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Bis(pinacolato)diboron - 98%, high purity , CAS No.73183-34-3

11 Citations
  • ≥98%
Item Number
B106765
Grouped product items
SKUSizeAvailabilityPrice Qty
B106765-1g
1g
In stock
$17.90
B106765-5g
5g
In stock
$48.90
B106765-10g
10g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$87.90
B106765-25g
25g
In stock
$144.90
B106765-100g
100g
In stock
$433.90
B106765-500g
500g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$1,949.90
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C-X (non halogen) bonding reaction Element classified compounds

Basic Description

SynonymsBis(pinacolato)diboron | 73183-34-3 | bis(pinacolato)diborane | 4,4,4',4',5,5,5',5'-Octamethyl-2,2'-bi(1,3,2-dioxaborolane) | Pinacol diborane | Dipinacoldiboron | Diboron pinacol ester | 4,4,4',4',5,5,5',5'-Octamethyl-2,2'-bi-1,3,2-dioxaborolane | B2Pin2 | Miyaura's reage
Specifications & Purity98%
Storage TempStore at 2-8°C,Argon charged
Shipped InWet ice
Product Description

Bis(pinacolato)diboron is used to construct a tetramethylpyrrolidine nitroxide scaffold for the synthesis of paramagnetic heterocycles by Suzuki coupling. It is also a substrate used in new palladium-catalyzed cyclization of 1,6-enynes leading to homoallylic alkylboronates.
A reagent used for the cis-vicinal diborylation of acetylenes and olefins with Pt catalysis; borylation of aromatics by Pd catalysis

Names and Identifiers

Pubchem Sid488192410
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488192410
IUPAC Name 4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolane
INCHI InChI=1S/C12H24B2O4/c1-9(2)10(3,4)16-13(15-9)14-17-11(5,6)12(7,8)18-14/h1-8H3
InChi Key IPWKHHSGDUIRAH-UHFFFAOYSA-N
Canonical SMILES B1(OC(C(O1)(C)C)(C)C)B2OC(C(O2)(C)C)(C)C
Isomeric SMILES B1(OC(C(O1)(C)C)(C)C)B2OC(C(O2)(C)C)(C)C
WGK Germany 3
PubChem CID 2733548
Molecular Weight 253.94
Reaxy-Rn 7703552

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

20 results found

Lot NumberCertificate TypeDateItem
D2423153Certificate of AnalysisMar 25, 2024 B106765
H2408143Certificate of AnalysisMar 25, 2024 B106765
D2423152Certificate of AnalysisMar 25, 2024 B106765
D2420095Certificate of AnalysisMar 25, 2024 B106765
F2419116Certificate of AnalysisMar 25, 2024 B106765
H2419099Certificate of AnalysisNov 05, 2022 B106765
B2321162Certificate of AnalysisNov 05, 2022 B106765
B2321153Certificate of AnalysisNov 05, 2022 B106765
B2321140Certificate of AnalysisNov 05, 2022 B106765
B2321139Certificate of AnalysisNov 05, 2022 B106765
B2321125Certificate of AnalysisNov 05, 2022 B106765
B2321112Certificate of AnalysisNov 05, 2022 B106765
B2321104Certificate of AnalysisNov 05, 2022 B106765
G1418028Certificate of AnalysisApr 27, 2022 B106765
B2225620Certificate of AnalysisMar 05, 2022 B106765
D2403010Certificate of AnalysisAug 06, 2021 B106765
E2417077Certificate of AnalysisAug 06, 2021 B106765
G2307544Certificate of AnalysisAug 06, 2021 B106765
H2120162Certificate of AnalysisAug 06, 2021 B106765
B2103142Certificate of AnalysisMar 05, 2021 B106765

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Chemical and Physical Properties

SolubilitySoluble in tetrahydrofuran, dichloromethane, toluene, hexane and heptane. Insoluble in water.
SensitivityMoisture & heat sensitive
Melt Point(°C)135-140°C

Safety and Hazards(GHS)

Pictogram(s) GHS08,   GHS05,   GHS07
Signal Danger
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

H341:Suspected of causing genetic defects

H314:Causes severe skin burns and eye damage

H302:Harmful if swallowed

H317:May cause an allergic skin reaction

H332:Harmful if inhaled

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P260:Do not breathe dust/fume/gas/mist/vapors/spray.

P281:Use personal protective equipment as required.

P271:Use only outdoors or in a well-ventilated area.

P270:Do not eat, drink or smoke when using this product.

P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P363:Wash contaminated clothing before reuse.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P272:Contaminated work clothing should not be allowed out of the workplace.

P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention.

P362+P364:Take off contaminated clothing and wash it before reuse.

P330:Rinse mouth.

P203:Obtain, read and follow all safety instructions before use.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P301+P317:IF SWALLOWED: Get medical help.

