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496758

Sigma-Aldrich

Bis[2-(methacryloyloxy)ethyl] phosphate

Synonym(s):

2-Hydroxyethyl methacrylate phosphate, Bis(2-methacryloyloxyethyl) acid phosphate, Bis(2-methacryloyloxyethyl) hydrogen phosphate, Bis(methacryloyloxyethyl) hydrogen phosphate, Bis(methacryloyloxyethyl) phosphate, Bis[2-(methacryloyloxy)ethyl] phosphate, Di(2-methacryloyloxyethyl) phosphate, Di-2-methacryloyloxyethyl acid phosphate

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25 G
¥1,527.67
100 G
¥3,296.09

¥1,527.67

Estimated to ship on2025年12月26日Details

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25 G
¥1,527.67
100 G
¥3,296.09

About This Item

Linear Formula:
[H2C=C(CH3)CO2CH2CH2O]2P(O)OH
CAS Number:
32435-46-4
Molecular Weight:
322.25
EC Number:
251-040-2
MDL number:
MFCD00128922
UNSPSC Code:
12162002
PubChem Substance ID:
24873081
NACRES:
NA.23

¥1,527.67

Estimated to ship on2025年12月26日Details

Request a Bulk Order

refractive index

n20/D 1.47 (lit.)

Quality Level

200

bp

221 °C (lit.)

density

1.28 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=C)C(=O)OCCOP(O)(=O)OCCOC(=O)C(C)=C

InChI

1S/C12H19O8P/c1-9(2)11(13)17-5-7-19-21(15,16)20-8-6-18-12(14)10(3)4/h1,3,5-8H2,2,4H3,(H,15,16)

InChI key

NXBXJOWBDCQIHF-UHFFFAOYSA-N

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二[2-(甲基丙烯酰氧基)乙基]磷酸酯

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琥珀酸单[2-[(2-甲基-丙烯酰基)氧]乙基]酯

454974

琥珀酸单[2-[(2-甲基-丙烯酰基)氧]乙基]酯

磷酸钠 二元 十二水合物 puriss. p.a., crystallized, ≥99.0% (T)

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磷酸钠 二元 十二水合物

双(2-乙基己基)磷酸酯 97%

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双(2-乙基己基)磷酸酯

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

-

density

1.28 g/mL at 25 °C (lit.)

density

1.19 g/mL at 25 °C (lit.)

density

-

density

0.965 g/mL at 25 °C (lit.)

bp

221 °C (lit.)

bp

267 °C (lit.)

bp

-

bp

-

refractive index

n20/D 1.47 (lit.)

refractive index

n20/D 1.464 (lit.)

refractive index

-

refractive index

n20/D 1.443 (lit.)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

General description

Bis[2-(methacryloyloxy)ethyl] phosphate (BMEP) is a hydrophilic monomer with two polymerizable methacrylate groups and a centrally placed phosphate group. In presence of an acid, it can undergo spontaneous polymerization with a high degree of conversion. It is widely used as a precursor in the synthesis of poly (BMEP), dental resins, hydrogels, and fire-retardant polymer composites.

Application

Bis[2-(methacryloyloxy)ethyl] phosphate (BMEP) can be used:
  • As a bifunctional crosslinker to synthesize superabsorbent polymers (SAPs) via free radical polymerization. These SAPs can be used for agricultural applications.
  • To prepare self-etching primer formulations for enamel and dentine. Primers with BMEP exhibit good wetting, etching, and penetration in both dentine and enamel.
  • As a precursor to synthesize fire retardant nanocomposites via suspension polymerization.

Features and Benefits

  • Presence of dimethacrylate groups enables cross-linking and improves copolymerization.
  • Hydrophilicity and short carbon chains can enhance wetting.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves
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    Certificates of Analysis (COA)

    Lot/Batch Number
    MKCZ1479
    MKCX9773
    MKCX9848
    MKCX5500
    MKCW2335

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    The role of association/complexation equilibria in the anionic polymerization of (meth) acrylates.
    Kunkel D, et al.
    Macromolecular Symposia, 60(1), 315-326 (1992)
    Lithium tert-Butoxide.
    Caine D.
    e-EROS Encyclopedia of Reagents for Organic Synthesis. null
    Organoselenium chemistry. 4. Deprotonations with potassium diisopropylamide-lithium tert-butoxide. Alkylation of 1-(phenylseleno) alkenes and bis (phenylseleno) acetals.
    Raucher S and Koolpe G A
    The Journal of Organic Chemistry, 43(19), 3794-3796 (1978)
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    Macromolecules, 28(11), 3937-3939 (1995)
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