Tetrahydrofurfuryl acrylate

HCID 94232CAS 2399-48-6
Substructure searchFind similar structures

Basic information

Standard SMILES
C=CC(=O)OCC1CCCO1
InChIKey
YNXCGLKMOXLBOD-UHFFFAOYSA-N
Molecular formula
C8H12O3
Average molar mass
156.18 g/mol
Monoisotopic mass
156.07864424

Names & identifiers

Preferred name
Tetrahydrofurfuryl acrylate
IUPAC
oxolan-2-ylmethyl prop-2-enoate
English name
Tetrahydrofurfuryl acrylate
Molecular formula
C8H12O3
Molecular weight
156.18

Names & synonyms

Tetrahydrofurfuryl acrylate2399-48-62-Propenoic acid, (tetrahydro-2-furanyl)methyl esterSartomer 285Sartomer 302Viscoat 150Kayarad TC 101Light Acrylate THF-AAcrylic acid, tetrahydrofurfuryl esterTHF-A2-Propenoic acid, tetrahydrofurfuryl esterNSC-32627
Show more names
Tetrahydrofuran acrylatesr285Oxolan-2-ylmethyl prop-2-enoate(tetrahydrofuran-2-yl)Methyl acrylateviscoat150sartomer302sartomer285kayaradtc101Photomer 4142lightacrylatethf-a
SR 285DTXSID8044884EINECS 219-268-7NSC 32627DTXCID6024884(Tetrahydro-2-furanyl)methyl 2-propenoateAI3-03203KC4X335T45

Database identifiers

CAS
2399-48-6
PubChem CID
94232
DTXSID
DTXSID8044884
ChEMBL
CHEMBL3187472
UNII
KC4X335T45
EC Number
219-268-7
Nikkaji
J82.100D

Properties

Computed structural properties

XLogP
1.1
Topological polar surface area
35.5 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
4
Heavy atoms
11

Experimental & physicochemical properties

Boiling Point188.6 °F
Physical Description · 2 items

Liquid; Other Solid

Clear liquid with a musty odor.

Physicochemical properties

Boiling point
87 °C/9 · 87 °C/9 mmHg (lit.)
Density
1.064 g/mL · 1.064 g/mL at 25 °C (lit.)
vapor pressure
1.19 hPa · 1.19hPa at 25℃
refractive index
20 · n20/D 1.46(lit.)
Flash point
230 °F · >230 °F
storage temp.
Sealed in dry,Room Temperature

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 3.7% (16 of 434) of reports.

Danger

H302 (47.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P260, P261, P264, P264+P265, P270, P272, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P318, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P363, P391, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 434 reports by companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

Hazard information

Regulatory Information · 4 items

Chemical: 2-Propenoic acid, (tetrahydro-2-furanyl)methyl ester

2-Propenoic acid, (tetrahydro-2-furanyl)methyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, (tetrahydro-2-furanyl)methyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 01-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/20149

2-Propenoic acid, (tetrahydro-2-furanyl)methyl ester: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationEvaluation - Tetrahydrofurfuryl acrylate and tetrahydrofurfuryl methacrylate
Hazard Classes and Categories · 2 items

Acute Tox. 4 (47.9%)

Acute toxicity (Oral) - Category 4

Safety data

PPE
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
rtecs
UD3670893
ridadr
3334
hs_code
29321900

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 1,000,000 - <2,500,000 lb
Consumer UsesPhotosensitive agent
Industry UsesPhotosensitive chemicals
General Manufacturing Information · 2 items

Miscellaneous Manufacturing

2-Propenoic acid, (tetrahydro-2-furanyl)methyl ester: ACTIVE

Applications · 2 items

UsesTetrahydrofurfuryl acrylate may be used as an acrylic matrix for silver nanoparticles/polymer nanocomposites . It can form copolymers with butadiene. Prior to transfer printing, cellulosic and proteinic fibers are grafted with THFA.

UsesTetrahydrofurfuryl acrylate (THFA) can be used to prepare bio-based photopolymers. A series of thermostable shape memory photopolymers were synthesised from a mixture of two bio-based monomers, THFA and tridecyl methacrylate, with the addition of a small amount of 1,3-benzodithiol. Ethyl phenylphosphonate (2,4,6 trimethylbenzoyl) was used as a photoinitiator. The biorenewable carbon content of these photopolymers ranged from (63.7-74.9) %. The increase in THFA content in the photocured resins increased the light curing rate, increased the stiffness, and improved the mechanical and thermal properties of the obtained polymers. The developed bio-based photopolymers could replace petroleum-derived thermostable shape memory polymer analogues in a wide range of applications[1].

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
广州纳珑化工有限公司13192879270; 13192879270 · [email protected]
武汉欣扬瑞和化学科技有限公司13720274133 · [email protected]

Related reactions

2 records
New reaction record

Linked notes

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