If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf
655856
4,4,5,5-Tetramethyl-1,3,2-dioxaborolane
97%
Synonym(s):
HBpin, Pinacolborane
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$66.10
$213.00
$430.00
About This Item
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Quality Level
assay
97%
refractive index
n20/D 1.396 (lit.)
bp
42-43 °C/50 mmHg (lit.)
density
0.882 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
CC1(C)OBOC1(C)C
InChI
1S/C6H13BO2/c1-5(2)6(3,4)9-7-8-5/h7H,1-4H3
InChI key
UCFSYHMCKWNKAH-UHFFFAOYSA-N
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Related Categories
1 of 4
This Item | 673943 | 417149 | 696528 |
|---|---|---|---|
| assay 97% | assay 96% | assay 97% | assay 96% |
| storage temp. 2-8°C | storage temp. - | storage temp. - | storage temp. 2-8°C |
| bp 42-43 °C/50 mmHg (lit.) | bp - | bp 73 °C/15 mmHg (lit.) | bp 42-45 °C/0.6 mmHg |
| refractive index n20/D 1.396 (lit.) | refractive index n20/D 1.4096 | refractive index n20/D 1.409 (lit.) | refractive index n20/D 1.4395 |
| density 0.882 g/mL at 25 °C (lit.) | density 0.9642 g/mL at 25 °C | density 0.912 g/mL at 25 °C (lit.) | density 0.885 g/mL at 25 °C |
| Quality Level 100 | Quality Level 100 | Quality Level 100 | Quality Level 100 |
Application
- Borylation at the benzylic C-H bond of alkylbenzenes in the presence of a palladium catalyst to form pinacol benzyl boronate.[1]
- Hydroboration of alkyl or aryl alkynes and alkenes in the presence of transition metal catalysts.[2]
- Coupling with aryl iodides in the presence of a copper catalyst to form aryl boronates.[3]
- Asymmetric hydroboration of 1,3-enynes to form chiral allenyl boronates.[4]
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signalword
Danger
hcodes
Hazard Classifications
Flam. Liq. 2 - Water-react 2
Storage Class
4.3 - Hazardous materials which set free flammable gases upon contact with water
wgk_germany
WGK 3
flash_point_f
41.0 °F - closed cup
flash_point_c
5 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Articles
Arylboronic acids and esters, vital tools in chemical transformations, find extensive use, particularly in the Suzuki-Miyaura cross-coupling reaction.
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How is shipping temperature determined? And how is it related to the product storage temperature?
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Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf
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