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693-23-2

Basic Information
CAS No.: 693-23-2
Name: 1,12-Dodecanedioic acid
Molecular Structure:
Molecular Structure of 693-23-2 (1,12-Dodecanedioic acid)
Formula: C12H22O4
Molecular Weight: 230.30
Synonyms: 1,10-Decanedicarboxylicacid;1,10-Dicarboxydecane;Corfree M 2;Decamethylenedicarboxylic acid;LCA 141;NSC 400242;SL-AH;n-Dodecane-a,w-dioic acid;n-Dodecanedioic acid;
EINECS: 211-746-3
Density: 1.066 g/cm3
Melting Point: 127-129 °C(lit.)
Boiling Point: 394 °C at 760 mmHg
Flash Point: 216.6 °C
Solubility: < 0.1 g/L (20 °C) in water
Appearance: white crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-24/25
Transport Information:
PSA: 74.60000
LogP: 3.05660
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
4422-05-3

cis-1,2-cyclododecanediol

A

3956-80-7

12-oxododecanoic acid

B

693-23-2

1,12-dodecanedioic acid

C

38279-34-4

dodecanedial

D

3008-41-1

cyclododecane-1,2-dione

Conditions
ConditionsYield
With Oxone; sodium ortho-iodobenzenesulfonate In acetonitrile at 70℃; for 1h;A n/a
B n/a
C n/a
D 72%
294-62-2

cyclododecane

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With N-hydroxyphthalimide; bis(acetylacetonato)manganese(II); oxygen; acetic acid at 70℃; under 760.051 Torr; for 14h;68%
108-94-1

cyclohexanone

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
Stage #1: cyclohexanone With dihydrogen peroxide In water at 25 - 30℃; for 0.25h; UV-irradiation;
Stage #2: In water at 50℃; for 6h; Temperature; UV-irradiation;
67.1%
Multi-step reaction with 2 steps
1: H2O2; water
2: iron (II)-sulfate; aqueous sulfuric acid
View Scheme
Multi-step reaction with 2 steps
1: H2O2; diethyl ether
2: iron (II)-sulfate heptahydrate; methanol
View Scheme
505-95-3

12-hydroxydodecanoic acid

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With hydrogenchloride; calcium hypochlorite In tetrachloromethane; tert-butyl alcohol for 7h;65%
With oleate hydratase from S. maltophilia In aq. buffer at 35℃; for 2h; pH=8; Enzymatic reaction;46%
With chromium(VI) oxide; acetic acid
1486-75-5

(E)-Cyclododecen

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With jones reagent; osmium(VIII) oxide In water; acetone for 20h; Ambient temperature;65%
74515-85-8

C48H88O16

A

74-85-1

ethene

B

693-23-2

1,12-dodecanedioic acid

C

2177-96-0

12-oxo-tetradecanoic acid

D

carbon monooxide, carbon dioxide, oxygen

carbon monooxide, carbon dioxide, oxygen

Conditions
ConditionsYield
In n-heptane at 100℃; Product distribution; var. solvent, var. temp.;A n/a
B 60%
C 12%
D n/a
3008-41-1

cyclododecane-1,2-dione

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With dihydrogen peroxide In methanol; water for 2h; Ambient temperature;47%
oligomeric diacyl peroxide

oligomeric diacyl peroxide

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With potassium hydroxide for 48h;47%
2783-17-7

1,12-Diaminododecane

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
Pseudomonas K247%
26307-31-3

2-Acetoxycyclododecanone

A

693-23-2

1,12-dodecanedioic acid

B

19025-38-8, 140134-30-1

2-hydroxycyclododecanone

Conditions
ConditionsYield
With potassium hydroxide In methanolA 4.9 g
B 3.1%
With potassium hydroxide In methanol Heating;A 4.9 g
B 3.1 g
111-24-0

