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367044

Sigma-Aldrich

(3S)-cis-3,6-Dimethyl-1,4-dioxane-2,5-dione

98%

Synonym(s):

L-Lactide

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About This Item

Empirical Formula (Hill Notation):
C6H8O4
CAS Number:
4511-42-6
Molecular Weight:
144.13
EC Number:
224-832-0
MDL number:
MFCD00070594
UNSPSC Code:
12352005
PubChem Substance ID:
24862385
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

100

Assay

98%

form

crystals

optical activity

[α]20/D −285°, c = 1 in toluene

mp

92-94 °C (lit.)

functional group

ester

storage temp.

2-8°C

SMILES string

C[C@@H]1OC(=O)[C@H](C)OC1=O

InChI

1S/C6H8O4/c1-3-5(7)10-4(2)6(8)9-3/h3-4H,1-2H3/t3-,4-/m0/s1

InChI key

JJTUDXZGHPGLLC-IMJSIDKUSA-N

Related Categories

Application

(3S)-cis-3,6-Dimethyl-1,4-dioxane-2,5-dione may be used in the synthesis of optically active terpyridine containing poly(L-lactide)s[1], polydisperse lactic acid oligomers[2], bicyclic and tricyclic lactide derivatives.[3]
Employed in the synthesis of biodegradable copolymers.[4][5][6]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Precautionary Statements

P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB1640
STBL1411
STBK7829
STBK9744
STBK5294

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Monodisperse enantiomeric lactic acid oligomers: preparation, characterization, and stereocomplex formation.
De Jong SJ, et al.
Macromolecules, 31(19), 6397-6402 (1998)
Jun Zhang et al.
Polymers, 11(5) (2019-05-15)
To improve the hemocompatibility of the biodegradable medical poly(ether-ester-urethane) (PEEU), containing uniform-size aliphatic hard segments that was prepared in our lab, a copolymer containing phosphorylcholine (PC) groups was blended with the PEEU. The PC-copolymer of poly(MPC-co-EHMA) (PMEH) was first obtained
Makromol. Chem., 194, 907-907 (1993)
High T g aliphatic polyesters by the polymerization of spirolactide derivatives
Fiore GL, et al.
Polym. Chem., 1(6), 870-877 (2010)
Journal of the American Chemical Society, 115, 11010-11010 (1993)
View All Related Papers

Questions

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  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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