P305+P354+P338:IF IN EYES: Immediately rinse with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing.

P318:if exposed or concerned, get medical advice.

P317:Get emergency medical help.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P302+P361+P354:IF ON SKIN: Take off Immediately all contaminated clothing. Immediately rinse with water for several minutes.

P316:Get emergency medical help immediately.

P319:Get medical help if you feel unwell.

WGK Germany 3
Reaxy-Rn 7703552
Merck Index 1300

Related Documents

 SDS

 Specification Sheet

FAQs and Articles

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Categories: Technical articles
Tags:
Reducing agent 9-BBN 9-Borabicyclo[3.3.1]nonane Organoborane Hydroboration reagent
Bis(pinacolato)diboron, B2pin2
Categories: Technical articles
Diphenylsilane
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Reducing agent Diphenylsilane Hydrosilylation Tin-free radical

Citations of This Product

1. Gao Liang, Zheng Minghao, Liu Haiyi, Xiao Jun, Gong Tianhao, Liu Kunming, Li Juanhua, Liu Jinbiao.  (2023)  A novel HBI-based ratiometric fluorescent probe for rapid detection of trifluoroborate.  RSC Advances,  13  (34): (23812-23817).  [PMID:37564257]
2. Jinming Ge, Taipu Chen, Xiaofeng Wan, Lingfeng Lu, Ziqiang Liu, Shucheng Sun, Yuanqin Zhu.  (2023)  Highly Ion-Conductive and Alkaline Stable Anion Exchange Membranes Containing Bulky Aryl Units and Symmetric bis-Piperidinium Branches.  ACS Applied Polymer Materials,  5  (6): (4554–4564).  [PMID:]
3. Lu-Ping Chen, Zhen Zhang, Wang-Quan Zhang, Hai-Lin Cong, You-Qing Shen, Bing Yu.  (2023)  Alkyl Chain Modification is Used to Improve the Tumor Diagnosis and Treatment Performance of D-A-D Conjugated Small Molecules.  INTEGRATED FERROELECTRICS,      [PMID:]
4. Yangjie Li, Site Luo, Xin Wang, Yang He, Haihu Yu.  (2023)  CDs-Peroxyfluor Conjugation for Ratiometric Fluorescence Detection of Glucose and Shortening Its Detection Time from Reaction Dynamic Perspective.  Biosensors-Basel,  13  (2): (222).  [PMID:36831988]
5. Xiaoyi Chen, Sameer Hussain, Yuhai Tang, Xi Chen, Sijie Zhang, Yue Wang, Pei Zhang, Ruixia Gao, Sicen Wang, Yi Hao.  (2023)  Two-in-one platform based on conjugated polymer for ultrasensitive ratiometric detection and efficient removal of perfluoroalkyl substances from environmental water.  SCIENCE OF THE TOTAL ENVIRONMENT,  860  (160467).  [PMID:36436641]
6. Sameer Hussain, Xi Chen, Chaofeng Wang, Yi Hao, Xuemeng Tian, Yulian He, Jing Li, M. Shahid, Parameswar Krishnan Iyer, Ruixia Gao.  (2022)  Aggregation and Binding-Directed FRET Modulation of Conjugated Polymer Materials for Selective and Point-of-Care Monitoring of Serum Albumins.  ANALYTICAL CHEMISTRY,  94  (30): (10685–10694).  [PMID:35849826]
7. Yanan Gao, Xinwen Zhang, Jie Song, Liwei Dou, Hong Gao, Shibin Shang, Zhanqian Song.  (2022)  Construction of biomass-based AIEgens with dehydroabietic acid triarylamine and tetraphenylethene Moieties for non-doped OLEDs.  TETRAHEDRON,  121  (132922).  [PMID:]
8. Han Xingwei, Yu Wenjie, Zhang Lin, Li Hengye, Kong Fenying, Wang Wei.  (2022)  Carboxyl-functionalized porous aromatic framework for rapid, selective and efficient removal of cationic pollutants from water.  ANALYTICAL SCIENCES,  38  (2): (383-392).  [PMID:35314985]
9. Yibo Yan, Long Jiang, Song Zhang, Xiantao Shen, Chuixiu Huang.  (2022)  Specific “light-up” sensor made easy: An aggregation induced emission monomer for molecular imprinting.  BIOSENSORS & BIOELECTRONICS,  205  (114113).  [PMID:35219945]
10. Chen Junjie, Chen Longqi, Wu Yinglong, Fang Yichang, Zeng Fang, Wu Shuizhu, Zhao Yanli.  (2021)  A H2O2-activatable nanoprobe for diagnosing interstitial cystitis and liver ischemia-reperfusion injury via multispectral optoacoustic tomography and NIR-II fluorescent imaging.  Nature Communications,  12  (1): (1-15).  [PMID:34824274]
11. Bin Wang, Lingfeng Gao, Hua Yang, Gengxiu Zheng.  (2021)  Regio- and Stereoselective Syn-Boronation of Terminal Alkynes Catalyzed by Copper Nanospheres on Graphene Nanosheets.  ACS Applied Materials & Interfaces,  13  (40): (47530–47540).  [PMID:34585911]

