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401730

Sigma-Aldrich

Methyl 10-chloro-10-oxodecanoate

97%

Synonym(s):

Methyl sebacoyl chloride

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About This Item

Linear Formula:
ClCO(CH2)8CO2CH3
CAS Number:
14065-32-8
Molecular Weight:
234.72
MDL number:
MFCD00192320
UNSPSC Code:
12352100
PubChem Substance ID:
24864876
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

97%

form

liquid

refractive index

n20/D 1.453 (lit.)

bp

159-160 °C/9 mmHg (lit.)

density

1.052 g/mL at 25 °C (lit.)

functional group

acyl chloride
ester

SMILES string

COC(=O)CCCCCCCCC(Cl)=O

InChI

1S/C11H19ClO3/c1-15-11(14)9-7-5-3-2-4-6-8-10(12)13/h2-9H2,1H3

InChI key

ZUUUAAZQEMFVSN-UHFFFAOYSA-N

Related Categories

General description

Methyl 10-chloro-10-oxodecanoate (Methyl sebacoyl chloride, 10-Oxo-10-chlorodecanoic acid methyl ester) is a monomethyl ester of sebacinic acid.

Application

Methyl 10-chloro-10-oxodecanoate may be used in the preparation of the following:
  • methyl 10-[2-methoxy-4-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]-10-oxodecanoate[1]
  • fluorescein-derivatives of Necrostatin-3[2]
  • methyl 10-oxo-10-(Pyren-3-yl)decanoate[3]

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

159.8 °F - closed cup

Flash Point(C)

71 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBD2212V
MKBD2212
11631KN
10127MZ
12030PZ

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Effective synthesis of a carbon-linked diazirinyl fatty acid derivative via reduction of the carbonyl group to methylene with triethylsilane and trifluoroacetic acid.
Hashimoto M, et al.
Heterocycles, 59(1), 395-398 (2003)
Jenny L Maki et al.
Analytical biochemistry, 427(2), 164-174 (2012-06-05)
Necrotic cell death is prevalent in many different pathological disease states and in traumatic injury. Necroptosis is a form of necrosis that stems from specific signaling pathways, with the key regulator being receptor interacting protein 1 (RIP1), a serine/threonine kinase.
Wallace Thompson et al.
Methods in molecular biology (Clifton, N.J.), 861, 149-158 (2012-03-20)
Attempts to characterize, quantify, and/or modulate the activity of the secreted phospholipase A(2) family of enzymes result from the diversity of physiological roles for which these enzymes have been implicated. The 1-palmitoyl-2-(10-pyrenedecanoyl)-phosphatidylglycerol (pyrenePG)-based fluorometric assay is a sensitive and readily

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