1,5-dibromo-pentane

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With diethyl ether; magnesium bei der Einw. von Kohlendioxid auf das Reaktionsprodukt;
78-18-2

1-hydroxycyclohexyl 1-hydroperoxycyclohexyl peroxide

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With sulfuric acid; iron(II) sulfate
With methanol; iron(II) sulfate
78-18-2

1-hydroxycyclohexyl 1-hydroperoxycyclohexyl peroxide

A

124-04-9

Adipic acid

B

693-23-2

1,12-dodecanedioic acid

C

108-94-1

cyclohexanone

D

142-62-1

hexanoic acid

Conditions
ConditionsYield
at 110 - 160℃;
55311-11-0

dodec-6c-enedioic acid

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With 1,4-dioxane; platinum Hydrogenation;
106-14-9

12-Hydroxystearic acid

A

123-99-9

azelaic acid

B

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With nitric acid
With ammonium vanadate bei Siedetemperatur;
With nitric acid
106-14-9

12-Hydroxystearic acid

A

1852-04-6

undecanedioic acid

B

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With nitric acid
With ammonium vanadate; nitric acid
With nitric acid
106-14-9

12-Hydroxystearic acid

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With potassium hydroxide; sodium hydroxide; paraffin oil at 320℃;
24772-63-2

1,8-diiodooctane

996-82-7

sodium diethylmalonate

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With ethanol Erwaermen des Reaktionsgemisches mit wss.Natronlauge und Erhitzen des nach dem Ansaeuern erhaltenen Reaktionsprodukts auf 180grad;
4543-66-2

1,12-dodecanedinitrile

693-23-2

1,12-dodecanedioic acid

Conditions
ConditionsYield
With sodium ethanolate
693-23-2

1,12-dodecanedioic acid

4834-98-4

1,12-dodecanedioyl dichloride

Conditions
ConditionsYield
With thionyl chloride; N,N-dimethyl-formamide for 2h; Reflux;100%
With thionyl chloride Heating;95%
With thionyl chloride
67-56-1

methanol

693-23-2

1,12-dodecanedioic acid

1731-79-9

dodecanedioic acid dimethyl ester

Conditions
ConditionsYield
With boron trifluoride at 65℃; for 0.333333h;100%
With sulfuric acid for 24h; Reflux; Inert atmosphere;100%
With sulfuric acid Heating;99%
693-23-2

1,12-dodecanedioic acid

530-62-1

1,1'-carbonyldiimidazole

122236-61-7

1,12-Di-imidazol-1-yl-dodecane-1,12-dione

Conditions
ConditionsYield
In neat (no solvent) for 2h;100%
In N,N-dimethyl acetamide at 40℃;
In tetrahydrofuran for 24h; Ambient temperature;
In tetrahydrofuran
74124-79-1

di(succinimido) carbonate

693-23-2

1,12-dodecanedioic acid

75472-90-1

dodecanedioic acid bis(2,5-dioxopyrrolidin-1-yl) ester

Conditions
ConditionsYield
With pyridine In acetonitrile at 20℃; for 7h;100%
With pyridine In acetonitrile at 20℃; for 7h; Inert atmosphere;100%
With pyridine In acetonitrile at 20℃; for 3h;90%
105-38-4

vinyl propionate

693-23-2

1,12-dodecanedioic acid

dodecandioic acid divinyl ester

Conditions
ConditionsYield
With sulfuric acid; mercury(II) diacetate at 20 - 50℃; for 4h;100%
With sulfuric acid; mercury(II) diacetate
693-23-2

1,12-dodecanedioic acid

38279-34-4

dodecanedial

Conditions
ConditionsYield
With 9-borabicyclo[3.3.1]nonane dimer; lithium dihydrido borata-bicyclo[3.3.0]nonane In tetrahydrofuran for 1h; Ambient temperature;99%
With hydrogen; 2,2-dimethylpropanoic anhydride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 80℃; under 22501.8 Torr; for 24h;75%
With thexylchloroborane*methyl sulfide In dichloromethane for 0.25h; Ambient temperature;
112-92-5

