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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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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
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
Irrum Mushtaq et al.
Materials science & engineering. C, Materials for biological applications, 108, 110456-110456 (2020-01-12)
Under different pathological conditions, high levels of reactive oxygen species (ROS) cause substantial damage to multiple organs. To counter these ROS levels in multiple organs, we have engineered highly potent novel terpolymers. We found that combination of FDA-approved polyethylene glycol
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