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  • 10294-33-4 Structure
  • Basic information

    1. Product Name: Boron tribromide
    2. Synonyms: Boron Tribromide (Metals Basis);Boron tribromide, 1M solution in methylene chloride, AcroSeal§3;BORON TRIBROMIDE, 99.5%;Boron tribromide, 99.9%;Boron tribromide, 1M solution in heptane, AcroSeal;Boron tribromide, 1M solution in methylene chloride, AcroSeal;Boron tribroMide, 1M soln. in heptane;BORON TRIBROMIDE FOR SYNTHESIS
    3. CAS NO:10294-33-4
    4. Molecular Formula: BBr3
    5. Molecular Weight: 250.52
    6. EINECS: 233-657-9
    7. Product Categories: metal halide;Inorganics;Piperazine derivates;Deprotecting Reagents;Others;Protection and Derivatization
    8. Mol File: 10294-33-4.mol
    9. Article Data: 17
  • Chemical Properties

    1. Melting Point: −46 °C(lit.)
    2. Boiling Point: ~90 °C
    3. Flash Point: 30 °F
    4. Appearance: colorless/Solution
    5. Density: 2.60 g/mL at 20 °C(lit.)
    6. Vapor Density: 8.6 (vs air)
    7. Vapor Pressure: 40 mm Hg ( 14 °C)
    8. Refractive Index: 1.4340
    9. Storage Temp.: Poison room
    10. Solubility: Miscible with ethanol and carbon tetrachloride.
    11. Water Solubility: Reacts with water.
    12. Sensitive: Moisture Sensitive
    13. Stability: Stable, but reacts violently with water.
    14. Merck: 14,1347
    15. CAS DataBase Reference: Boron tribromide(CAS DataBase Reference)
    16. NIST Chemistry Reference: Boron tribromide(10294-33-4)
    17. EPA Substance Registry System: Boron tribromide(10294-33-4)
  • Safety Data

    1. Hazard Codes: T+,C,F,N
    2. Statements: 14-26/28-35-40-62-11-67-65-50/53-37-51/53-48/20
    3. Safety Statements: 9-26-28-36/37/39-45-23-33-16-62-61-60
    4. RIDADR: UN 3390 6.1/PG 1
    5. WGK Germany: 3
    6. RTECS: ED7400000
    7. F: 10-21
    8. TSCA: Yes
    9. HazardClass: 8
    10. PackingGroup: I
    11. Hazardous Substances Data: 10294-33-4(Hazardous Substances Data)

10294-33-4 Usage

General Description

Different sources of media describe the General Description of 10294-33-4 differently. You can refer to the following data:
1. Boron tribromide is commercially available and is a strong Lewis acid. It is an excellent demethylating or dealkylating agent for ethers, often in the production of pharmaceuticals. boron tribromide lewis structure Additionally, it also finds applications in olefin polymerisation and in Friedel–Crafts chemistry as a Lewis acid catalyst. The electronics industry uses boron tribromide as a boron source in pre-deposition processes for doping in the manufacture of semiconductors. Boron tribromide is a colourless, fuming liquid compound containing boron and bromine. It is usually made by heating boron trioxide with carbon in the presence of bromine: this generates free boron that reacts vigorously with the bromine. Boron tribromide is used extensively in industries associated with pharmaceutical manufacturing, image processing, semiconductor doping, plasma etching, and photovoltaic manufacturing and as a reagent for different chemical processes.
2. A colorless, fuming liquid with a pungent odor. Boiling point 194°F. Freezing point -51°F. Very toxic by inhalation. Corrosive to metals and tissue.

Physical and Chemical Properties

Fuming colorless viscous liquid with a strong irritant, toxic. Melting point is-46 ℃, the boiling point is 91.3 ℃. It was dissolved in carbon tetrachloride. Easily decomposed by water, alcohol. light or thermal decomposition, heated to explode. It can react with the phosphorus, nitrogen, oxygen, sulfur, halogens, ammonia, alkali, phosphorus halides, phosphines, and many substituents of ammonia. A strong corrosive. Strong irritative to Skin, eye or mucous membrane. Approximate toxicity of hydrogen bromide. United States provides operating maximum allowable concentration of boron tribromide in environment Air is 1ppm (10mg/m3). It is obtained in laboratory by Aluminum tribromide reacting with boron trifluoride, then distillation. can be used as a source of doped semiconductor silicon, but also for the preparation of high purity boron and organic boride. Other related chemical reactions involved by boron tribromide: In hydroiodic, at 300~400 ℃ continuously fed in boron tribromide, obtained mixture of BIBr2 and BI2Br, BI3, and then separated by distillation, derived dibromo iodide boron. Boron tribromide reacts with adamantine, generates 1-bromo-adamantane. The above information is edited by the lookchem of Yan Yanyong.