1-octadecanol

693-23-2

1,12-dodecanedioic acid

42234-06-0

distearyl dodecanedioate

Conditions
ConditionsYield
With 1-hexadecyl-3-sulfo-1H-imidazol-3-ium chloride In neat (no solvent) at 110℃; for 16h; Green chemistry;99%
64-17-5

ethanol

693-23-2

1,12-dodecanedioic acid

10471-28-0

diethyl dodecanedioate

Conditions
ConditionsYield
for 2h; Reflux; Acidic conditions;98%
With sulfuric acid for 2h; Reflux;98%
With hydrogenchloride decane-dicarboxylic acid-(1.10)-di--ester;
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

693-23-2

1,12-dodecanedioic acid

75472-90-1

dodecanedioic acid bis(2,5-dioxopyrrolidin-1-yl) ester

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 24h;98%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; dimethyl sulfoxide at 20℃;
693-23-2

1,12-dodecanedioic acid

75-59-2

tetramethyl ammoniumhydroxide

bis(tetramethylammonium) dodecanedioate

Conditions
ConditionsYield
In methanol at 21℃; for 48h;98%
693-23-2

1,12-dodecanedioic acid

106-91-2

2,3-Epoxypropyl methacrylate

1,12-bis[2-hydroxy-3-methacryloyloxypropyl] dodecanedioate

Conditions
ConditionsYield
With triphenylphosphine at 90℃; for 3h;98%
693-23-2

1,12-dodecanedioic acid

5675-51-4

1,12-dodecandiol

Conditions
ConditionsYield
With tricarbonyl(η(4)-cycloocta-1,5-diene)iron; phenylsilane In tetrahydrofuran at 20℃; for 24h; UV-irradiation; Inert atmosphere; chemoselective reaction;97%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃;91%
Multi-step reaction with 2 steps
1: sulfuric acid / Heating
2: LiAlH4 / diethyl ether / 0 °C
View Scheme
Stage #1: 1,12-dodecanedioic acid With 4-methyl-morpholine; chloroformic acid ethyl ester In tetrahydrofuran at 2℃; for 0.25h;
Stage #2: With sodium tetrahydroborate In tetrahydrofuran; water at 2℃;
693-23-2

1,12-dodecanedioic acid

115-11-7

isobutene

234081-98-2

1,10-decanedicarboxylic acid mono-tert-butyl ester

Conditions
ConditionsYield
With graphene-ferric oxide composite nanomaterial In dichloromethane for 4h; Solvent; Reagent/catalyst; Cooling with ice;95.3%
With graphene/ferric oxide composite nanomaterial In dichloromethane; di-isopropyl ether for 4h; Solvent; Cooling with ice;
120-93-4

imidazolidone

693-23-2

1,12-dodecanedioic acid

poly[N,N-(1,10-decanedicarboxyl)-2-imidazolidone], Mw 22000, Mn 8100, DP 34; monomer(s): 1,10-decanedicarboxylic acid; 2-imidazolidone

poly[N,N-(1,10-decanedicarboxyl)-2-imidazolidone], Mw 22000, Mn 8100, DP 34; monomer(s): 1,10-decanedicarboxylic acid; 2-imidazolidone

Conditions
ConditionsYield
With 3,5-bis-trifluromethylphenylboronic acid In 1,3,5-trimethyl-benzene for 24h; Heating;95%
693-23-2

1,12-dodecanedioic acid

62-53-3

aniline

190966-17-7

N1,N12-diphenyldodecane-1,12-diamine

Conditions
ConditionsYield
With tris(2,4-pentanedionato)ruthenium(III); methanesulfonic acid; hydrogen; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In 1,4-dioxane at 220℃; under 7500.75 Torr; for 42h; Solvent; Autoclave; Inert atmosphere;95%
693-23-2