References

1. Gao Liang, Zheng Minghao, Liu Haiyi, Xiao Jun, Gong Tianhao, Liu Kunming, Li Juanhua, Liu Jinbiao.  (2023)  A novel HBI-based ratiometric fluorescent probe for rapid detection of trifluoroborate.  RSC Advances,  13  (34): (23812-23817).  [PMID:37564257]
2. Jinming Ge, Taipu Chen, Xiaofeng Wan, Lingfeng Lu, Ziqiang Liu, Shucheng Sun, Yuanqin Zhu.  (2023)  Highly Ion-Conductive and Alkaline Stable Anion Exchange Membranes Containing Bulky Aryl Units and Symmetric bis-Piperidinium Branches.  ACS Applied Polymer Materials,  5  (6): (4554–4564).  [PMID:]
3. Lu-Ping Chen, Zhen Zhang, Wang-Quan Zhang, Hai-Lin Cong, You-Qing Shen, Bing Yu.  (2023)  Alkyl Chain Modification is Used to Improve the Tumor Diagnosis and Treatment Performance of D-A-D Conjugated Small Molecules.  INTEGRATED FERROELECTRICS,      [PMID:]
4. Yangjie Li, Site Luo, Xin Wang, Yang He, Haihu Yu.  (2023)  CDs-Peroxyfluor Conjugation for Ratiometric Fluorescence Detection of Glucose and Shortening Its Detection Time from Reaction Dynamic Perspective.  Biosensors-Basel,  13  (2): (222).  [PMID:36831988]
5. Xiaoyi Chen, Sameer Hussain, Yuhai Tang, Xi Chen, Sijie Zhang, Yue Wang, Pei Zhang, Ruixia Gao, Sicen Wang, Yi Hao.  (2023)  Two-in-one platform based on conjugated polymer for ultrasensitive ratiometric detection and efficient removal of perfluoroalkyl substances from environmental water.  SCIENCE OF THE TOTAL ENVIRONMENT,  860  (160467).  [PMID:36436641]
6. Sameer Hussain, Xi Chen, Chaofeng Wang, Yi Hao, Xuemeng Tian, Yulian He, Jing Li, M. Shahid, Parameswar Krishnan Iyer, Ruixia Gao.  (2022)  Aggregation and Binding-Directed FRET Modulation of Conjugated Polymer Materials for Selective and Point-of-Care Monitoring of Serum Albumins.  ANALYTICAL CHEMISTRY,  94  (30): (10685–10694).  [PMID:35849826]
7. Yanan Gao, Xinwen Zhang, Jie Song, Liwei Dou, Hong Gao, Shibin Shang, Zhanqian Song.  (2022)  Construction of biomass-based AIEgens with dehydroabietic acid triarylamine and tetraphenylethene Moieties for non-doped OLEDs.  TETRAHEDRON,  121  (132922).  [PMID:]
8. Han Xingwei, Yu Wenjie, Zhang Lin, Li Hengye, Kong Fenying, Wang Wei.  (2022)  Carboxyl-functionalized porous aromatic framework for rapid, selective and efficient removal of cationic pollutants from water.  ANALYTICAL SCIENCES,  38  (2): (383-392).  [PMID:35314985]
9. Yibo Yan, Long Jiang, Song Zhang, Xiantao Shen, Chuixiu Huang.  (2022)  Specific “light-up” sensor made easy: An aggregation induced emission monomer for molecular imprinting.  BIOSENSORS & BIOELECTRONICS,  205  (114113).  [PMID:35219945]
10. Chen Junjie, Chen Longqi, Wu Yinglong, Fang Yichang, Zeng Fang, Wu Shuizhu, Zhao Yanli.  (2021)  A H2O2-activatable nanoprobe for diagnosing interstitial cystitis and liver ischemia-reperfusion injury via multispectral optoacoustic tomography and NIR-II fluorescent imaging.  Nature Communications,  12  (1): (1-15).  [PMID:34824274]
11. Bin Wang, Lingfeng Gao, Hua Yang, Gengxiu Zheng.  (2021)  Regio- and Stereoselective Syn-Boronation of Terminal Alkynes Catalyzed by Copper Nanospheres on Graphene Nanosheets.  ACS Applied Materials & Interfaces,  13  (40): (47530–47540).  [PMID:34585911]

Solution Calculators

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