Boron trichloride

Boron trifluoride, boron trichloride, boron tribromide and boron triiodide are four kinds of common boron halides, the last three kinds of halogenated boron can be made in the presence of carbonaceous reducing agent by the high-temperature oxidation reduction of halogens and diboron trioxide, the reaction equation is as follows: B2O3 + 3C + 3Cl2 = 2BCl3 + 3CO, boron trifluoride is obtained by interaction of hydrogen fluoride (fluorspar with concentrated sulfuric acid) and diboron trioxide. Boron halide are all covalent molecules, in the vapor state existing in a planar triangles single molecule. Boron atoms using sp2 hybrid orbitals, p orbital of boron atoms filled of electron in the vertical plane perpendicular to the empty p orbital plane of a halogen atom can form large π bond π64. Experimental results show that the measured bond length (such as B-Cl bond length is 173pm) is shorter than a single bond (single bond B-Cl bond length is 187pm), indicating the presence of large π bond. The melting points of all these four kinds of halides are low, boron trifluoride is the lowest, and the boiling point increases with the increase of atomic number of halogen, indicating four kinds of halide are covalent halide molecules, intermolecular attraction is van der Waals forces. In 4 kinds of halides, stability is declined from boron trifluoride in turn to boron triiodide. Boron halides are easily hydrolyzed to produce boric acid.

Toxicity

Boron tribromide has a strong stimulating effect on human tissue, and its vapor is highly toxic, strong corrosive. Wear masks, gloves and protective clothing during operation. Steam inhalation is strictly prohibited. Immediately sent to hospital for treatment after poisoning.

Uses

Different sources of media describe the Uses of 10294-33-4 differently. You can refer to the following data:
1. as the major chemical raw material of the production of caustic soda, soda ash, widely used in alkali industry. As a semiconductor silicon doping source, it can be used for preparation of high purity boron and organic boron compound. Trona is mainly used for making soda ash, caustic soda, soda, and other products. Soda ash is an important industrial raw material, widely used in glass, chemicals, light industry, textile, dyeing, metallurgy, petroleum processing, pharmaceuticals, food and so on. Caustic soda is mainly used for rayon, paper, dyes, soap, plastics, pharmaceuticals, agricultural chemicals and so on. Baking soda is mainly used in food, plastics, rubber, pharmaceutical, printing and dyeing, tanning, soaking seeds and other areas. As a dopant materials of semiconductor, catalyst, intermediate and brominated agent of organic synthesis, It is a raw material for producing high purity boron and other organic boron compound. Used in organic synthesis and preparation for high purity boron. As catalyst, intermediates and Brominating agents for organic synthesis, raw materials for manufacturing high purity boron and other organic boron compound.
2. Boron Tribromide is used as a reagent in the synthesis of 8-hydroxyquinolato compounds used as electron transport materials in EL devices. It is also used in the demethylation of aryl methyl ethers by boron tribromide.
3. manufacture of diborane; ultra high purity boron. Reagent for cleavage of ethers, amines, thiols; addition of allenes and alkynes.
4. Catalyst in manufacture of diborane, ultrahigh-purity boron, and semiconductors

Production method

Direct synthesis is putting the dried powder of boron into the reaction tube of a tubular reactor, to make the reaction can be carried out sufficiently, a certain amount of filler should be placed in the reaction tube, the filler material is the same as the inner wall of the reaction tube. The reaction tube was heated to 850 ℃, also bromine in the bromine vessel was heated to a boil, then poured into reaction tube. The boron tribromide liquid produced with activated carbon, zinc and aluminum scrap together in debromination vessel heated to reflux until boron bromide produced is a colorless, and then by crude distillation, distillation, obtained completely colorless bromide boron products. 2B + 3Br2 → 2BBr3 Salt Lake alkaline mineral general uses open-pit mining, ancient alkaline mineral general uses underground dissolution mining law. Mining process 1. open-pit mining 2. underground dissolution method

Chemical Properties

Different sources of media describe the Chemical Properties of 10294-33-4 differently. You can refer to the following data:
1. clear to amber liquid with a pungent odour
2. Boron tribromide is a colorless, fuming liquid.

Reactivity Profile

Boron tribromide strongly attacks wood and rubber with generation of flammable hydrogen gas. Reacts exothermically and violently with water. Mixing tungsten trioxide and Boron tribromide caused an explosion when the reaction was not cooled in an ice bath.

Hazard

Corrosive to tissue. May explode when heated. Upper respiratory tract irritant.

Health Hazard

Inhalation causes severe irritation of mucous membranes. Ingestion causes burns of mouth and stomach. Contact with eyes or skin causes severe burns.

Fire Hazard

Special Hazards of Combustion Products: Toxic fumes of the chemical or hydrogen bromide may form in fires.

Potential Exposure

Boron tribromide is highly toxic and corrosive, it is used as a catalyst in organic synthesis, making diborane, high purity boron, and semiconductors.

Shipping

UN2692 Boron tribromide, Hazard class: 8; Labels: 8—Corrosive materials, 6.1—Poison Inhalation Hazard, Inhalation Hazard Zone B.

Incompatibilities

Reacts violently and explosively with water, steam, or alcohols, forming toxic, corrosive, and potentially explosive hydrogen bromide gas. Mixtures with potassium or sodium can explode on impact. Incompatible with oxidizers, strong bases. Attacks some metals, rubbers, and plastics.

