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242306

Sigma-Aldrich

Allylchlorformiat

97%, for peptide synthesis

Synonym(e):

2-Propen-1-yl chloroformate, Allyloxycarbonyl chloride

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About This Item

Lineare Formel:
ClCOOCH2CH=CH2
CAS-Nummer:
2937-50-0
Molekulargewicht:
120.53
Beilstein:
773915
EG-Nummer:
220-916-6
MDL-Nummer:
MFCD00000648
UNSPSC-Code:
12190000
PubChem Substanz-ID:
24854549
NACRES:
NA.22

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Produktbezeichnung

Allylchlorformiat, 97%

Dampfdruck

3.67 psi ( 20 °C)

Qualitätsniveau

200

Assay

97%

Form

liquid

Brechungsindex

n20/D 1.422 (lit.)

bp

~27 °C/11 mmHg (lit.)

Dichte

1.134 g/mL at 20 °C (lit.)

Anwendung(en)

peptide synthesis

Lagertemp.

−20°C

SMILES String

ClC(=O)OCC=C

InChI

1S/C4H5ClO2/c1-2-3-7-4(5)6/h2H,1,3H2

InChIKey

CAEWJEXPFKNBQL-UHFFFAOYSA-N

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Allgemeine Beschreibung

Allyl chloroformate is an organic compound used to synthesize numerous compounds like allyl carbamates and allyl carbonates. Additionally, it can be used for the preparation of α-allyl carbonyls and α, β-unsaturated carbonyls.[1]

Anwendung

Allyl chloroformate is used in the synthesis of:
  • Histones and their analogs.[2]
  • Alloc-TL monomer (N-(allyloxy)carbonylhomocysteine thiolactone) from cyclic thioester (d,l-homocysteine thiolactonehydrochloride).[3]

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 1 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 3 - Skin Corr. 1B

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 3

Flammpunkt (°F)

87.8 °F - closed cup

Flammpunkt (°C)

31 °C - closed cup

Persönliche Schutzausrüstung

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

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
SHBP4647
SHBN5915
SHBN4259
SHBN2550
SHBM4450

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N-(Benzyloxycarbonyloxy)succinimid 98%

Sigma-Aldrich

227781

N-(Benzyloxycarbonyloxy)succinimid

Carlos E Cuevas-Suárez et al.
Journal of the mechanical behavior of biomedical materials, 87, 148-154 (2018-08-03)
Over the past years, significant effort has been dedicated to synthesizing low-shrinking formulations, however, development of dental composites with low volumetric shrinkage continues to be challenging. The purpose of this study was to synthesize a bisphenol allylic derivate (BPhADAC) and
Palladium-catalyzed synthesis of substituted cycloheptane-1,4-diones by an asymmetric ring-expanding allylation (AREA).
Sabrina R Schulz et al.
Angewandte Chemie (International ed. in English), 46(21), 3966-3970 (2007-04-20)
[Toxic action of allylchloroformate].
E F Oskerko et al.
Gigiena truda i professional'nye zabolevaniia, (5)(5), 51-52 (1984-05-01)
William R Cantrell et al.
Nucleosides, nucleotides & nucleic acids, 27(8), 901-913 (2008-08-13)
Degradation of clofarabine (3) in 0.9% saline solution at 100 degrees C afforded three degradation products which were determined to be formamidopyrimidines 4-6. Compounds 4 and 5 were assigned as C(1') anomers on the basis of one-dimensional and two-dimensional NMR
Total chemical synthesis of histones and their analogs, assisted by native chemical ligation and palladium complexes
Maity SK, et al.
Nature Protocols, 11(12), 2293-2322 (2017)
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Questions

1–2 of 2 Questions  

  1. 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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  2. 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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