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105-99-7

Basic Information
CAS No.: 105-99-7
Name: Hexanedioic acid,1,6-dibutyl ester
Article Data: 40
Molecular Structure:
Molecular Structure of 105-99-7 (Hexanedioic acid,1,6-dibutyl ester)
Formula: C14H26O4
Molecular Weight: 258.358
Synonyms: Adipicacid, dibutyl ester (6CI,7CI,8CI);Hexanedioic acid, dibutyl ester (9CI);3PS;Adipic acid di-n-butyl ester;Butyl adipate;Cetiol B;Di-n-butyl adipate;Dibutyl hexanedioate;Experimental Tick Repellent 3;Experimental Tick Repellent 3PS;Monocizer W 260;NSC 8086;Polycizer W 260;W260;
EINECS: 203-350-4
Density: 0.969 g/cm3
Melting Point: -32 °C
Boiling Point: 300.9 °C at 760 mmHg
Flash Point: 135 °C
Solubility: 35mg/L at 25℃
Appearance: white crystal powder
Risk Codes: 36/37/38
Safety: 26-36/37/39
PSA: 52.60000
LogP: 3.23340
Synthetic route

C14H24O4

105-99-7

adipic acid dibutyl ester

Conditions
ConditionsYield
With C34H32N2Ru; hydrogen In toluene at 60℃; under 7500.75 Torr; for 18h; Autoclave;97%
201230-82-2

carbon monoxide

106-99-0

buta-1,3-diene

71-36-3

butan-1-ol

105-99-7

adipic acid dibutyl ester

Conditions
ConditionsYield
With palladium(II) acetylacetonate; rhodium(III) acetylacetonate; C32H46N2OP2; toluene-4-sulfonic acid In toluene at 120℃; under 37503.8 Torr; for 40h; Reagent/catalyst; Inert atmosphere;96.5%
With palladium(II) trifluoroacetate; toluene-4-sulfonic acid; 1,2-bis[di(t-butyl)phosphinomethyl]benzene In toluene at 120℃; under 30003 Torr; for 24h; Catalytic behavior; Reagent/catalyst; Autoclave; Green chemistry; regioselective reaction;70%
With palladium(II) trifluoroacetate; HeMaRaphos; toluene-4-sulfonic acid In toluene at 120℃; under 30003 Torr; for 24h; Catalytic behavior; Reagent/catalyst; regioselective reaction;
124-04-9

Adipic acid

592-84-7

n-butyl formate

A

7529-33-1

Hexanedioic acid monobutyl ester

B

105-99-7

adipic acid dibutyl ester

Conditions
ConditionsYield
With Dowex 50Wx2 In toluene at 70℃; for 5.66667h; Esterification;A 93%
B 6%
With Dowex 50W-X2 (50-100 mesh) In octane at 70℃; for 2.66667h; Product distribution; variation of time;A 91%
B 5%
With Dowex 50W-X2 (50-100 mesh) In octane at 70℃; for 2.66667h;A 91%
B 5%
With Dowex 50Wx2 In octane at 70℃; for 180h; Product distribution; Further Variations:; Reaction partners; Reagents; Catalysts; Esterification;
141-32-2

acrylic acid n-butyl ester

105-99-7

adipic acid dibutyl ester

Conditions
ConditionsYield
With water; triphenylphosphine; zinc; diiodobis(triphenylphosphine)cobalt(II) In acetonitrile at 80℃; for 24h;90%
With hydrogenchloride; amalgamated potassium; water
124-04-9

Adipic acid

71-36-3

butan-1-ol

105-99-7

adipic acid dibutyl ester

Conditions
ConditionsYield
With Candida antarctica lipase B In cyclohexane at 45℃; for 6h;90%
With K5 In toluene at 85℃; for 6h;87%
With sulfuric acid; benzene
389-36-6

D-Glucaro-1,4-lacton

71-36-3

butan-1-ol

105-99-7

adipic acid dibutyl ester

Conditions
ConditionsYield
Stage #1: D-Glucaro-1,4-lacton; butan-1-ol at 119.84℃;
Stage #2: With palladium on activated charcoal; hydrogen at 119.84℃;
82%
2699-11-8

1,1-dihydroperoxycyclohexane

71-36-3

butan-1-ol

105-99-7

adipic acid dibutyl ester

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide at 98 - 100℃; for 0.15h;68%
108-94-1

cyclohexanone

71-36-3

butan-1-ol

105-99-7

adipic acid dibutyl ester

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide In diethyl ether at 102 - 106℃; for 0.333333h;65%
98330-95-1

