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69819

Sigma-Aldrich

(−)-Butyl L-lactate

≥97.0% (sum of enantiomers, GC)

Synonym(s):

Butyl (2S)-2-hydroxypropanoate

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About This Item

Empirical Formula (Hill Notation):
C7H14O3
CAS Number:
Molecular Weight:
146.18
Beilstein:
1721597
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

Assay

≥97.0% (sum of enantiomers, GC)

form

liquid

optical activity

[α]20/D −13±1°, neat

bp

183-190 °C (lit.)

density

0.981 g/mL at 20 °C (lit.)

SMILES string

CCCCOC(=O)[C@H](C)O

InChI

1S/C7H14O3/c1-3-4-5-10-7(9)6(2)8/h6,8H,3-5H2,1-2H3/t6-/m0/s1

InChI key

MRABAEUHTLLEML-LURJTMIESA-N

Application

(−)-Butyl L-lactate can be used as a precursor to synthesize poly(lactic acid) and in the synthesis of chiral mesogens (liquid crystals). It can also be used as a component in various pesticide formulations.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

156.2 °F - closed cup

Flash Point(C)

69 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Lactic acid, n-?butyl ester, (S) and lactic acid, ethyl ester, (S)?; exemption from the requirement of a tolerance.
Federal Register, 69(18), 4073-4077 (2004)
Bulk polytransesterification of L?lactic acid esters: An alternative route to synthesize poly (lactic acid).
Marques D S, et al.
Journal of Applied Polymer Science, 125(S2) (2012)
The chiral pool as valuable natural source: new chiral mesogens made from lactic acid.
Brombach F, et al.
Mol. Cryst. Liq. Cryst., 542(1), 62-584 (2011)

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