Check Digit Verification of cas no

The CAS Registry Mumber 10294-33-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,2,9 and 4 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 10294-33:
(7*1)+(6*0)+(5*2)+(4*9)+(3*4)+(2*3)+(1*3)=74
74 % 10 = 4
So 10294-33-4 is a valid CAS Registry Number.
InChI:InChI=1/BBr3/c2-1(3)4

10294-33-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (B2553)  Boron Tribromide (17% in Dichloromethane, ca. 1mol/L)  

  • 10294-33-4

  • 100mL

  • 980.00CNY

  • Detail
  • TCI America

  • (B4417)  Boron Tribromide (29% in Heptane, ca. 1mol/L)  

  • 10294-33-4

  • 100mL

  • 1,490.00CNY

  • Detail
  • Alfa Aesar

  • (L14880)  Boron tribromide, 1M soln. in dichloromethane   

  • 10294-33-4

  • 25ml

  • 326.0CNY

  • Detail
  • Alfa Aesar

  • (L14880)  Boron tribromide, 1M soln. in dichloromethane   

  • 10294-33-4

  • 100ml

  • 844.0CNY

  • Detail
  • Alfa Aesar

  • (H32785)  Boron tribromide, 1M soln. in heptane   

  • 10294-33-4

  • 100ml

  • 828.0CNY

  • Detail
  • Alfa Aesar

  • (H32785)  Boron tribromide, 1M soln. in heptane   

  • 10294-33-4

  • 500ml

  • 2361.0CNY

  • Detail
  • Alfa Aesar

  • (35841)  Boron tribromide, 99.999% (metals basis)   

  • 10294-33-4

  • 10g

  • 1315.0CNY

  • Detail
  • Alfa Aesar

  • (35841)  Boron tribromide, 99.999% (metals basis)   

  • 10294-33-4

  • 50g

  • 6571.0CNY

  • Detail
  • Alfa Aesar

  • (35846)  Boron tribromide, 99% min   

  • 10294-33-4

  • 50g

  • 697.0CNY

  • Detail
  • Alfa Aesar

  • (35846)  Boron tribromide, 99% min   

  • 10294-33-4

  • 250g

  • 3663.0CNY

  • Detail

10294-33-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Boron tribromide

1.2 Other means of identification

Product number -
Other names tribromoborane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:10294-33-4 SDS

10294-33-4Synthetic route

pentaborane(9)

pentaborane(9)

diboron tetrabromide
14355-29-4

diboron tetrabromide

A

1-(dibromoboryl)pentaborane

1-(dibromoboryl)pentaborane

B

boron tribromide
10294-33-4

boron tribromide

C

dibromoborane
13709-65-4

dibromoborane

Conditions
ConditionsYield
In neat (no solvent) Teflon-valve-equipped standard vacuum line or a nitrogen-filled glovebox;excess B5H9;pentaborane, B2Br4 separately condensed in the reactor, after 20 min at room temp., vessel cooled to -10 ° C,; over course of the following 10 h,all volatile material removed,reactor warmed to room temp.,all volatile material at room temp. were removed,BBr2B5H8 extd. with CH2Cl2, yield:80% on basis of amt. of B2Br4 employed, 86% on basis of unrecovered B5H9;A 80%
B n/a
C n/a
boron

boron

bromine
7726-95-6

bromine

boron tribromide
10294-33-4

boron tribromide

Conditions
ConditionsYield
boron is mixed with ca. 9 w % Mg, in H2 atmosphere;70%
In not given kept over liq. Hg for 48 h; distd. (vac., room temp.);57.6%
at red heat; in H2 atmosphere;40%
boron trifluoride
7637-07-2

boron trifluoride

aluminium bromide
7727-15-3

aluminium bromide

boron tribromide
10294-33-4

boron tribromide

Conditions
ConditionsYield
with excess of BF3; addn. of Al to depress formation of Br2; addn. of Hg to get rid of Br2;70%
with excess of BF3; addn. of Al to depress formation of Br2; addn. of Hg to get rid of Br2;70%
BBr3*2(o-nitrotoluene)

BBr3*2(o-nitrotoluene)

boron tribromide
10294-33-4

boron tribromide

Conditions
ConditionsYield
In neat (no solvent) byproducts: o-CH3C6H4NO2; decompn. reaction immediately;50%
BBr3*3C6H5NO2

BBr3*3C6H5NO2

boron tribromide
10294-33-4

boron tribromide

Conditions
ConditionsYield
In neat (no solvent) byproducts: C6H5NO2; decompn. reaction immediately;50%
diboron tetrabromide
14355-29-4

diboron tetrabromide

tribromofluoromethane
353-54-8

tribromofluoromethane

A

closo-B9Br9
12589-31-0

closo-B9Br9

B

boron trifluoride
7637-07-2

boron trifluoride

C

boron tribromide
10294-33-4

boron tribromide

D

diboron tetrafluoride
13965-73-6

diboron tetrafluoride

Conditions
ConditionsYield
B2Br4 and CFBr3 were reacted in a NMR-tube at ambient temp. for 3,75 h; products detected by (19)F- and (11)B-NMR, CBr4 by (13)C-NMR;A 2%
B 7%
C 2%
D 39%
aluminium bromide
7727-15-3