(2E,4E)-hexa-2,4-dienedioic acid dibutyl ester

105-99-7

adipic acid dibutyl ester

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In water at 20℃; under 5171.62 Torr; for 4h;62%
With palladium 10% on activated carbon; hydrogen In ethyl acetate at 20℃; under 760.051 Torr; for 1h;
389-36-6

D-Glucaro-1,4-lacton

71-36-3

butan-1-ol

A

105-99-7

adipic acid dibutyl ester

B

C10H16O5

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen at 119.84℃; for 24h; Overall yield = 10.6 percent;A 40%
B 49%
Downstream Products
19147-16-1
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    Dibutyl Adipate Chemical formula and molecular weight Chemical formula:C14H26O4 Molecular weight:258.36 CAS No.:105-99-7 Properties and uses Colourless,transparent oily liquid,b.p.168°C(10mmHg),m.p.-37.5°C,freezing point -20°C,

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    Product name:Dibutyl adipate CAS:105-99-7 MF:C14H26O4 MW:258.35 Density:0.962 g/ml Melting point:-32°C Package:1 L/bottle, 25 L/drum, 200 L/drum Property:It is completely miscible with water. It can be miscible with a large number of organi

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    Product name: Dibutyl Adipate CAS No.:105-99-7 Molecule Formula:C14H26O4 Molecule Weight:258.35 Purity: 99.0% Package: 200kg/drum Description:Colorless transparent liquid Manufacture Standards:Enterprise Standard T

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Dibutyl adipate, with the CAS registry number 105-99-7, is a kind of colorless liquid. This is soluble in diethyl ether and ethanol while insoluble in water, with the product categories including Fatty Acid Esters (Plasticizer); Functional Materials; Plasticizer; Alpha Sort; D; DAlphabetic; DIA - DIC; Volatiles/ Semivolatiles; Plasticizers; Polymer Additives; Polymer Science. As to its usage, it could be used as the organic synthesis intermediate and could also be used as the plasticizer, special solvent. When comes to its production method, it is made from the reaction of adipic acid and n-butyl alcohol.

The characteristics of this chemical are as below: (1)ACD/LogP: 4.22; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.22; (4)ACD/LogD (pH 7.4): 4.22; (5)ACD/BCF (pH 5.5): 946.06; (6)ACD/BCF (pH 7.4): 946.06; (7)ACD/KOC (pH 5.5): 4696.38; (8)ACD/KOC (pH 7.4): 4696.38; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 13; (12)Polar Surface Area: 52.6; (13)Index of Refraction: 1.441; (14)Molar Refractivity: 70.45 cm3; (15)Molar Volume: 266.5 cm3; (16)Polarizability: 27.93×10-24 cm3; (17)Surface Tension: 32.9 dyne/cm; (18)Density: 0.969 g/cm3; (19)Flash Point: 135 °C; (20)Enthalpy of Vaporization: 54.1 kJ/mol; (21)Boiling Point: 300.9 °C at 760 mmHg; (22)Vapour Pressure: 0.00109 mmHg at 25°C; (23)Exact Mass: 258.183109; (24)MonoIsotopic Mass: 258.183109; (25)Topological Polar Surface Area: 52.6; (26)Heavy Atom Count: 18; (27)Complexity: 202.

When you are dealing with this chemical, you should be more cautious. This is irritating to eyes, respiratory system and skin and you should wear suitable protective clothing, gloves and eye/face protection. And if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

In adddition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: CCCCOC(=O)CCCCC(=O)OCCCC
(2)InChI: InChI=1S/C14H26O4/c1-3-5-11-17-13(15)9-7-8-10-14(16)18-12-6-4-2/h3-12H2,1-2H3
(3)InChIKey: XTJFFFGAUHQWII-UHFFFAOYSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LC inhalation > 17mg/m3/2H (17mg/m3)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(6), Pg. 86, 1990.
mouse LD50 oral 16890mg/kg (16890mg/kg) BLOOD: OTHER CHANGES Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(6), Pg. 86, 1990.
rabbit LD50 skin 20mL/kg (20mL/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951.
rat LC inhalation > 17mg/m3/4H (17mg/m3)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(6), Pg. 86, 1990.
rat LD50 intraperitoneal 5244uL/kg (5.244mL/kg)   Journal of Pharmaceutical Sciences. Vol. 62, Pg. 1596, 1973.
 
rat LD50 oral 12900mg/kg (12900mg/kg)   "Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 5, Pg. 72, 1976.