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vapor density
>1 (vs air)
Quality Level
grade
purum
Assay
≥96.0% (GC)
refractive index
n20/D 1.413 (lit.)
n20/D 1.413
bp
180-181 °C (lit.)
mp
−62 °C (lit.)
density
1.156 g/mL at 25 °C (lit.)
SMILES string
COC(=O)CC(=O)OC
InChI
1S/C5H8O4/c1-8-4(6)3-5(7)9-2/h3H2,1-2H3
InChI key
BEPAFCGSDWSTEL-UHFFFAOYSA-N
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Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2
Storage Class Code
10 - Combustible liquids
WGK
WGK 1
Flash Point(F)
185.0 °F - closed cup
Flash Point(C)
85 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 126(2), 109-116 (2006-02-08)
The carbon-carbon bond-forming reactions of 1-methyl-2-methylthiophenylpyridinium iodides with active methylene compounds (such as dimethyl malonate, malononitrile) using NaH as a base gave the 2-substituted methylene-1,2-dihydropyridine derivatives.
Preparative biochemistry & biotechnology, 30(3), 231-240 (2000-08-05)
5-Methoxytryptamine and L-tryptophan methyl ester were acylated with malonic acid, dimethyl malonate, or succinic anhydride to produce the corresponding N,N'-dicarbonyltryptamine derivatives. The analgesic activity was evaluated by the tail flick test. All of the compounds exhibited desirable analgesic potency. This
Analytical biochemistry, 214(1), 318-320 (1993-10-01)
A rapid and high-yield synthesis of methylmalonyl coenzyme A is reported. The two-step procedure involves preparation of the thiophenyl ester of methylmalonic acid using dicyclohexylcarbodiimide as a condensing agent, followed by transesterification with coenzyme A, to yield methylmalonyl coenzyme A
Chemical & pharmaceutical bulletin, 48(3), 405-409 (2000-03-22)
The Lewis acid-mediated reactions of allene-ene compounds, derived from 3-methylcitronellal or dimethyl malonate, were carried out using various Lewis acids such as ethylaluminum dichloride, diethylaluminum chloride, titanium chloride, zinc chloride etherate, or boron trifluoride etherate, affording unexpectedly intramolecular [2+2]cycloaddition products
Organic letters, 11(18), 4076-4079 (2009-08-22)
Homoallylic esters are obtained in a single transformation from allyl 2,2,2-trifluoroethyl malonates by using a Pd(0) catalyst. Facile decarboxylation of allyl 2,2,2-trifluoroethyl malonates is attributed to a decrease in pK(a) compared to allyl methyl malonates. Subsequent reduction of the homoallylic
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