aluminium bromide

potassium tetrafluoroborate
14075-53-7

potassium tetrafluoroborate

boron tribromide
10294-33-4

boron tribromide

Conditions
ConditionsYield
30%
30%
BBr3*Cl3CCOOC2H5
856317-96-9

BBr3*Cl3CCOOC2H5

boron tribromide
10294-33-4

boron tribromide

Conditions
ConditionsYield
In neat (no solvent) byproducts: Cl3CCOOC2H5; decompn. reaction immediately;25%
diboron tetrabromide
14355-29-4

diboron tetrabromide

carbon tetrabromide
558-13-4

carbon tetrabromide

boron tribromide
10294-33-4

boron tribromide

Conditions
ConditionsYield
Vac.-distn. of B2Br4 to CBr4, heating in an oil-bath (96°C, 5.75 h).; Monitored by (11)B-NMR.;8.6%
boron(III) sulfide

boron(III) sulfide

bromine
7726-95-6

bromine

boron tribromide
10294-33-4

boron tribromide

Conditions
ConditionsYield
heating of B2S3 in Br2 vapour;
boron

boron

1,2,3-tribromopropane
96-11-7

1,2,3-tribromopropane

boron tribromide
10294-33-4

boron tribromide

Conditions
ConditionsYield
250 °C in reaction tube;
at 250°C in sealed tube;
at 250°C in sealed tube;
boron trioxide

boron trioxide

phosphorus trichloride dibromide
13510-40-2

phosphorus trichloride dibromide

boron tribromide
10294-33-4

boron tribromide

boron trioxide

boron trioxide

bromine
7726-95-6

bromine

boron tribromide
10294-33-4

boron tribromide

Conditions
ConditionsYield
With coal 250°C; fractionated distn.;
boron trioxide

boron trioxide

bromine
7726-95-6

bromine

pyrographite
7440-44-0

pyrographite

boron tribromide
10294-33-4

boron tribromide

Conditions
ConditionsYield
byproducts: CO; glowed B2O3-C mixt. is treated with Br2;
boron trioxide

boron trioxide

sodium bromide
7647-15-6

sodium bromide

boron tribromide
10294-33-4

boron tribromide

Conditions
ConditionsYield
800-1000°C;
boron trioxide

boron trioxide

phosphorus pentabromide
7789-69-7

phosphorus pentabromide

boron tribromide
10294-33-4

boron tribromide

Conditions
ConditionsYield
140 °C, reaction tube;
boron

boron

bromine
7726-95-6

bromine

chlorine
7782-50-5

chlorine

A

boron trichloride
10294-34-5

boron trichloride

B

boron tribromide
10294-33-4

boron tribromide

iron boride

iron boride

bromine
7726-95-6

bromine

boron tribromide
10294-33-4

boron tribromide

Conditions
ConditionsYield
0%
diborane
19287-45-7

diborane

A

bromodiborane
23834-96-0

bromodiborane

B

boron tribromide
10294-33-4

boron tribromide

Conditions
ConditionsYield
With bromine at 100°C in light;A >99
B n/a
With bromine at room temperature in light;
With hydrogen bromide; aluminium bromide at 80-90 °C;
boron

boron

magnesium
7439-95-4

magnesium

boron tribromide
10294-33-4

boron tribromide

Conditions
ConditionsYield
With bromine at moderate temp.;
boron

boron

boron tribromide
10294-33-4

boron tribromide

Conditions
ConditionsYield
With C2H4Br2 at 250°C in sealed tube;
With bromine at 700°C, or at red heat;
With C2H4Br2 at 250°C in sealed tube;
boron

boron

ethylene dibromide
106-93-4

ethylene dibromide

boron tribromide
10294-33-4

boron tribromide

Conditions
ConditionsYield
250 °C in reaction tube;
hydrogen cyanide; compound with boron bromide

hydrogen cyanide; compound with boron bromide

A

hydrogen cyanide
74-90-8

hydrogen cyanide

B

boron tribromide
10294-33-4

boron tribromide

Conditions
ConditionsYield
decompn. by moisture of air;
decompn. by moisture of air;
chloroseleniumtetrabromoborate
4262-75-3

chloroseleniumtetrabromoborate

A

selenium
7782-49-2

selenium

B

boron tribromide
10294-33-4

boron tribromide

Conditions
ConditionsYield
byproducts: CH3Br; decompn. above 66°C;
mercury bis(trifluoromethanethiolate)
21259-75-6

mercury bis(trifluoromethanethiolate)

boron tribromide
10294-33-4

boron tribromide

tris(trifluoromethylsulfanyl)borane
36884-78-3

tris(trifluoromethylsulfanyl)borane

Conditions
ConditionsYield
In further solvent(s) in 2-methylbutane, -196 to +25°C;100%
95%
95%
zirconocene dichloride
1291-32-3

zirconocene dichloride

boron tribromide
10294-33-4

boron tribromide

bis(cyclopentadienyl)dibromozirconium

bis(cyclopentadienyl)dibromozirconium

Conditions
ConditionsYield
In diethyl ether (π-C5H5)2ZrCl2/BBr3 (molar ratio: 3:2);;100%
In diethyl ether (π-C5H5)2ZrCl2/BBr3 (molar ratio: 3:2);;100%
nitrido(tetra-tert-butylphthalocyaninato)rhenium(V)
158789-52-7

nitrido(tetra-tert-butylphthalocyaninato)rhenium(V)

boron tribromide
10294-33-4

boron tribromide

Re(tetra-tert-butylphthalocyaninato)(NBBr3)

