ALLYLIDENE DIACETATE

The Acrolein diacetate with CAS registry number of 869-29-4 is also called 2-Propene-1,1-diol,1,1-diacetate. The IUPAC name is prop-1-ene-3,3-diyl diacetate. Its EINECS registry number is 212-789-0. In addition, the formula is C₇H₁₀O₄ and the molecular weight is 158.1519. It belongs to the class of Monomer.

Physical properties about this chemical are: (1)ACD/LogP: 0.59; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.59; (4)ACD/LogD (pH 7.4): 0.59; (5)ACD/BCF (pH 5.5): 1.65; (6)ACD/BCF (pH 7.4): 1.65; (7)ACD/KOC (pH 5.5): 49.81; (8)ACD/KOC (pH 7.4): 49.81; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 52.6 Å²; (13)Index of Refraction: 1.428; (14)Molar Refractivity: 37.71 cm³; (15)Molar Volume: 146.5 cm³; (16)Polarizability: 14.95 ×10^-24cm³; (17)Surface Tension: 31.2 dyne/cm; (18)Density: 1.079 g/cm³; (19)Flash Point: 78.3 °C; (20)Enthalpy of Vaporization: 41.63 kJ/mol; (21)Boiling Point: 180 °C at 760 mmHg; (22)Vapour Pressure: 0.915 mmHg at 25°C.

Preparation Acrolein diacetate: it can be prepared by acetic acid anhydride and propenal. This reaction will need reagent zinc tetrafluoroborate and solvent H₂O. The reaction time is 1.5 hours at temperature of 5-10 °C. The yield is about 71%.

Uses of Acrolein diacetate: it can react with trichloromethanebe to get O-Acetyl-4,4,4-trichlor-buten-(1)-ol-(3). This reaction will need reagents TEBA and aq. NaOH and solvent CH₂Cl₂. The reaction time is one hour at ambient temperature. The yield is about 57%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC(OC(=O)C)/C=C)C
(2)InChI: InChI=1/C7H10O4/c1-4-7(10-5(2)8)11-6(3)9/h4,7H,1H2,2-3H3
(3)InChIKey: TXECTBGVEUDNSL-UHFFFAOYAR

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LDLo	skin	500mg/kg (500mg/kg)		Shell Chemical Company. Unpublished Report. Vol. -, Pg. 1, 1961.
mouse	LCLo	inhalation	853ppm/15M (853ppm)		Shell Chemical Company. Unpublished Report. Vol. -, Pg. 1, 1961.
mouse	LD50	oral	37500ug/kg (37.5mg/kg)		Shell Chemical Company. Unpublished Report. Vol. -, Pg. 1, 1961.
rabbit	LD50	skin	71uL/kg (0.071mL/kg)		National Technical Information Service. Vol. OTS0535011,
rat	LCLo	inhalation	8ppm/4H (8ppm)		Union Carbide Data Sheet. Vol. 12/27/1971,
rat	LD50	oral	35mg/kg (35mg/kg)		Shell Chemical Company. Unpublished Report. Vol. -, Pg. 1, 1961.