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Diisopropyl adipate

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Name

Diisopropyl adipate

EINECS 230-072-0
CAS No. 6938-94-9 Density 0.982 g/cm3
PSA 52.60000 LogP 2.45000
Solubility 180-500mg/L at 25-26℃ Melting Point -1°C(lit.)
Formula C12H22O4 Boiling Point 252.6 °C at 760 mmHg
Molecular Weight 230.304 Flash Point 109.8 °C
Transport Information N/A Appearance N/A
Safety 26-36/37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 6938-94-9 (Diisopropyl adipate) Hazard Symbols N/A
Synonyms

Adipicacid, diisopropyl ester (6CI,7CI,8CI);Hexanedioic acid, bis(1-methylethyl)ester (9CI);Ceraphyl 230;Crodamol DA;Iso Adipat;Isopropyl adipate;NSC 56587;Nikkol DID;Schercemol DIA;Standamul DIPA;BRN 1785346;

Article Data 22

Diisopropyl adipate Synthetic route

627-93-0

hexanedioic acid dimethyl ester

67-63-0

isopropyl alcohol

6938-94-9

adipic acid diisopropyl ester

Conditions
ConditionsYield
With tetramethylammonium methyl carbonate for 8h; Molecular sieve; Reflux; Green chemistry;98%
124-04-9

Adipic acid

67-63-0

isopropyl alcohol

6938-94-9

adipic acid diisopropyl ester

Conditions
ConditionsYield
With thionyl chloride; sodium carbonate for 2h; Heating;89%
201230-82-2

carbon monoxide

90157-48-5

diisopropyl (E)-hex-3-enedioate

A

6938-94-9

adipic acid diisopropyl ester

B

diisopropyl 3-formylhexanedioate

Conditions
ConditionsYield
With triphenyl phosphite; (acetylacetonato)dicarbonylrhodium (l); hydrogen In tetrahydrofuran at 70℃; under 3750.38 - 15001.5 Torr; for 16h; Schlenk technique; Autoclave;A n/a
B 88%
67-63-0

isopropyl alcohol

518068-80-9

2,4-dinitro-benzenesulfonic acid 2-oxo-cyclohexyl ester

6938-94-9

adipic acid diisopropyl ester

Conditions
ConditionsYield
With Oxone; toluene-4-sulfonic acid at 65℃; for 2h;85%
201230-82-2

carbon monoxide

106-99-0

buta-1,3-diene

67-63-0

isopropyl alcohol

6938-94-9

adipic acid diisopropyl ester

Conditions
ConditionsYield
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; Autoclave; Green chemistry; regioselective reaction;73%
With palladium(II) trifluoroacetate; HeMaRaphos; toluene-4-sulfonic acid In toluene at 120℃; under 30003 Torr; for 24h; regioselective reaction;83 %Chromat.
4883-67-4

2-nitrocyclohexanone

67-63-0

isopropyl alcohol

6938-94-9

adipic acid diisopropyl ester

Conditions
ConditionsYield
With dipotassium peroxodisulfate; sulfuric acid at 80℃; for 3h;71%
97-99-4

Tetrahydrofurfuryl alcohol

6938-94-9

adipic acid diisopropyl ester

A

97159-24-5

adipic acid isopropyl ester-tetrahydrofurfuryl ester

B

105-02-2

hexanedioic acid bis-tetrahydrofurfuryl ester

Conditions
ConditionsYield
With aluminum isopropoxide at 170℃;
4602-84-0

farnesol

6938-94-9

adipic acid diisopropyl ester

A

935542-35-1

isopropyl farnesyl adipate

B

935542-33-9

difarnesyl adipate

Conditions
ConditionsYield
zircornium(IV) n-propoxide In propan-1-ol at 160 - 165℃; under 22.5023 Torr; for 2h; Purification / work up;
19686-96-5

octane-2,7-diol

6938-94-9

adipic acid diisopropyl ester

polymer, iterative tandem catalysis polymerization, ee = 43%, molecular weight = 3.3 kDa (GPC); monomer(s): 2,7-octanediol; diisopropyl adipate

polymer, iterative tandem catalysis polymerization, ee = 43%, molecular weight = 3.3 kDa (GPC); monomer(s): 2,7-octanediol; diisopropyl adipate

Conditions
ConditionsYield
With Novozym 435; 2,4-dimethyl-3-pentanol; 3 A molecular sieve; Shvo's catalyst In toluene at 70℃; under 210.021 Torr; for 390h; Kinetics;
14021-92-2

2,9-decanediol

6938-94-9

adipic acid diisopropyl ester

polymer, iterative tandem catalysis polymerization, ee = 46%, molecular weight = 3.7 kDa (GPC); monomer(s): 2,9-decanediol; diisopropyl adipate

polymer, iterative tandem catalysis polymerization, ee = 46%, molecular weight = 3.7 kDa (GPC); monomer(s): 2,9-decanediol; diisopropyl adipate

Conditions
ConditionsYield
With Novozym 435; 2,4-dimethyl-3-pentanol; 3 A molecular sieve; Shvo's catalyst In toluene at 70℃; under 210.021 Torr; for 310h; Kinetics;

Diisopropyl adipate Consensus Reports

Diisopropyl adipate(6938-94-9) is reported in EPA TSCA Inventory.

Diisopropyl adipate Specification

The Diisopropyl adipate with CAS registry number of 6938-94-9 is also known as Ceraphyl 230. The IUPAC name is Dipropan-2-yl hexanedioate. It belongs to product categories of Fatty Acid Esters (Plasticizer); Functional Materials; Plasticizer. Its EINECS registry number is 230-072-0. In addition, the formula is C12H22O4 and the molecular weight is 230.30. This chemical is a colorless liquid and soluble in ethanol, acetone, slightly soluble in water. What's more, it is widely used in medicine, spices and cosmetic products.

Physical properties about Diisopropyl adipate are: (1)ACD/LogP: 2.79; (2)ACD/LogD (pH 5.5): 2.79; (3)ACD/LogD (pH 7.4): 2.79; (4)ACD/BCF (pH 5.5): 77.38; (5)ACD/BCF (pH 7.4): 77.38; (6)ACD/KOC (pH 5.5): 782.54; (7)ACD/KOC (pH 7.4): 782.54; (8)#H bond acceptors: 4 ; (9)#Freely Rotating Bonds: 9; (10)Index of Refraction: 1.434; (11)Molar Refractivity: 61.11 cm3; (12)Molar Volume: 234.3 cm3; (13)Surface Tension: 31.1 dyne/cm; (14)Density: 0.982 g/cm3; (15)Flash Point: 109.8 °C; (16)Enthalpy of Vaporization: 49 kJ/mol; (17)Boiling Point: 252.6 °C at 760 mmHg; (18)Vapour Pressure: 0.0192 mmHg at 25 °C.

Preparation of Diisopropyl adipate: it is prepared by reaction of propan-2-ol with 2-nitro-cyclohexanone. The reaction needs reagents K2S2O8, H2SO4 at the temperature of 80 °C for 3 hours. The yield is about 71%.

Diisopropyl adipate is prepared by reaction of propan-2-ol with 2-nitro-cyclohexanone.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CC(C)OC(=O)CCCCC(=O)OC(C)C
2. InChI: InChI=1S/C12H22O4/c1-9(2)15-11(13)7-5-6-8-12(14)16-10(3)4/h9-10H,5-8H2,1-4H3
3. InChIKey: ZDQWESQEGGJUCH-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 intravenous 640mg/kg (640mg/kg)   U.S. Army, Chemical Corps Medical Laboratories Research Reports. Vol. #256, Pg. 1954,

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