Re(tetra-tert-butylphthalocyaninato)(NBBr3)

Conditions
ConditionsYield
In dichloromethane addn. of BBr3 to soln. of rhenium complex at 0°C, 0°C (6 h); removement of solvent (vacuum);100%
nitrido(octa-n-pentylphthalocyaninato)rhenium(V)

nitrido(octa-n-pentylphthalocyaninato)rhenium(V)

boron tribromide
10294-33-4

boron tribromide

Re(octa-n-pentylphthalocyaninato)(NBBr3)

Re(octa-n-pentylphthalocyaninato)(NBBr3)

Conditions
ConditionsYield
In dichloromethane addn. of BBr3 to soln. of rhenium complex at 0°C, 0°C (6 h); removement of solvent (vacuum);100%
(C5Me5)Fe(CO)2SiMe2Ph
745811-87-4

(C5Me5)Fe(CO)2SiMe2Ph

boron tribromide
10294-33-4

boron tribromide

(C5Me5)Fe(CO)2SiBrMePh
745811-89-6

(C5Me5)Fe(CO)2SiBrMePh

Conditions
ConditionsYield
In toluene byproducts: MeBBr2; under inert atm.; BBr3 was added dropwise to a toluene soln. of Fe-complex at room temp., the mixt. was stirred at room temp. for 6 h; evapd., hexane was added, filtd., filtrate evapd.; elem. anal.;100%
In benzene-d6 byproducts: MeBBr2; 1 equiv. of BBr3, 20°C, 1 h, inert atm.; not isolated; detd. by (1)H NMR spectroscopy;
(C5Me5)Fe(CO)2SiMe2Ph
745811-87-4

(C5Me5)Fe(CO)2SiMe2Ph

boron tribromide
10294-33-4

boron tribromide

(C5Me5)Fe(CO)2SiBr2Ph
745811-92-1

(C5Me5)Fe(CO)2SiBr2Ph

Conditions
ConditionsYield
In toluene byproducts: MeBBr2; under inert atm.; BBr3 was added dropwise to a toluene soln. of Fe-complex at room temp., the mixt. was stirred for 24 h at 80°C; evapd., tolyene was added, filtd., filtrate evapd.; elem. anal.;100%
6-methoxy-1-phenyl-1H-indazole

6-methoxy-1-phenyl-1H-indazole

boron tribromide
10294-33-4

boron tribromide

1-phenyl-1H-indazol-6-ol

1-phenyl-1H-indazol-6-ol

Conditions
ConditionsYield
In dichloromethane at 20℃; for 16h; Cooling with ice;100%
1,3,5-tris(trimethylsilyl)benzene
5624-60-2

1,3,5-tris(trimethylsilyl)benzene

water
7732-18-5

water

boron tribromide
10294-33-4

boron tribromide

benzene-1,3,5-triyltriboronic acid

benzene-1,3,5-triyltriboronic acid

Conditions
ConditionsYield
Stage #1: 1,3,5-tris(trimethylsilyl)benzene; boron tribromide at 100℃; for 4h; Inert atmosphere;
Stage #2: water In hexane at 0℃;
100%
Stage #1: 1,3,5-tris(trimethylsilyl)benzene; boron tribromide at 100℃; for 4h; Inert atmosphere;
Stage #2: water In hexane at 0℃;
99%
C16H14S2Si

C16H14S2Si

boron tribromide
10294-33-4

boron tribromide

C14H8BBrS2

C14H8BBrS2

Conditions
ConditionsYield
In dichloromethane at -40 - 20℃;100%
tris(dimethylamino)borane
4375-83-1

tris(dimethylamino)borane

boron tribromide
10294-33-4

boron tribromide

bromobis(dimethylamino)borane
6990-27-8

bromobis(dimethylamino)borane

Conditions
ConditionsYield
In pentane at -40 - 20℃; for 2h; Inert atmosphere;99%
In pentane at -40°C to -50°C;85%
In pentane at -40°C to -50°C;85%
In pentane -50 - -40°C, 2 mol BBr3;
80°C;>99
2,4,6-triethyl-borazine
7443-22-3

