1,4-Butanediol diacrylate

Reported in EPA TSCA Inventory.

The IUPAC name of Tetramethylene acrylate is 4-prop-2-enoyloxybutyl prop-2-enoate. With the CAS registry number 1070-70-8 and EINECS 213-979-6, it is also named as 1,4-Butylene glycol diacrylate. The product's categories are Diacrylates & Dimethacrylates; Functional Materials; Reagent for High-Performance Polymer Research; Acrylic Monomers; C10 to C11 Monomers; Carbonyl Compounds; Esters; Polyfunctional Acrylics. It is colorless transparent liquid which is soluble in common organic solvents and almost insoluble in water. In addition, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.97; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.972; (4)ACD/LogD (pH 7.4): 1.972; (5)ACD/BCF (pH 5.5): 18.575; (6)ACD/BCF (pH 7.4): 18.575; (7)ACD/KOC (pH 5.5): 281.784; (8)ACD/KOC (pH 7.4): 281.784; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 9; (12)Polar Surface Area: 52.6 Å²; (13)Index of Refraction: 1.451; (14)Molar Refractivity: 51.378 cm³; (15)Molar Volume: 190.754 cm³; (16)Polarizability: 20.368×10^-24 cm³; (17)Surface Tension: 33.079 dyne/cm; (18)Density: 1.039 g/cm³; (19)Flash Point: 126.22 °C; (20)Enthalpy of Vaporization: 50.568 kJ/mol; (21)Boiling Point: 267.642 °C at 760 mmHg; (22)Vapour Pressure: 0.008 mmHg at 25°C.

Preparation of Tetramethylene acrylate: It can be obtained by propenoic acid and 1,4-butanediol.

 

Uses of Tetramethylene acrylate: It is used as comonomer and used in coatings, adhesives, ion exchange resins, etc. It is also used in rubber, cross-linking agent of synthetic resin, and radiation curable coating and inks. What's more, it can react with (Z)-cyclooctene to get 1,6dioxa-cyclooctadeca-8,16-diene-7,18-dione. This reaction needs catalytic agent [Cl₂(PCy₃)Ru=CHPh(N,N'-(Mes)₂-imidazolidin-2-yl)] and solvent CH₂Cl₂ by heating. The yield is 45%.

When you are using this chemical, please be cautious about it as the following:
It is harmful in contact with skin. And it can cause burns. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure. 
1. SMILES:C=CC(=O)OCCCCOC(=O)C=C
2. InChI:InChI=1/C10H14O4/c1-3-9(11)13-7-5-6-8-14-10(12)4-2/h3-4H,1-2,5-8H2
3. InChIKey:JHWGFJBTMHEZME-UHFFFAOYAB

The following are the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	1gm/kg (1000mg/kg)		Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(6), Pg. 86, 1990.
rat	LD50	oral	587mg/kg (587mg/kg)		Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(6), Pg. 86, 1990.