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Merck
CN

67000

(R)-1-Ethyl hydrogen 3-methylglutarate

≥99.0% (sum of enantiomers, GC)

Synonym(s):

(R)-Monoethyl 3-methylglutarate, (R)-mono-Ethyl 3-methylglutarate

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About This Item

Empirical Formula (Hill Notation):
C8H14O4
CAS Number:
Molecular Weight:
174.19
UNSPSC Code:
12352200
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1562576
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InChI key

KAOCDZQOVPLMID-ZCFIWIBFSA-N

SMILES string

CCOC(=O)C[C@H](C)CC(O)=O

InChI

1S/C8H14O4/c1-3-12-8(11)5-6(2)4-7(9)10/h6H,3-5H2,1-2H3,(H,9,10)/t6-/m1/s1

assay

≥99.0% (sum of enantiomers, GC)

optical activity

[α]20/D −1.3±0.2°, neat

optical purity

enantiomeric ratio: ~98:2 (GC)

refractive index

n20/D 1.437

bp

74-76 °C/0.03 mmHg (lit.)

density

1.076 g/mL at 20 °C (lit.)

storage temp.

2-8°C

Other Notes

Enantiomerically pure monoesters of 3-methylglutarate allow the preparation of important chiral building blocks: synthesis of both enantiomers of β-methyl-γ-valerolactone; synthesis of (R)-3-methylhexanol; Kolbe synthesis of long-chain acids; preparation of a verrucarinic building block

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

Regulatory Information

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U. Jensen-Korte et al.
Liebigs Ann. Chem., 1532-1532 (1982)
R. Rossi et al.
Tetrahedron, 41, 627-627 (1985)
C.J. Francis et al.
Journal of the Chemical Society. Chemical Communications, 579-579 (1984)
Xuran Liu et al.
Water research, 155, 142-151 (2019-03-08)
Cationic polyacrylamide, a flocculation powder widely used in wastewater pretreatment and sludge dewatering, was highly accumulated in waste activated sludge. However, its effect on short-chain fatty acids (SCFAs) accumulation from anaerobic fermentation of waste activated sludge has not been investigated.
P. Herold et al.
Helvetica Chimica Acta, 66, 744-744 (1983)

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