2,4,6-triethyl-borazine

boron tribromide
10294-33-4

boron tribromide

A

2,4,6-tribromo-cyclotriborazane
13703-88-3

2,4,6-tribromo-cyclotriborazane

B

Br2(CH3CH2)B3N3H3
136237-57-5

Br2(CH3CH2)B3N3H3

Conditions
ConditionsYield
In dichloromethane addn. of BBr3 to a stirred soln. of the borazine in CH2Cl2 at -10°C over 1 h, warming to room temp., refluxing for 1 h; filtn., evapn. of volatiles under reduced pressure, sublimation under vacuum (40-50°C bath temp.), elem. anal.;A n/a
B 99%
tricarbonyl(η6-α-methylbenzyl methyl ether) chromium(0)
177187-93-8, 90026-95-2, 76126-80-2

tricarbonyl(η6-α-methylbenzyl methyl ether) chromium(0)

boron tribromide
10294-33-4

boron tribromide

(OC)3CrC6H5CH(CH3)Br
191352-86-0

(OC)3CrC6H5CH(CH3)Br

Conditions
ConditionsYield
In dichloromethane stirring at -78°C for 1 h, quenching (satd. aq. NaHCO3), warming to room temp.; addn. of H2O, extn. (Et2O), drying (MgSO4), filtration, concn.;99%
bis(benzyl-tert-butylamino)boron fluoride
106367-62-8

bis(benzyl-tert-butylamino)boron fluoride

boron tribromide
10294-33-4

boron tribromide

{bis(benzyl-tert-butylamino)boron}tetrabromo borate
106542-71-6

{bis(benzyl-tert-butylamino)boron}tetrabromo borate

Conditions
ConditionsYield
In dichloromethane react. in dry N2 or in vac. with exclosure of moisture; BBr3 was added to a soln. of the B-compound in CH2Cl2 with stirring at -50°C; the soln. was allowed to warm to 0°C; it was stirred for 15 min at this temp.;; evapd. in vac., volatiles condensed at -196°C; product remains as the residue; elem. anal.;;99%
boron tribromide
10294-33-4

boron tribromide

dimethyl amine
124-40-3

dimethyl amine

(bisdimethylamine)dibromoboronium(+1) bromide
14215-61-3

(bisdimethylamine)dibromoboronium(+1) bromide

Conditions
ConditionsYield
In chloroform reaction at -70°C;;99%
In chloroform reaction at -70°C;;99%
In chloroform>99
In chloroform>99
dodecacarbonyl triosmium
15696-40-9

dodecacarbonyl triosmium

boron tribromide
10294-33-4

boron tribromide

2Os(2+)*6CO*4Br(1-)=Os2(CO)6Br4

2Os(2+)*6CO*4Br(1-)=Os2(CO)6Br4

Conditions
ConditionsYield
With carbon monoxide; hydrogen In neat (no solvent) A sealed tube contained Os3(CO)12, BBr3 and 630 torr (at -196°C)of 3:1 H2:CO gas mixt. was heated at 150°C for 1 h, cooled;; purified by sublimation at 190°C or by treatment with H2O-CH2Cl2and recrystn. from CH2Cl2; elem. anal.;;99%
(benzyl alcohol)tricarbonylchromium(0)
12116-45-9

(benzyl alcohol)tricarbonylchromium(0)

boron tribromide
10294-33-4

boron tribromide

[Cr(η6-C6H5CH2Br)(CO)3]
191352-85-9

[Cr(η6-C6H5CH2Br)(CO)3]

Conditions
ConditionsYield
In dichloromethane stirring at -78°C for 1 h, quenching (satd. aq. NaHCO3), warming to room temp.; addn. of H2O, extn. (Et2O), drying (MgSO4), filtration, concn.;99%
In dichloromethane BBr3 in CH2Cl2 was added to a soln. of complex in CH2Cl2 under N2 at -78°C, stirred for 1.5-3 h; satd. aq. NaHCO3 was added, warmed to room temp., H2O was added, the organic layer was sepd., dried over MgSO4, filtered, the solvent was removed under reduced pressure;70%
(η5-C5Me5)Fe(CO)2SiMe3

(η5-C5Me5)Fe(CO)2SiMe3

boron tribromide
10294-33-4

boron tribromide

(C5Me5)Fe(CO)2SiBrMe2
745811-88-5

(C5Me5)Fe(CO)2SiBrMe2

Conditions
ConditionsYield
In hexane byproducts: MeBBr2; under inert atm.; BBr3 was added dropwise to a hexane soln. of Fe-complex at room temp., the mixt. was stirred vigorously for 1 h; evapd., hexane was added, filtd., filtrate evapd.; elem. anal.;99%
In benzene-d6 byproducts: MeBBr2; 1 equiv. of BBr3, 20°C, 0,5 h, inert atm.; not isolated; detd. by (1)H NMR spectroscopy;
[CH3(C6H4)BBr(4,4'-bis(but-3''-enyl)-2,2'-bipyridyl)]Br

[CH3(C6H4)BBr(4,4'-bis(but-3''-enyl)-2,2'-bipyridyl)]Br

triethylsilane
617-86-7

triethylsilane

boron tribromide
10294-33-4

boron tribromide

[CH3(C6H4)BBr(((C5H3N)(CH2)4BBr2)2)](1+)*BBr4(1-) = [CH3(C6H4)BBr(((C5H3N)(CH2)4BBr2)2)]BBr4

[CH3(C6H4)BBr(((C5H3N)(CH2)4BBr2)2)](1+)*BBr4(1-) = [CH3(C6H4)BBr(((C5H3N)(CH2)4BBr2)2)]BBr4

Conditions
ConditionsYield
In dichloromethane under O2-free Ar; soln. of boronium bromide complex (0.75 mmol) and Et3SiH (2.25 mmol) in CH2Cl2 (5 ml) added dropwise to BBr3 (2.25 mmol) in CH2Cl2 (5 ml) (-78°C); warmed to room temp.; pptd. with n-hexane (5 ml);99%
methanol
67-56-1

