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Cas Database

122-56-5

122-56-5

Identification

  • Product Name:TRIBUTYLBORANE

  • CAS Number: 122-56-5

  • EINECS:204-554-6

  • Molecular Weight:182.157

  • Molecular Formula: C12H27B

  • HS Code:29310099

  • Mol File:122-56-5.mol

Synonyms:Tri-n-butylborane;Tri-n-butylboron;Tributylborane;Tributylboron;

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Safety information and MSDS view more

  • Pictogram(s):HarmfulXn; FlammableF; CorrosiveC

  • Hazard Codes:F,Xn,C

  • Signal Word:Danger

  • Hazard Statement:H250 Catches fire spontaneously if exposed to airH314 Causes severe skin burns and eye damage H318 Causes serious eye damage

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price view more

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  • Manufacture/Brand:Usbiological
  • Product Description:Tributylborane
  • Packaging:1g
  • Price:$ 305
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:Tributylborane(1.0?MinTHF)
  • Packaging:2.5g
  • Price:$ 60
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:Tributylborane(1.0?MinTHF)
  • Packaging:1g
  • Price:$ 45
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Tributylborane
  • Packaging:50g
  • Price:$ 277
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Tributylborane solution 1.0M in diethyl ether
  • Packaging:100ml
  • Price:$ 182
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Tributylborane solution 1.0 M in THF
  • Packaging:100ml
  • Price:$ 156
  • Delivery:In stock
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  • Manufacture/Brand:Alfa Aesar
  • Product Description:Tri-n-butylborane 1M soln. in THF
  • Packaging:500ml
  • Price:$ 373
  • Delivery:In stock
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  • Manufacture/Brand:Alfa Aesar
  • Product Description:Tri-n-butylborane 1M soln. in THF
  • Packaging:100ml
  • Price:$ 140
  • Delivery:In stock
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  • Manufacture/Brand:AHH
  • Product Description:Tri-n-butylboron 98%
  • Packaging:100g
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Relevant articles and documentsAll total 7 Articles be found

McCusker et al.

, p. 5192 (1957)

-

Mikhailov et al.

, (1978)

-

Smith, Keith,Swaminathan, Kalyanaraman

, (1976)

Trialkylborane-Mediated Multicomponent Reaction for the Diastereoselective Synthesis of Anti-δ,δ-Disubstituted Homoallylic Alcohols

Horino, Yoshikazu,Murakami, Miki,Aimono, Ataru,Lee, Jun Hee,Abe, Hitoshi

supporting information, p. 476 - 480 (2019/01/14)

The trialkylborane/O2-mediated reaction of propargyl acetates having a tributylstannyl group at an alkyne terminus with aldehydes in a THF-H2O solvent system gave anti-δ,δ-disubstituted homoallylic alcohols with good to high diastereoselectivity. Intriguingly, two alkyl groups derived from trialkylborane were embedded into the reaction product. The trialkylborane plays a key role not only as a radical initiator but also as a source of alkyl radicals.

Controlled radical polymerization of alkyl acrylates in the presence of the tri-n-butylborane–p-quinone system

Ludin,Kuznetsova, Yu. L.,Grishin,Kuropatov,Zaitsev

, p. 1859 - 1866 (2017/03/22)

The reactivities of different p-quinones in the radical polymerization of methyl and tert-butyl acrylates were studied. The inhibitory effect of p-quinones decreases witn an increase in the volume and number of substituents. The radical polymerization of alkyl acrylates in the presence of tri-n-butylborane and p-quinones proceeds without gel effect by the “living” polymerization mechanism. UV spectroscopy showed that the reaction between the growth radical and p-quinone proceeds with different regioselectivity and depends on the nature of the latter. The obtained polyacrylates possess the capability of reinitiating polymerization. The reinitiation mechanism was studied by mass spectrometry (MALDI-TOF) and ESR spectroscopy. Gel permeation chromatography showed that, depending on the nature of p-quinone, macroinitiator polymers exhibit different activity in post-polymerization.

