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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

Quality Level

200

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.)

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

Certificates of Analysis (COA)

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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
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
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
S J Peter et al.
Journal of biomaterials science. Polymer edition, 10(3), 363-373 (1999-04-03)
To synthesize high molecular weight poly(propylene fumarate) (PPF), fumaryl chloride and propylene glycol were reacted in the presence of potassium carbonate, which serves as a proton scavenger. Transesterification of the resulting low molecular weight oligomer led to a polymer with
Elham Shamirzaei Jeshvaghani et al.
Journal of biomedical materials research. Part B, Applied biomaterials, 106(6), 2371-2383 (2017-11-24)
With regard to flexibility and strength properties requirements of soft biological tissue, elastomeric materials could be more beneficial in soft tissue engineering applications. The present work investigates the use of an elastic polymer, (polycaprolactone fumarate [PCLF]), for fabricating an electrospun
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