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1,12-Dodecanedioic acid

  • Name 1,12-Dodecanedioic acid
  • EINECS211-746-3
  • CAS No. 693-23-2
  • Density1.066 g/cm3
  • PSA74.60000
  • LogP3.05660
  • Solubility< 0.1 g/L (20 °C) in water
  • Melting Point127-129 °C(lit.)
  • FormulaC12H22O4
  • Boiling Point394 °C at 760 mmHg
  • Molecular Weight230.304
  • Flash Point216.6 °C
  • Transport InformationN/A
  • Appearancewhite crystalline powder
  • Safety26-36-24/25
  • Risk Codes36/37/38
  • Molecular Structure
    Molecular Structure of 693-23-2 (Dodecanedioic acid)
  • Hazard SymbolsIrritantXi
  • SynonymsIrritantXi
  • Article Data167

1,12-Dodecanedioic acid Synthetic route

5675-51-4

1,12-dodecandiol

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With air; sodium nitrite In trifluoroacetic acid at 0 - 20℃; for 5h;100%
With hydrogenchloride; calcium hypochlorite In tetrachloromethane; tert-butyl alcohol for 7h;58%
22915-49-7

11-cyanoundecanoic acid methyl ester

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With hydrogenchloride; water for 2.5h; Reflux;100%
95338-32-2, 13154-31-9

2-nitrocyclododecanone

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With dihydrogen peroxide; potassium carbonate In methanol for 10h; Ambient temperature;92%
With Oxone; sodium hydroxide; disodium hydrogenphosphate; water 1.) MeOH, 70 deg C, 4 h, 2.) MeOH, r.t., 4 h; Yield given. Multistep reaction;

1,3-Dioxa-cyclopentadecane-4,15-dione

A

505-95-3

12-hydroxydodecanoic acid

B

5675-51-4

1,12-dodecandiol

C

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran at 65℃; for 6h;A 85%
B 8%
C 6%
With sodium tetrahydroborate In tetrahydrofuran at 23℃; for 120h;A 82%
B 12%
C n/a
With sodium tetrahydroborate In tetrahydrofuran at 65℃; for 9h; Product distribution; influence of temperature, reaction time;A 77%
B 11%
C 9%
With sodium tetrahydroborate In tetrahydrofuran at 65℃; for 6h;A 66%
B 6%
C 11%
1501-82-2

cyclododecene

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With Oxone; 2-iodo-3,4,5,6-tetramethylbenzoic acid In water; acetonitrile for 24h;85%
With tetrafluoroboric acid; iodomesitylene; 3-chloro-benzenecarboperoxoic acid In dichloromethane; water; acetonitrile at 50℃; for 10h; Inert atmosphere;77 %Spectr.
With potassium peroxymonosulfate; iodobenzene In water; acetonitrile at 60℃; for 8h;82 %Spectr.
118101-31-8

(1S,2S)-Cyclododecane-1,2-diol

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With potassium carbonate; stearic acid at 50℃; for 22.5h; electrolysis: nickel(III) oxide hydroxide electrode, 0.3 A;84%
201230-82-2

carbon monoxide

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With HeMaRaphos; water; toluene-4-sulfonic acid; palladium dichloride In tetrahydrofuran at 125℃; under 30003 Torr; for 24h; Autoclave; Green chemistry; regioselective reaction;83%
1724-39-6

cyclododecanol

A

693-23-2

1,12-dodecanedioic acid

B

830-13-7

cyclododecanone

Conditions
ConditionsYield
With oxygen; sodium nitrite In trifluoroacetic acid at 0 - 20℃; for 5h;A 80%
B 10%
73120-52-2

1,12-dimethoxydodecane

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With lithium nitrate In water; acetonitrile at 25℃; anodic oxidation;78%
830-13-7

cyclododecanone

A

947-05-7

oxacyclotridecan-2-one

B

505-95-3

12-hydroxydodecanoic acid

C

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With maleic anhydride; dihydrogen peroxide In dichloromethane; acetic anhydride for 15h; Heating;A 77%
B n/a
C n/a

1,12-Dodecanedioic acid Chemical Properties

IUPAC Name: Dodecanedioic acid
Synonyms of Dodecanedioic acid (CAS NO.693-23-2): 1,10-Decanedicarboxylic acid ; 1,10-Dicarboxydecane ; 1,12-Dodecanedioic acid ; Decamethylenedicarboxylic acid ; EINECS 211-746-3 ; HSDB 5745 ; NSC 400242
CAS NO: 693-23-2
Molecular Formula of Dodecanedioic acid (CAS NO.693-23-2): C12H22O4
Molecular Weight: 230.3007
Molecular Structure:

Product Categories: Industrial/Fine Chemicals ; alpha,omega-Alkanedicarboxylic Acids ; alpha,omega-Bifunctional Alkanes ; Monofunctional & alpha,omega-Bifunctional Alkanes
Melting Point: 127-129 °C 
Polar Surface Area: 52.6 Å2
Index of Refraction: 1.474
Molar Refractivity: 60.77 cm3
Molar Volume: 215.8 cm3
Surface Tension: 43.1 dyne/cm
Density of Dodecanedioic acid (CAS NO.693-23-2): 1.066 g/cm3
Flash Point: 216.6 °C
Enthalpy of Vaporization: 70.68 kJ/mol
Boiling Point: 394 °C at 760 mmHg
Vapour Pressure: 2.63E-07 mmHg at 25°C

1,12-Dodecanedioic acid Uses

 Dodecanedioic acid (CAS NO.693-23-2) is mainly used in antiseptics, top-grade coatings, painting materials, corrosion inhibitor, surfactant, and engineering plastics.

1,12-Dodecanedioic acid Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-24/25
S24/25:Avoid contact with skin and eyes. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
HS Code: 29171990

1,12-Dodecanedioic acid Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam. 
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage: Store in a cool, dry place. Store in a tightly closed container.

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