Process route upstream and downstream products

Process route

tetra-n-butyltin(IV)
1461-25-2

tetra-n-butyltin(IV)

boron trichloride
10294-34-5

boron trichloride

butyl-dichloro-borane
14090-22-3

butyl-dichloro-borane

dibutylchloroborane
1730-69-4

dibutylchloroborane

tributyl borane
122-56-5

tributyl borane

dibutyltin chloride
683-18-1

dibutyltin chloride

tributyltin chloride
1461-22-9

tributyltin chloride

Conditions
Conditions Yield
In acetone; 15 h, in CO2-atmosphere;
n-butyllithium
109-72-8,29786-93-4

n-butyllithium

dibutyl-mercapto-borane
27484-95-3

dibutyl-mercapto-borane

lithium sulfide

lithium sulfide

lithium hydrogensulfide

lithium hydrogensulfide

(C<sub>4</sub>H<sub>9</sub>)2BSLi

(C4H9)2BSLi

tributyl borane
122-56-5

tributyl borane

Conditions
Conditions Yield
1-methoxy-2,4,6-trinitrobenzene
606-35-9

1-methoxy-2,4,6-trinitrobenzene

C<sub>16</sub>H<sub>39</sub>BN

C16H39BN

tributyl borane
122-56-5

tributyl borane

tetramethylammonium picrate
733-60-8

tetramethylammonium picrate

Conditions
Conditions Yield
In tetrahydrofuran; for 2h; Product distribution; Mechanism; Ambient temperature; formation of intermediate ?-complex, NMR spectrum of the ?-complex;
n-butyllithium
109-72-8,29786-93-4

n-butyllithium

tributyl borane
122-56-5

tributyl borane

Conditions
Conditions Yield
With 2,6-dibromo-4,8-dimethyl-1,3,5,7-tetraphenylbenzobis(diazaborole); In hexane; toluene; at -78 ℃; for 1h;
70%
With boron trifluoride diethyl etherate; In hexane; for 2h; Heating;
63.8%
tri-n-butylboroxine
7359-98-0

tri-n-butylboroxine

tri(n-butyl)aluminium
1116-70-7

tri(n-butyl)aluminium

tributyl borane
122-56-5

tributyl borane

Conditions
Conditions Yield
at 100 - 140 ℃; for 5h; Product distribution / selectivity;
96.7%
In paraffin; at 100 - 140 ℃; for 3h; Product distribution / selectivity;
63.3%
n-butyl magnesium bromide
693-03-8

n-butyl magnesium bromide

boron trifluoride diethyl etherate
109-63-7

boron trifluoride diethyl etherate

tributyl borane
122-56-5

tributyl borane

Conditions
Conditions Yield
In diethyl ether;
n-butyl magnesium bromide
693-03-8

n-butyl magnesium bromide

Trimethyl borate
121-43-7,63156-11-6

Trimethyl borate

tributyl borane
122-56-5

tributyl borane

Conditions
Conditions Yield
With diethyl ether;
good yield;
good yield;
n-butyl magnesium bromide
693-03-8

n-butyl magnesium bromide

tributyl borane
122-56-5

tributyl borane

Conditions
Conditions Yield
With diethyl ether; boron trifluoride diethyl etherate;
With boron trichloride;
dibromomethylborane
17933-16-3

dibromomethylborane

N,N'-diethylurea
623-76-7

N,N'-diethylurea

tributyl borane
122-56-5

tributyl borane

3,5-Diethyl-2,3,5,6-tetrahydro-2,6-dimethyl-4H-1,3,5,2,6-oxadiazadiborin-4-on
81233-27-4

3,5-Diethyl-2,3,5,6-tetrahydro-2,6-dimethyl-4H-1,3,5,2,6-oxadiazadiborin-4-on

Conditions
Conditions Yield
With n-butyllithium; In hexane; Petroleum ether; byproducts: butane, LiBr; the urea in petroleum ether was refluxed under N2 with n-BuLi in hexanefor 48 h; the solvents were removed in vac., the residue was fractional distd.; elem. anal.;
79%
butyl-dichloro-borane
14090-22-3

butyl-dichloro-borane

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

tributyl borane
122-56-5

tributyl borane

2,6-Di-n-butyl-2,3,5,6-tetrahydro-3,5-dimethyl-4H-1,3,5,2,6-thiadiazadiborin-4-thion
84185-21-7

2,6-Di-n-butyl-2,3,5,6-tetrahydro-3,5-dimethyl-4H-1,3,5,2,6-thiadiazadiborin-4-thion

Conditions
Conditions Yield
With n-butyllithium; In hexane; Petroleum ether; byproducts: butane, LiBr; the urea in petroleum ether was refluxed under N2 with n-BuLi in hexanefor 48 h; the solvents were removed in vac., the residue was fractional distd.; elem. anal.;
68%

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