chloride
Conditions | Yield |
---|---|
Stage #1: Bromotrichloromethane With triphenylphosphine In dichloromethane at 20℃; for 0.666667h; Appel reaction; in air; Stage #2: 4-(methoxycarbonyl)benzyl alcohol In dichloromethane at 20℃; Appel reaction; in air; | 98% |
Bromotrichloromethane
D
4-methyl-2-(trichloromethylsulfanyl)-thiazole
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In benzene at 80℃; | A 10% B n/a C n/a D 98% |
Bromotrichloromethane
B
4-methyl-2-(trichloromethylsulfanyl)-thiazole
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In benzene at 80℃; | A 94% B 98% |
styrene
Bromotrichloromethane
Conditions | Yield |
---|---|
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R,R)-4,5-Bis-2,2-dimethyl-1,3-dioxolan In hexane; toluene at -78 - 20℃; Catalytic behavior; Temperature; Concentration; Solvent; Reagent/catalyst; Inert atmosphere; enantioselective reaction; | A 98% B n/a |
Conditions | Yield |
---|---|
With C62H44N6Ru(2+)*2Cl(1-) In dimethyl sulfoxide for 24h; Sealed tube; Irradiation; | 98% |
With Benzoylformic acid In Petroleum ether for 18h; Sealed tube; Irradiation; Green chemistry; | 94% |
Bromotrichloromethane
Hexadecanoic acid 2-(4-methoxy-phenyl)-4-thioxo-4H-quinazolin-3-yl ester
2-(4-Methoxy-phenyl)-4-trichloromethylsulfanyl-quinazoline
Conditions | Yield |
---|---|
In dichloromethane for 0.0833333h; Ambient temperature; Irradiation; | 97% |
Conditions | Yield |
---|---|
With carbon monoxide In further solvent(s) Irradiation (UV/VIS); Irradiation of complex at 350-380 nm under 20 atm of CO in CBrCl3;; | A 81-87 B 97% C 78-85 D <4 E >65 |
Conditions | Yield |
---|---|
In dichloromethane Irradiation (UV/VIS); mixt. irradiation (10 min, vac.); (1)H-NMR spectroscopy; | 97% |
Bromotrichloromethane
trans-[Rh(CO)(Cl){P{(CH2)14}3P2(Rh-P2)}]
[Rh(CO)ClBr(CCl3)((P((CH2)7)3)2)]
Conditions | Yield |
---|---|
In benzene-d6 NMR; | 97% |
Conditions | Yield |
---|---|
Stage #1: C23H33NO3 With titanium tetrachloride In dichloromethane at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.666667h; Inert atmosphere; Stage #3: Bromotrichloromethane With tris(triphenylphosphine)ruthenium(II) chloride In dichloromethane at 45℃; for 12h; Inert atmosphere; Sealed vial; optical yield given as %de; | 97% |
Conditions | Yield |
---|---|
In benzene-d6 Inert atmosphere; | 97% |
Bromotrichloromethane
3-chloroprop-1-ene
3-bromo-1,1,1,4-tetrachlorobutane
Conditions | Yield |
---|---|
In pentane for 7h; Irradiation; T < 20 deg C; | 96.2% |
With Benzoylformic acid In Petroleum ether for 18h; Sealed tube; Irradiation; Green chemistry; | 64% |
With C62H44N6Ru(2+)*2Cl(1-) In dimethyl sulfoxide for 24h; Sealed tube; Irradiation; | 50% |
allylbenzene
Bromotrichloromethane
3-bromo-1,1,1-trichloro-4-phenylbutane
Conditions | Yield |
---|---|
With iron In N,N-dimethyl-formamide at 60℃; for 5h; | 96% |
With sodium acetate In 1,2-dimethoxyethane at 90℃; for 24h; Reagent/catalyst; Solvent; Kharash-Sosnovsky Allylic Oxidation; Green chemistry; | 88% |
With 3',6'-bis(diethylamino)-2-(naphthalen-2-yl)spiro[isoindoline-1,9'-xanthen]-3-one; benzoic acid anhydride at 80℃; for 20h; Inert atmosphere; | 84% |
Bromotrichloromethane
3-palmitoyloxy-4-phenylthiazolin-2(3H)-thione
A
pentadecyl bromide
B
5-phenyl-2-trichloromethylthiothiazole
