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151386

Sigma-Aldrich

Fumaryl chloride

95%

Synonym(s):

(2E)-2-Butenedioyl dichloride, Fumaric acid chloride, Fumaric acid dichloride, Fumaric dichloride, Fumaroyl dichloride, Fumaryl dichloride

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About This Item

Linear Formula:
ClCOCH=CHCOCl
CAS Number:
627-63-4
Molecular Weight:
152.96
Beilstein:
1721342
EC Number:
211-005-4
MDL number:
MFCD00000733
UNSPSC Code:
12352100
PubChem Substance ID:
24849125
NACRES:
NA.22

Assay

95%

form

liquid

refractive index

n20/D 1.499 (lit.)

bp

161-164 °C (lit.)

density

1.415 g/mL at 25 °C (lit.)

functional group

acyl chloride

storage temp.

2-8°C

SMILES string

ClC(=O)\C=C\C(Cl)=O

InChI

1S/C4H2Cl2O2/c5-3(7)1-2-4(6)8/h1-2H/b2-1+

InChI key

ZLYYJUJDFKGVKB-OWOJBTEDSA-N

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General description

The photodissociation dynamics of fumaryl chloride was studied.

Application

Fumaryl chloride was used in the preparation of high molecular weight poly(propylene fumarate).

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302 + H312,H314

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

170.6 °F - closed cup

Flash Point(C)

77 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL3164
STBK9964
BCCJ2936
BCCH3085
BCCG3172

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N Piétri et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 56A(1), 157-165 (2000-03-23)
Fourier transform infrared spectra of fumaryl chloride 1 isolated in an argon matrix at 10 K have been analyzed. The comparison between the ab initio HF/6-31G calculated infrared spectra with the experimental ones reveals the existence of three planar conformers
Sepideh Koosehgol et al.
Materials science & engineering. C, Materials for biological applications, 79, 66-75 (2017-06-21)
In the present study, polyethylene glycol fumarate (PEGF) was synthesized as a component of blend solutions via polycondensation polymerization and characterized by different tests in order to determine its functional groups and its physical properties included melting and crystallization temperature
Matthew N George et al.
Journal of biomedical materials research. Part A, 108(3), 515-527 (2019-11-09)
A current approach in bone tissue engineering is the implantation of polymeric scaffolds that promote osteoblast attachment and growth as well as biomineralization. One promising polymer is oligo[poly(ethylene glycol) fumarate] (OPF), a polyethylene glycol-based material that is biocompatible, injectable, and
Monali Kawade et al.
The journal of physical chemistry. A, 115(9), 1538-1546 (2011-02-17)
The photodissociation dynamics of fumaryl chloride (ClCO-CH═CH-COCl) has been studied in a supersonic molecular beam around 235 nm using resonance enhanced multiphoton ionization (REMPI) time-of-flight (TOF) technique by detecting the nascent state of the primary chlorine atom. A single laser
Seyed Amin Mirmohammadi et al.
Materials science & engineering. C, Materials for biological applications, 68, 530-539 (2016-08-16)
Hydroxyl functionalized nano-sized POSS or ethyleneglycol as diol monomers was incorporated to hydroxyl-terminated polybutadiene (HTPBD) chain in the presence of fumaryl chloride as extender. Blue light photocrosslinking system based on camphorquinone (photoinitiator) and dimethylaminoethyl methacrylate (accelerator) was applied to cure
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