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25462-23-1

Basic Information
CAS No.: 25462-23-1
Name: 2-N-PENTYLPROPANE-1,3-DIOL
Article Data: 17
Molecular Structure:
Molecular Structure of 25462-23-1 (2-N-PENTYLPROPANE-1,3-DIOL)
Formula: C8H18O2
Molecular Weight: 146.23
Synonyms: 2-Pentyl-1,3-propanediol;
Density: 0.938 g/cm3
Boiling Point: 255.8 °C at 760 mmHg
Flash Point: 117.3 °C
Risk Codes: 20/21-65
Safety: 23-36/37/39
PSA: 40.46000
LogP: 1.16750
Synthetic route
6065-59-4

diethyl n-pentylmalonate

25462-23-1

2-pentylpropane-1,3-diol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at 20℃; for 3.33333h; Reflux;92%
With lithium aluminium tetrahydride In diethyl ether for 1h; Reduction; Heating;83%
Stage #1: diethyl n-pentylmalonate With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 2h;
Stage #2: With sodium hydroxide; water
82%
50-00-0

formaldehyd

111-71-7

heptanal

25462-23-1

2-pentylpropane-1,3-diol

Conditions
ConditionsYield
Stage #1: formaldehyd; heptanal; L-proline In N,N-dimethyl-formamide at 20℃;
Stage #2: With sodium tetrahydroborate In methanol at 0℃; Further stages.;
57%
1906-95-2

5-bromopentylmalonic acid diethyl ester

A

25462-23-1

2-pentylpropane-1,3-diol

B

115694-04-7

(bromo-5 pentyl)-2 propanediol-1,3

Conditions
ConditionsYield
With lithium aluminium tetrahydride; bromine; sodium carbonate 1.) 10 deg C, 1 h, ether; 2.) water; Yield given. Multistep reaction. Yields of byproduct given;
110230-66-5

Acetic acid 2-acetoxymethyl-3-cyclohexyl-propyl ester

A

25462-23-1

2-pentylpropane-1,3-diol

B

138513-51-6

Acetic acid 2-hydroxymethyl-heptyl ester

Conditions
ConditionsYield
In water; isopropyl alcohol pig pancreatic lipase, pH 7 buffer (K2HPO4-KH2PO4);
110-53-2

1-Bromopentane

sodium cyclohexylmalonic acid ester

sodium cyclohexylmalonic acid ester

25462-23-1

2-pentylpropane-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 78 percent / NaOEt / ethanol / 2 h / Heating
2: 83 percent / LiAlH4 / diethyl ether / 1 h / Heating
View Scheme
110-53-2

1-Bromopentane

silver fluoride

silver fluoride

25462-23-1

2-pentylpropane-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) Na
2: LiAlH4 / diethyl ether / 18 h / 35 °C
View Scheme
Multi-step reaction with 2 steps
1: NaOEt / ethanol
2: 1, LiAlH4; 2.) dil. HCl / 1.) ether
View Scheme
111-24-0

1,5-dibromo-pentane

zinc

zinc

25462-23-1

2-pentylpropane-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) bromine, sodium / 1.) ethanol, 60 deg C, 1 h; 2.) ether, 0 deg C
2: 1.) bromine, lithium aluminium hydride; 2.) 10percent sodium carbonate / 1.) 10 deg C, 1 h, ether; 2.) water
View Scheme
133490-88-7

(E)-1-Acetoxy-2-(acetoxymethyl)-3-cyclohexylidenepropane

25462-23-1

2-pentylpropane-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 87 percent / H2 / 10percent Pd-C / ethanol / Ambient temperature
2: H2O; propan-2-ol / pig pancreatic lipase, pH 7 buffer (K2HPO4-KH2PO4)
View Scheme
105-53-3

diethyl malonate

25462-23-1

2-pentylpropane-1,3-diol

Conditions
ConditionsYield
With sulfuric acid In sodium-dried diethyl ether; diethyl ether; water
39520-21-3

Pentylmalonsaeure-dimethylester

25462-23-1

2-pentylpropane-1,3-diol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran Reflux;
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Specification

The 2-Pentylpropane-1,3-diol, with cas registry number 25462-23-1, belongs to the following product categories: Propanes/propenes. Its systematic name and its IUPAC name are the same, which is 2-pentylpropane-1,3-diol. Besides this, it is also called 1,3-propanediol, 2-pentyl-.

Physical properties about this chemical are: (1)ACD/LogP: 1.43; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.43; (4)ACD/LogD (pH 7.4): 1.43; (5)ACD/BCF (pH 5.5): 7.23; (6)ACD/BCF (pH 7.4): 7.23; (7)ACD/KOC (pH 5.5): 143.4; (8)ACD/KOC (pH 7.4): 143.4; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 18.46 Å2; (13)Index of Refraction: 1.452; (14)Molar Refractivity: 42.14 cm3; (15)Molar Volume: 155.9 cm3; (16)Polarizability: 16.7×10-24cm3; (17)Surface Tension: 35.7 dyne/cm; (18)Enthalpy of Vaporization: 57.3 kJ/mol; (19)Vapour Pressure: 0.00242 mmHg at 25°C.

Preparation: this chemical can be prepared by pentylmalonic acid diethyl ester. This reaction will need reagent LiAlH4 and diethyl ether. The reaction time is 3 hour(s). 

When you are using this chemical, please be cautious about it as the following:
The 2-Pentylpropane-1,3-diol is harmful by inhalation and in contact with skin. And it may cause lung damage if swallowed. So do not breathe vapour. When use it, wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: OCC(CCCCC)CO
(2)InChI: InChI=1/C8H18O2/c1-2-3-4-5-8(6-9)7-10/h8-10H,2-7H2,1H3
(3)InChIKey: RHYUFGNCUXTFTC-UHFFFAOYAX
(4)Std. InChI: InChI=1S/C8H18O2/c1-2-3-4-5-8(6-9)7-10/h8-10H,2-7H2,1H3
(5)Std. InChIKey: RHYUFGNCUXTFTC-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 360mg/kg (360mg/kg)   Journal of Medicinal Chemistry. Vol. 12, Pg. 462, 1969.