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221171

Pinacol

98%

Sinónimos:

2,3-Dimethyl-2,3-butanediol, Tetramethylethylene glycol

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Fórmula lineal:
HOC(CH3)2C(CH3)2OH
Número CAS:
76-09-5
Peso molecular:
118.17
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24853219
EC Number:
200-933-5
Beilstein/REAXYS Number:
1340501
MDL number:
MFCD00004462
Assay:
98%
Form:
solid
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Quality Level

200

assay

98%

form

solid

bp

171-172 °C/739 mmHg (lit.)

mp

40-43 °C (lit.)

solubility

alcohol: freely soluble, diethyl ether: freely soluble, hot water: freely soluble

functional group

hydroxyl

SMILES string

CC(C)(O)C(C)(C)O

InChI

1S/C6H14O2/c1-5(2,7)6(3,4)8/h7-8H,1-4H3

InChI key

IVDFJHOHABJVEH-UHFFFAOYSA-N

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General description

The pinacol coupling reaction with the inorganic electride [Ca2N](+)·e(−) as an electron donor in organic solvents was studied[1].

Application

Pinacol is a 1,2-diol that can be used:
  • As a ligand to prepare uranyl complexes by reacting with uranyl nitrate and acetate hydrates.
  • To prepare pinacolone and 2,3-dimethyl-1,3-butadiene by typical pinacol rearrangement reaction.
  • As a reactant to synthesize 4-(4,4,5,5-tetramethyl-1,3,2-bioxaborolan-2-yl)benzoic acid, which is used to prepare derivatives of 4-acetoxy-3-phenylbenzaldehyde.

Clase de almacenamiento

11 - Combustible Solids

flash_point_f

170.6 °F - closed cup

flash_point_c

77 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
WXBF2646V
BCCJ3777
BCCH2238
BCCJ5740
BCCB5170

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Ye Ji Kim et al.
Chemical communications (Cambridge, England), 50(37), 4791-4794 (2014-04-02)
The scalable pinacol coupling reaction is realized utilizing the inorganic electride [Ca2N](+)·e(-) as an electron donor in organic solvents. The bond cleavages of the [Ca2N](+) layers by methanol play a vital role in transferring anionic electrons to electrophilic aldehydes, accompanying
Fe-substituted molecular sieves as catalysts in liquid phase pinacol rearrangement
Hsien M, et al.
J. Mol. Catal. A: Chem., 181(1-2), 189-200 (2002)
Synthesis of polymer-bound 4-acetoxy-3-phenylbenzaldehyde derivatives: applications in solid-phase organic synthesis
Kumar A, et al.
The Journal of Organic Chemistry, 71(20), 7915-7918 (2006)
Uranyl complexes with 1, 2-diols and tetrahydrofurfuryl alcohols
Villiers C, et al.
Polyhedron, 46(1), 133-138 (2012)
New extraction procedure for protonated polyoxometalates prepared in aqueous-organic solution and characterisation of their catalytic ability
Ueda T, et al.
Applied Catalysis A: General, 485(1-2), 181-187 (2014)
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Número de artículo de comercio global

SKUGTIN
221171-100G04061838777003
221171-250MG04061832879956
221171-5G04061838777027
221171-500G04061838777010

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    1. 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

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. 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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