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1,5-Pentanediol diacrylate

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Name

1,5-Pentanediol diacrylate

EINECS 253-235-8
CAS No. 36840-85-4 Density 1.024 g/cm3
PSA 52.60000 LogP 1.61510
Solubility N/A Melting Point N/A
Formula C11H16O4 Boiling Point 285.1 °C at 760 mmHg
Molecular Weight 212.246 Flash Point 134.4 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 36840-85-4 (1,5-Pentanediol diacrylate) Hazard Symbols N/A
Synonyms

2-Propenoicacid, 1,5-pentanediyl ester (9CI);1,5-Pentamethylene diacrylate;Pentamethylene diacrylate;CCRIS 7043;AC1L3PPD;AC1Q67HL;KST-1B3820;CID93195;

Article Data 11

1,5-Pentanediol diacrylate Synthetic route

590-92-1

3-Bromopropionic acid

111-29-5

1 ,5-pentanediol

36840-85-4

pentamethylene 1,5-diacrylate

Conditions
ConditionsYield
With triethylamine In toluene75%
111-29-5

1 ,5-pentanediol

814-68-6

acryloyl chloride

36840-85-4

pentamethylene 1,5-diacrylate

Conditions
ConditionsYield
With triethylamine; 2-hydroxyresorcinol In benzene at 50℃; for 0.5h;61%
With triethylamine In dichloromethane at 0 - 20℃; for 6h; Inert atmosphere;
With triethylamine In dichloromethane at 20℃; Cooling with ice;
53219-90-2

pentane-1,5-diyl bis(3-bromopropionate)

36840-85-4

pentamethylene 1,5-diacrylate

Conditions
ConditionsYield
With triethylamine; hydroquinone In benzene Heating;

cisatracurium benzenesulfonate

A

36840-85-4

pentamethylene 1,5-diacrylate

B

85-63-2

(R)-laudanosine

Conditions
ConditionsYield
In phosphate buffer at 37℃; pH=7.4; Kinetics; Further Variations:; pH-values; Elimination; Hofmann;
111-29-5

1 ,5-pentanediol

36840-85-4

pentamethylene 1,5-diacrylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: Et3N, benzene-1,4-diol / benzene / Heating
View Scheme
111-29-5

1 ,5-pentanediol

292638-85-8

acrylic acid methyl ester

A

36840-85-4

pentamethylene 1,5-diacrylate

B

57198-94-4

hydroxypentyl acrylate

Conditions
ConditionsYield
With Novozyme 435 In tert-Amyl alcohol at 50℃; for 120h; Inert atmosphere; Molecular sieve; Enzymatic reaction;
111-29-5

1 ,5-pentanediol

292638-85-8

acrylic acid methyl ester

36840-85-4

pentamethylene 1,5-diacrylate

Conditions
ConditionsYield
toluene-4-sulfonic acid at 90 - 100℃; Inert atmosphere;
36840-85-4

pentamethylene 1,5-diacrylate

(R)-tetrahydropapaverine N-acetyl-L-leucine salt

144-62-7

oxalic acid

C53H72N2O12(2+)*C2O4(2-)

Conditions
ConditionsYield
Stage #1: pentamethylene 1,5-diacrylate; (R)-tetrahydropapaverine N-acetyl-L-leucine salt With acetic acid; sodium hydroxide In water; toluene at 55 - 70℃; for 4h; pH=10;
Stage #2: oxalic acid In acetone
85.1%
36840-85-4

pentamethylene 1,5-diacrylate

71962-74-8

Ethyl nipecotate

145487-64-5

N,N-4,10-dioxa-3,11-dioxotridecylene-1,13-diyl-bis(3-ethoxycarbonylpiperidine)

Conditions
ConditionsYield
With acetic acid at 70℃; for 16.5h;84%
36840-85-4

pentamethylene 1,5-diacrylate

144-62-7

oxalic acid

50896-90-7

(-) N-norlaudanosine

C51H66N2O12*2C2H2O4

Conditions
ConditionsYield
Stage #1: (-) N-norlaudanosine With sodium hydroxide In water; toluene at 55℃; pH=10;
Stage #2: pentamethylene 1,5-diacrylate With acetic acid In water; toluene at 70℃; for 4h;
Stage #3: oxalic acid In acetone
80.4%

1,5-Pentanediol diacrylate Specification

The 1,5-Pentanediol diacrylate with CAS registry number of 36840-85-4 is also known as Pentamethylene diacrylate. The IUPAC name is 5-Prop-2-enoyloxypentyl prop-2-enoate. It belongs to product categories of Monomer. Its EINECS registry number is 253-235-8. In addition, the formula is C11H16O4 and the molecular weight is 212.24.

Physical properties about 1,5-Pentanediol diacrylate are: (1)ACD/LogP: 2.43; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.43; (4)ACD/LogD (pH 7.4): 2.43; (5)ACD/BCF (pH 5.5): 41.04; (6)ACD/BCF (pH 7.4): 41.04; (7)ACD/KOC (pH 5.5): 496.97; (8)ACD/KOC (pH 7.4): 496.97; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 10; (12)Index of Refraction: 1.452; (13)Molar Refractivity: 56.01 cm3; (14)Molar Volume: 207.2 cm3; (15)Surface Tension: 33.1 dyne/cm; (16)Density: 1.024 g/cm3; (17)Flash Point: 134.4 °C; (18)Enthalpy of Vaporization: 52.42 kJ/mol; (19)Boiling Point: 285.1 °C at 760 mmHg; (20)Vapour Pressure: 0.00285 mmHg at 25 °C.

Preparation of 1,5-Pentanediol diacrylate: it is prepared by reaction of acryloyl chloride with pentane-1,5-diol. The reaction needs reagent triethylamine, pyrogallol and solvent benzene at the temperature of 50 °C for 30 minutes. The yield is about 61%.

1,5-Pentanediol diacrylate is prepared by reaction of acryloyl chloride with pentane-1,5-diol.

Uses of 1,5-Pentanediol diacrylate: it is used to produce 3-piperidin-1-yl-propionic acid 5-(3-piperidin-1-yl-propionyloxy)-pentyl ester by reaction with piperidine. The reaction occurs with reagent glacial acetic acid at 70 °C for 16.5 hours. The yield is about 79%.

1,5-Pentanediol diacrylate is used to produce 3-piperidin-1-yl-propionic acid 5-(3-piperidin-1-yl-propionyloxy)-pentyl ester by reaction with piperidine.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C=CC(=O)OCCCCCOC(=O)C=C
2. InChI: InChI=1S/C11H16O4/c1-3-10(12)14-8-6-5-7-9-15-11(13)4-2/h3-4H,1-2,5-9H2
3. InChIKey: XAMCLRBWHRRBCN-UHFFFAOYSA-N

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