methanol

N,N-diethyl 10-trimethylsilylphenanthren-9-yl-O-carbamate

N,N-diethyl 10-trimethylsilylphenanthren-9-yl-O-carbamate

boron tribromide
10294-33-4

boron tribromide

9-(N,N-diethyl-O-carbamato)-phenanthren-10-yl-boronic acid

9-(N,N-diethyl-O-carbamato)-phenanthren-10-yl-boronic acid

Conditions
ConditionsYield
In dichloromethane (Ar or N2); addn. of BBr3 to soln of N,N-diethyl 10-trimethylsilylphenanthren-9-yl-O-carbamate in CH2Cl2 at -78°C, stirring at room temp. overnight, addn. of MeOH;99%
(C6F5)2(CH3)2C3HN2Si(CH3)3

(C6F5)2(CH3)2C3HN2Si(CH3)3

boron tribromide
10294-33-4

boron tribromide

(C6F5)2N2(CH3)2C3HBBr2

(C6F5)2N2(CH3)2C3HBBr2

Conditions
ConditionsYield
In hexane; toluene (under Ar, Schlenk); soln. of BBr3 in hexane added to soln. of ligand intoluene at ambient temp., stirred overnight; solvent removed under reduced pressure;99%
2,6-diethyl-4,4-difluoro-1,3,5,7-tetramethyl-8H-4-bora-3a,4a-diaza-s-indacene

2,6-diethyl-4,4-difluoro-1,3,5,7-tetramethyl-8H-4-bora-3a,4a-diaza-s-indacene

boron tribromide
10294-33-4

boron tribromide

4,4-dibromo-2,6-diethyl-1,3,5,7-tetramethyl-8H-4-bora-3a,4a-diaza-s-indacene

4,4-dibromo-2,6-diethyl-1,3,5,7-tetramethyl-8H-4-bora-3a,4a-diaza-s-indacene

Conditions
ConditionsYield
In tetrachloromethane Inert atmosphere;99%
C12H9BrFN

C12H9BrFN

water
7732-18-5

water

boron tribromide
10294-33-4

boron tribromide

C12H8BBrFNO

C12H8BBrFNO

Conditions
ConditionsYield
Stage #1: C12H9BrFN; boron tribromide In dichloromethane at 20℃;
Stage #2: water
99%
C17H16B2N2O4

C17H16B2N2O4

boron tribromide
10294-33-4

boron tribromide

C11H12B2Br2N2O2

C11H12B2Br2N2O2

Conditions
ConditionsYield
In hexane; toluene at -30 - 20℃; for 3h;99%
tetraphenylarsonium tetrachloronitridorhenate
76822-32-7

tetraphenylarsonium tetrachloronitridorhenate

boron tribromide
10294-33-4

boron tribromide

As(C6H5)4(1+)*Br4ReNBBr3(1-) = As(C6H5)4{Br4ReNBBr3}

As(C6H5)4(1+)*Br4ReNBBr3(1-) = As(C6H5)4{Br4ReNBBr3}

Conditions
ConditionsYield
In neat (no solvent) byproducts: BCl3; condensing BBr3 onto the Re-complex in vac.; refluxing for 7 h; evapn. of excess BBr3; drying in vac.; elem. anal.;98.5%
bis(trifluoromethyl)mercury
371-76-6

bis(trifluoromethyl)mercury

boron tribromide
10294-33-4

boron tribromide

boron trifluoride
7637-07-2

boron trifluoride

Conditions
ConditionsYield
In neat (no solvent) (N2); BBr3 was condensed above Hg compd. in an evacuated tube, mixt. was warmed up to room temp. and stirred for 60 min; identified by (19)F- and (11)B-NMR;98%
1,4,6,9-tetraisopropyl-3,8-diethyl-2,7-bis(diethylboryl)-5-stannaspiro[4.4]nona-1,3,6,8-tetraene
135952-85-1

1,4,6,9-tetraisopropyl-3,8-diethyl-2,7-bis(diethylboryl)-5-stannaspiro[4.4]nona-1,3,6,8-tetraene

boron tribromide
10294-33-4

boron tribromide

3,4-diethyl-2,5-diisopropyl-1,6-dibromo-2,3,4,5-tetracarba-nido-hexaborane(6)
172166-31-3

3,4-diethyl-2,5-diisopropyl-1,6-dibromo-2,3,4,5-tetracarba-nido-hexaborane(6)

