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378151

Sigma-Aldrich

Diglycolyl chloride

95%

Synonym(s):

2,2′-Oxydiacetyl chloride

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About This Item

Linear Formula:
O(CH2COCl)2
CAS Number:
21062-20-4
Molecular Weight:
170.98
EC Number:
244-186-3
MDL number:
MFCD00134471
UNSPSC Code:
12352100
PubChem Substance ID:
24863545
NACRES:
NA.22

Quality Level

200

Assay

95%

form

liquid

refractive index

n20/D 1.473 (lit.)

bp

84-87 °C/2 mmHg (lit.)

density

1.439 g/mL at 25 °C (lit.)

functional group

acyl chloride
ether

SMILES string

ClC(=O)COCC(Cl)=O

InChI

1S/C4H4Cl2O3/c5-3(7)1-9-2-4(6)8/h1-2H2

InChI key

GTZXSBQCNBNWPK-UHFFFAOYSA-N

General description

Diglycolyl chloride (2,2′-Oxydiacetyl chloride) is an acid halide.

Application

Diglycolyl chloride is suitable for use in the synthesis of ply(ether ester). It may be used in the synthesis of:
  • chiral diphenyl substituted polyether-diester compounds
  • morpholine dione analog (IMDNQ)
  • salicylic acid (SA)- based diacids
Diglycolyl chloride may be used in the synthesis of the following compounds:
  • diazadibenzo-18-crown-6 diamide
  • diazadi(tert-butylbenzo)-18-crown-6 diamide
  • surfen derivative

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN1522
MKCN1523
MKCH1165
MKCC9355
MKBR1391V

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Preparation of chiral diphenyl substituted polyether-diester compounds.
Bradshaw JS, et al.
The Journal of Organic Chemistry, 47(7), 1229-1232 (1982)
Ashley L Carbone et al.
Macromolecular rapid communications, 30(12), 1021-1021 (2010-02-18)
Fast-degrading, salicylate-based poly(anhydride-esters) were designed to degrade and release the active component, salicylic acid (SA), within 1 week. The polymer degradation was enhanced by using shorter or oxygen-containing aliphatic chains. A copolymer of diglycolic acid was also made with a
Synthesis and CO2 Solubility Studies of Poly (ether carbonate) s and Poly (ether ester) s Produced by Step Growth Polymerization.
Tan B, et al.
Macromolecules, 38(5), 1691-1698 (2005)
J C Aguilar et al.
Talanta, 54(6), 1195-1204 (2008-10-31)
The ligands 4,7-diaza-2,3,8,9-dibenzo-15-crown-5 (L1), 4,10-diaza-2,3,11,12-dibenzo-18-crown-6 (L2), 4,10-diaza-2,3,11,12-di(4'-tert-butylbenzo)-18-crown-6 (L3) and N,N-di(methylenecarboxyethoxy) 4,10-diaza-2,3,11,12-dibenzo-18-crown-6 (L4) have been prepared. Partition coefficients and acid dissociation constants for these four diazadibenzocrown ether compounds were determined in water-chloroform. Their effectiveness was assessed in solvent extraction of Pb(2+)
Small molecule antagonists of cell-surface heparan sulfate and heparin-protein interactions.
Weiss RJ, et al.
Chemical Science, 6(10), 5984-5993 (2015)
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