1,12-dodecanedioic acid

11-amino-N-(strychnin-2-yl)undecanoic acid amide

N1,N12-Bis[N-(strychnine-2-yl)undecanoic Acid Amide-11-yl]dodecanediamide

Conditions
ConditionsYield
Stage #1: 1,12-dodecanedioic acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane for 0.166667h; Inert atmosphere; Cooling with ice;
Stage #2: 11-amino-N-(strychnin-2-yl)undecanoic acid amide In dichloromethane at 20℃; for 14h; Inert atmosphere; Cooling with ice;
93%
27574-41-0

tri-n-butylbenzylammonium hydroxide

693-23-2

1,12-dodecanedioic acid

benzyl(tributyl)azanium dodecanedioic acetate

Conditions
ConditionsYield
at 20℃; for 12h;90.55%
693-23-2

1,12-dodecanedioic acid

122-39-4

diphenylamine

A

11-(acridin-9-yl)undecan-1-oic acid

B

1,10-bis(acridin-9-yl)decane

Conditions
ConditionsYield
With zinc(II) chloride at 230℃; for 20h; Condensation;A 90%
B 3%
With zinc(II) chloride at 230℃; for 40h; Condensation;A 12%
B 61%
4553-62-2

2-methylglutaronitrile

693-23-2

1,12-dodecanedioic acid

A

29553-51-3

3-methyl-piperidine-2,6-dione

B

4543-66-2

1,12-dodecanedinitrile

Conditions
ConditionsYield
With aluminum (III) chloride at 200℃; for 5h;A 88%
B 81%
112-72-1

1-Tetradecanol

693-23-2

1,12-dodecanedioic acid

42234-02-6

dimyristyl dodecanedioate

Conditions
ConditionsYield
With 1-hexadecyl-3-sulfo-1H-imidazol-3-ium chloride In neat (no solvent) at 110℃; for 16h; Green chemistry;88%
693-23-2

1,12-dodecanedioic acid

(S)-2-Amino-6-benzyloxycarbonylamino-hexanoic acid ethyl ester; compound with toluene-4-sulfonic acid

Dodecanedioyl-Lys(Z)-OEt

Conditions
ConditionsYield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In tetrahydrofuran; chloroform; N,N-dimethyl-formamide 1.) 0 deg C, 4 h, 2. ) room temp., 2 days;87%
763111-47-3

4-[4’’-fluoro-3’’-(piperazine-1’’’-carbonyl)benzyl]-2H-phthalazin-1-one

693-23-2

1,12-dodecanedioic acid

12-(4-(2-fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoyl)piperazin-1-yl)-12-oxododecanoic acid

Conditions
ConditionsYield
Stage #1: 1,12-dodecanedioic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.0833333h;
Stage #2: 4-[4’’-fluoro-3’’-(piperazine-1’’’-carbonyl)benzyl]-2H-phthalazin-1-one In N,N-dimethyl-formamide at 20℃; for 16h;
87%
693-23-2

1,12-dodecanedioic acid

190579-30-7

3β-hydroxy-14β,16β-O-(4-methoxybenzylidene)card-20(22)-enolide

190579-38-5

hydrogen 14β,16β-O-(4-methoxybenzylidene)card-20(22)-enolide-3β-yl 1,10-decanedicarboxylate

Conditions
ConditionsYield
With pyridine; p-toluenesulfonyl chloride for 4h; Ambient temperature;86%
693-23-2

1,12-dodecanedioic acid

66280-55-5

diperoxydodecanedioic acid

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide at 15 - 20℃; for 5h;85%
With dihydrogen peroxide In sulfuric acid at 20℃; for 4h;49%
With sulfuric acid; dihydrogen peroxide
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    Specifications CAS No.: 693-23-2 Other Names: Dodecanedioic Acid MF: MSDS EINECS No.: 693-23-2 Place of

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Chemistry

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

Uses

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

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

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.