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| CAS No.: | 111-20-6 |
|---|---|
| Name: | Sebacic acid |
| Article Data: | 221 |
| Molecular Structure: | |
|
|
|
| Formula: | C10H18O4 |
| Molecular Weight: | 202.251 |
| Synonyms: | Sebacic acids;1, 10-Decanedioic acid;Sebacicacid;1,10-decanedioic acid;Sebacinsaeure;Decanedioic acid;Usaf hc-1;Decanedicarboxylic acid;1,8-Octanedicarboxylic acid; |
| EINECS: | 203-845-5 |
| Density: | 1.106 g/cm3 |
| Melting Point: | 131–134.5 °C |
| Boiling Point: | 374.3 °C at 760 mmHg |
| Flash Point: | 198.3 °C |
| Solubility: | 1 g/L in water |
| Appearance: | white powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36 |
| PSA: | 74.60000 |
| LogP: | 2.27640 |
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| Conditions | Yield |
|---|---|
| With ozone; sodium hydroxide In methanol; dichloromethane at -78 - 20℃; for 6h; | 100% |
| With sodium periodate; RuCl3*2.9H2O In water at 20℃; for 0.75h; Sonication; | 85% |
| Stage #1: 10-undecenoic acid With ozone; acetic acid In dichloromethane Inert atmosphere; Stage #2: With semicarbazide hydrochloride at 0 - 20℃; for 48h; Inert atmosphere; | 83% |
| Conditions | Yield |
|---|---|
| enzyme from Synechocystis sp. PCC 6803 In phosphate buffer at 30℃; for 2h; | 99% |
| With water for 48h; Rhodococcus rhodochrous AJ270; | 89% |
| With potassium phosphate buffer; Rhodococcus sp. AJ270 at 30℃; for 48h; | 89% |
| Conditions | Yield |
|---|---|
| With palladium 10% on activated carbon; W(OTf)6; hydrogen; acetic acid at 20 - 180℃; under 22801.5 Torr; for 10.5h; Reagent/catalyst; Pressure; Temperature; | 98% |
| With palladium 10% on activated carbon; W(OTf)6; hydrogen; acetic acid at 180℃; under 22502.3 Torr; for 10h; Autoclave; | 88% |
| With sodium carbonate anschliessend Hydrierung an Raney-Nickel bei 250grad/150at; |
| Conditions | Yield |
|---|---|
| With periodic acid; pyridinium chlorochromate In acetonitrile | 98% |
| With Oxone; 2-Iodobenzoic acid In water; acetonitrile at 70℃; for 6h; | 97% |
| With periodic acid; tripropylammonium fluorochromate (VI) In acetonitrile at 0℃; | 96% |
- 111-20-6
1,10-decanedioic acid
| Conditions | Yield |
|---|---|
| With water; N,N-dimethyl-formamide at 70℃; for 1.5h; Green chemistry; chemoselective reaction; | 93% |
- 111-20-6
1,10-decanedioic acid
| Conditions | Yield |
|---|---|
| With water; N,N-dimethyl-formamide at 70℃; for 1.5h; Green chemistry; chemoselective reaction; | 91% |
- 111-20-6
1,10-decanedioic acid
| Conditions | Yield |
|---|---|
| With iodine In cyclohexane for 24h; Ambient temperature; | 90% |
- 111-20-6
1,10-decanedioic acid
| Conditions | Yield |
|---|---|
| With iodine In cyclohexane for 24h; Ambient temperature; | 90% |
- 59694-62-1
10-acetoxydecane-1-ol
- 111-20-6
1,10-decanedioic acid
| Conditions | Yield |
|---|---|
| With palladium 10% on activated carbon; water; sodium hydroxide at 80℃; under 600.06 Torr; for 6h; | 90% |
| Conditions | Yield |
|---|---|
| With periodic acid; ruthenium trichloride In tetrachloromethane; water; acetonitrile at 20℃; for 2h; Ring cleavage; oxidation; | 87% |
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Chemistry
Molecular Structure of Sebacic acid (CAS NO.111-20-6):
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IUPAC Name: decanedioic acid
Empirical Formula: C10H18O4
Molecular Weight: 202.2475
H bond acceptors: 4
H bond donors: 2
Freely Rotating Bonds: 9
Index of Refraction: 1.475
Molar Refractivity: 51.5 cm3
Molar Volume: 182.8 cm3
Surface Tension: 44.9 dyne/cm
Density: 1.106 g/cm3
Flash Point: 198.3 °C
Enthalpy of Vaporization: 68.26 kJ/mol
Boiling Point: 374.3 °C at 760 mmHg
Vapour Pressure: 1.24E-06 mmHg at 25°C
Water Solubility: 1 g/L (20 ºC)
Merck: 14,8415
BRN: 1210591
Stability: Stable. Combustible. Incompatible with strong oxidizing agents, bases, reducing agents
Melting point: 131–134.5 °C
Solubility in water: 0.25 g/L
InChI
InChI=1/C10H18O4/c11-9(12)7-5-3-1-2-4-6-8-10(13)14/h1-8H2,(H,11,12)(H,13,14)
Smiles
C(CCCCCCCCC(O)=O)(O)=O
EINECS: 203-845-5
Product Categories: Intermediates; alpha,omega-Alkanedicarboxylic Acids; alpha,omega-Bifunctional Alkanes; Monofunctional & alpha,omega-Bifunctional Alkanes; Organic Chemicals
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mammal (species unspecified) | LC | inhalation | > 900mg/m3 (900mg/m3) | SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION BEHAVIORAL: EXCITEMENT | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 24(5), Pg. 48, 1980. |
| mammal (species unspecified) | LD50 | intraperitoneal | 1175mg/kg (1175mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 24(5), Pg. 48, 1980. | |
| mammal (species unspecified) | LD50 | oral | > 11gm/kg (11000mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 48(9), Pg. 72, 1983. | |
| mouse | LD50 | intraperitoneal | 500mg/kg (500mg/kg) | National Technical Information Service. Vol. AD277-689, | |
| mouse | LD50 | oral | 6gm/kg (6000mg/kg) | Biochemical Journal. Vol. 34, Pg. 1196, 1940. | |
| rat | LC50 | inhalation | > 4500mg/m3 (4500mg/m3) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 57(2), Pg. 17, 1992. | |
| rat | LD50 | oral | 14375mg/kg (14375mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT BEHAVIORAL: FOOD INTAKE (ANIMAL) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 57(2), Pg. 17, 1992. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Moderately toxic by ingestion and intraperitoneal routes. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S25:Avoid contact with eyes.
S36:Wear suitable protective clothing.
WGK Germany: 1
RTECS: VS0875000
HS Code: 29171310
Specification
Sebacic acid , with CAS number of 111-20-6, can be called decanedioic acid ; Sebacic acid ; 1, 10-Decanedioic acid ; 1,10-decanedioic acid ; Decanedioic acid ; 1,8-Octanedicarboxylic acid ; decanedioate . It is a white powder, Sebacic acid (CAS NO.111-20-6) is also used as an intermediate for antiseptics,aromatics and painting materials. Sebacic acid (CAS NO.111-20-6) is a low toxic substance, with flammability, burning will produce toxic fumes, so it should be stored in cool and dry environment, dry powder, foam, sand, carbon dioxide, water mist can be used if something urgent happened.