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T61204

Sigma-Aldrich

Triethyl phosphite

98%

Synonym(s):

P(EtO)3, P(OEt)3

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5 ML
$22.60
100 ML
$30.50
500 ML
$57.80
4 L
$220.00

About This Item

Linear Formula:
(C2H5O)3P
CAS Number:
122-52-1
Molecular Weight:
166.16
Beilstein/REAXYS Number:
956578
EC Number:
204-552-5
MDL number:
MFCD00009084
UNSPSC Code:
12352108
PubChem Substance ID:
24900347
NACRES:
NA.22

$22.60

In StockDetails

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Quality Level

200

assay

98%

reaction suitability

reaction type: Reductions

impurities

≤1% triethyl phosphate and diethyl phosphite

refractive index

n20/D 1.413 (lit.)

bp

156 °C (lit.)

density

0.969 g/mL at 25 °C (lit.)

SMILES string

CCOP(OCC)OCC

InChI

1S/C6H15O3P/c1-4-7-10(8-5-2)9-6-3/h4-6H2,1-3H3

InChI key

BDZBKCUKTQZUTL-UHFFFAOYSA-N

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Application

Used as a reducing agent; can react with electrophiles to form phosphonates or phosphates; forms a stable complex with copper(I) iodide.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Flam. Liq. 3 - Skin Sens. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

129.2 °F - closed cup

flash_point_c

54 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
STBL3475
STBL4741
STBL1302
MKCT6452
STBK7351

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Kyriacos Agapiou et al.
Journal of the American Chemical Society, 126(14), 4528-4529 (2004-04-09)
Exposure of enone substrates 1a-18a, which possess appendant ketone, ester, and nitrile moieties, to Et2Zn in the presence of catalytic Cu(OTf)2/P(OEt)3 provides the cyclized products in good to excellent yields and diastereoselectivities. These results represent the first use of ketones
A Useful Synthesis of 1-Aminocyclopropanephosphonic Acid from Cyclopropanone Acetal.
Antoine Fadel
The Journal of organic chemistry, 64(13), 4953-4955 (2001-10-25)
Misner, J. W.; Fisher, J. W. et al.
Tetrahedron Letters, 44, 5991-5991 (2003)
Gabriele Albertin et al.
Dalton transactions (Cambridge, England : 2003), 44(35), 15470-15480 (2015-08-04)
Diazoalkane complexes [Ru(Tp)(N2CAr1Ar2)(PPh3)L]BPh4 ( and ) [Tp = tris(pyrazolyl)borate; L = P(OMe)3, P(OEt)3; Ar1 = Ar2 = Ph; Ar1 = Ph, Ar2 = p-tolyl; Ar1Ar2 = C12H8] were prepared by allowing chloro-compounds RuCl(Tp)(PPh3)L to react with diazoalkane in the presence
Stowell, J. K.; Widlanski, T. S. et al.
Tetrahedron Letters, 36, 1825-1825 (1995)
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    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/449/386/product-dating-information-mk.pdf

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

    1 answer

    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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