Conditions | Yield |
---|---|
In benzene for 2h; Ambient temperature; Irradiation; | A 96% B 92% |
Bromotrichloromethane
3,5-dinitrobenzyl alcohol
3,5-dinitrobenzyl chloride
Conditions | Yield |
---|---|
Stage #1: Bromotrichloromethane With triphenylphosphine In dichloromethane at 20℃; for 0.666667h; Appel reaction; in air; Stage #2: 3,5-dinitrobenzyl alcohol In dichloromethane at 20℃; Appel reaction; in air; | 96% |
Molecular Formula: CBrCl3
Molar mass: 198.27 g/mol
EINECS: 200-886-0
Density: 2.145 g/cm3
Flash Point: 18.6 °C
Index of Refraction: 1.538
Boiling Point: 103.5 °C at 760 mmHg
Vapour Pressure: 37.2 mmHg at 25°C
Melting point: −6 °C(lit.)
Water solubility: Insoluble
Appearance: Clear colourless to slightly yellow liquid
Product categories of Bromocriptine mesylate (22260-51-1): Chain Transfer Agents;Halogenation;Synthetic Organic Chemistry;Polymer Additives;Organics;Bromination
Structure of Bromotrichloromethane (75-62-7):
XLogP3-AA: 2.9
H-Bond Donor: 0
H-Bond Acceptor: 0
IUPAC Name: Bromo(trichloro)methane
Canonical SMILES: C(Cl)(Cl)(Cl)Br
InChI: InChI=1S/CBrCl3/c2-1(3,4)5
InChIKey: XNNQFQFUQLJSQT-UHFFFAOYSA-N
1. | dnd-mam:lym 1 mmol/L | TOLED5 Toxicology Letters. 11 (1982),243. | ||
2. | orl-rat LDLo:100 mg/kg | IJMDAI Israel Journal of Medical Sciences. 10 (1974),301. | ||
3. | ipr-rat LD50:119 mg/kg | FAATDF Fundamental and Applied Toxicology. 2 (1982),161. |
Carcinogenicity of Bromotrichloromethane (75-62-7) hasn't been listed as a carcinogen by NTP,IARC,ACGIH, or CA Prop 65. And its toxicological properties have not been fully investigated.
Reported in EPA TSCA Inventory.
Poison by ingestion and intraperitoneal routes. Narcotic in high concentration. Mutation data reported. See also CHLOROFORM. Incompatible with ethylene. When heated to decomposition it emits very toxic fumes of Cl− and Br−.
Hazard Codes: Xn
Risk Statements:
20: Harmful by inhalation
21: Harmful in contact with skin
22: Harmful if swallowed
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
Safety Statements:
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37: Wear suitable gloves
39: Wear eye/face protection
Bromotrichloromethane (75-62-7) also can be called Methane, bromotrichloro- ; Monobromotrichloromethane . is hazardous,so the first aid measures and others should be known.Such as: When on the skin: first,should flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing. Secondly,Get shoesmedical aid . Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.Then get medical aid soon.While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Give artificial respiration while not breathing. When breathing is difficult, give oxygen.And as soon as to get medical aid.Then you have the ingesting of the product : Wash mouth out with water,and get medical aid immediately.Notes to physician: Treat supportively and symptomatically.
In addition, Bromotrichloromethane (75-62-7) can be stable under normal temperature and pressure conditions.It is not compatible with strong oxidizing agents,strong bases,and you must not take it with incompatible materials.And also prevent it to broken down into hazardous decomposition products: hydrogen bromide,carbon dioxide,carbon monoxide, hydrogen chloride.
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