Conditions
ConditionsYield
In hexane byproducts: EtBBr2, SnBr4; N2-atmosphere; addn. of excess BBr3 to Sn-compd. at -78°C, warming to room temp., stirring for 3 h; filtration, removal of volatiles (vac.), fractional distn.;98%
bis(cyclopentadienyl)hafnium dichloride
12116-66-4

bis(cyclopentadienyl)hafnium dichloride

boron tribromide
10294-33-4

boron tribromide

bis(cyclopentadienyl)hafnium dibromide

bis(cyclopentadienyl)hafnium dibromide

Conditions
ConditionsYield
In dichloromethane (π-C5H5)2HfCl2/BBr3 (molar ratio 3:2); inert atm.; 5 min. in CH2Cl2;;98%
In dichloromethane (π-C5H5)2HfCl2/BBr3 (molar ratio 3:2); inert atm.; 5 min. in CH2Cl2;;98%
trimethylphenylsilane
768-32-1

trimethylphenylsilane

boron tribromide
10294-33-4

boron tribromide

dibromo(phenyl)borane
4151-77-3

dibromo(phenyl)borane

Conditions
ConditionsYield
In neat (no solvent) byproducts: BrSi(CH3)3; BBr3 and C6H5Si(CH3)3 mixed under stirring and cooling (room temp.), 60°C, 1h;98%
In dichloromethane byproducts: BrSi(CH3)3; in inert atmosphere, dropwise addn. of trimethylphenylsilane to a stirred soln. of BBr3 at -78°C, stirring (-78°C, 1 h), slow warming to room temp.; evapn. in vac. at 30°C.;94%
In neat (no solvent) (N2); neat BBr3 added by pipette to neat PhSiMe3 in a Schenk flask; placed in 60 °C oil bath for 4.5 h; volatile components removed by vacuum distillation at room temp.;94%
tetraphosphorus triselenide
1314-86-9

tetraphosphorus triselenide

boron tribromide
10294-33-4

boron tribromide

P4Se3BBr3
366837-16-3

P4Se3BBr3

Conditions
ConditionsYield
In carbon disulfide (N2); P4Se3 in CS2 was added to soln. of BBr3 in CS2 at room temp.; cooled to -78°C; filtered; dried in vac. at room temp.;98%
1,4,6,9-tetrabutyl-3,8-diethyl-2,7-bis(diethylboryl)-5-stannaspiro[4.4]nona-1,3,6,8-tetraene
135952-86-2

1,4,6,9-tetrabutyl-3,8-diethyl-2,7-bis(diethylboryl)-5-stannaspiro[4.4]nona-1,3,6,8-tetraene

boron tribromide
10294-33-4

boron tribromide

1,6-dibromo-2,5-dibutyl-3,4-diethyl-2,3,4,5-tetracarba-nido-hexaborane(6)
172166-32-4

1,6-dibromo-2,5-dibutyl-3,4-diethyl-2,3,4,5-tetracarba-nido-hexaborane(6)

Conditions
ConditionsYield
In hexane byproducts: EtBBr2, SnBr4; N2-atmosphere; addn. of excess BBr3 to Sn-compd. at -78°C, warming to room temp., stirring for 3 h; filtration, removal of volatiles (vac.), fractional distn.;98%

10294-33-4Relevant articles and documents

Hall, L. H.,Subbanna, V. V.,Koski, W. S.

, p. 3969 - 3973 (1964)

Lynds, L.,Bass, C. D.

, p. 3165 - 3169 (1964)

Palko,Drury

, p. 2297,2298 (1967)

Cornwell

, p. 1118 (1950)

Baxter,Scott

, p. 524 (1921)

Porter, R. F.,Sholette, W. P.

, p. 198 - 199 (1962)

Hybrid 2-aminotetralin and aryl-substituted piperazine compounds and their use in altering cns activity

-

, (2008/06/13)

Hybrid compounds containing in aminotetralin moiety or a heterocyclic and/or open chain analog thereof linked through an alkylene group to an aryl ring system-substituted piperidiene moiety exhibit high levels of CNS activity, in some cases exhibiting especially high relative binding efficiencies between D3 and D2 dopaminergic receptor subtypes.

Benzothiophenes, benzofurans, and indoles useful in the treatment of insulin resistance and hyperglycemia

-

, (2008/06/13)

This invention provides compounds of Formula I having the structure E is S, SO, SO2, O, or NR1c; X is hydrogen, halogen, alkyl of 1-6 carbon atoms, alkenyl of 2-7 carbon atoms, CN, aryl, aralkyl of 6-12 carbon atoms, hydroxyalkyl of 1-6 carbon atoms, hydroxyaralkyl of 6-12 carbon atoms, perfluoroalkyl of 1-6 carbon atoms, alkoxy of 1-6 carbon atoms, aryloxy; arylalkoxy, nitro, amino, NR2R2a, NR2COR2a, cycloalkylamino of 3-8 carbon atoms, morpholino, alkylsulfanyl of 1-6 carbon atoms, arylsulfanyl, pyridylsulfanyl, 2-N,N-dimethylaminoethylsulfanyl, —OCH2CO2R2bor —COR2c; Z1and Z2are each, independently, hydrogen, halogen, CN, alkyl of 1-6 carbon atoms, aryl, aralkyl of 6-12 carbon atoms, cycloalkyl of 3-8 carbon atoms, nitro, amino, —NR1R1a, —NR1COR1a, cycloalkylamino of 3-8 carbon atoms, morpholino, or OR8, or Z1and Z2may be taken together as a diene unit having the formula —CH═CR9—CR10═CR11—; or a pharmaceutically acceptable salt thereof, which are useful in treating metabolic disorders related to insulin resistance or hyperglycemia.

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