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| CAS No.: | 533-87-9 |
|---|---|
| Name: | ALEURITIC ACID |
| Molecular Structure: | |
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|
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| Formula: | C16H32 O5 |
| Molecular Weight: | 304.427 |
| Synonyms: | Hexadecanoicacid, 9,10,16-trihydroxy-, (R*,S*)-(?à)- (8CI); (?à)-erythro-Aleuritic acid; DL-erythro-Aleuritic acid;NSC 7668; erythro-Aleuritic acid; a-Aleuritic acid |
| EINECS: | 232-692-7 |
| Density: | 1.085 g/cm3 |
| Melting Point: | 100-101 °C(lit.) |
| Boiling Point: | 516.7 °C at 760 mmHg |
| Flash Point: | 280.4 °C |
| Solubility: | Soluble in water, alcohol, acetic acid and acetone. |
| Appearance: | white to beige crystalline powder |
| Safety: | Poison by intravenous route. When heated to decomposition it emits acrid smoke and irritating fumes. |
| PSA: | 97.99000 |
| LogP: | 2.46630 |
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- 533-87-9
erythro-9,10,16-trihydroxyhexadecanoic acid
| Conditions | Yield |
|---|---|
| With sodium hydroxide In N,N-dimethyl-formamide for 1h; Ambient temperature; | 94% |
- 533-87-9
erythro-9,10,16-trihydroxyhexadecanoic acid
| Conditions | Yield |
|---|---|
| With silver(I) acetate; acetic acid Erwaermen des Reaktionsprodukts mit 25prozentiger Kalilauge; |
- 533-87-9
erythro-9,10,16-trihydroxyhexadecanoic acid
| Conditions | Yield |
|---|---|
| With potassium hydroxide Hydrolysis; | |
| With sodium hydroxide Hydrolysis; |
- 1619-68-7, 17278-80-7, 18951-79-6
16-hydroxy-9-hexadecenoic acid
- 533-87-9
erythro-9,10,16-trihydroxyhexadecanoic acid
| Conditions | Yield |
|---|---|
| With formic acid; dihydrogen peroxide |
- 533-87-9, 6949-98-0, 17941-34-3, 18299-27-9, 18951-77-4, 33098-98-5, 33098-99-6, 37179-76-3, 37179-77-4
threo-9,10,16-trihydroxyhexadecanoic acid
- 533-87-9
erythro-9,10,16-trihydroxyhexadecanoic acid
| Conditions | Yield |
|---|---|
| (i) aq. HCl, (ii) aq. NaOH; Multistep reaction; | |
| With potassium hydroxide; hydrogen bromide; acetic acid Yield given. Multistep reaction; | |
| Multi-step reaction with 2 steps 1: PhCO2H, HC(OEt)3 / (heating) 2: aq. H2O2, HCO2H View Scheme |
- 79-21-0
peracetic acid
- 94676-70-7
16-acetoxy-hexadec-9-enoic acid ethyl ester
- 533-87-9
erythro-9,10,16-trihydroxyhexadecanoic acid
- 533-87-9
erythro-9,10,16-trihydroxyhexadecanoic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: glacial acetic acid 2: H2O2; glacial acetic acid / 80 °C 3: alcoholic NaOH / Hydrolysis View Scheme |
- 533-87-9
erythro-9,10,16-trihydroxyhexadecanoic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: glacial acetic acid 2: H2O2; glacial acetic acid / 80 °C 3: alcoholic NaOH / Hydrolysis View Scheme |
- 94676-70-7
16-acetoxy-hexadec-9-enoic acid ethyl ester
- 533-87-9
erythro-9,10,16-trihydroxyhexadecanoic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: H2O2; glacial acetic acid / 80 °C 2: alcoholic NaOH / Hydrolysis View Scheme |
- 99286-21-2
trans-16-bromo-9-hexadecenoic acid
- 533-87-9
erythro-9,10,16-trihydroxyhexadecanoic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: H2O2; glacial acetic acid / 70 - 80 °C 2: silver acetate; glacial acetic acid / Erwaermen des Reaktionsprodukts mit 25prozentiger Kalilauge View Scheme |
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Chemistry
Molecular Formula: C16H32O5
Molar mass: 304.4223 g/mol
EINECS: 232-692-7
Density: 1.085 g/cm3
Flash Point: 280.4 °C
Index of Refraction: 1.498
Boiling Point: 516.7 °C at 760 mmHg
Vapour Pressure: 7.78E-13 mmHg at 25°C
Melting point: 100-101 °C(lit.)
Appearance: White to beige crystalline powder
Product categories: Fatty & Aliphatic Acids, Esters, Alcohols & Derivatives
Structure of 9,10,16-Trihydroxy palmitic acid (533-87-9):
XLogP3-AA: 2.5
H-Bond Donor: 4
H-Bond Acceptor: 5
Systematic Name: 9,10,16-Trihydroxyhexadecanoic acid
SMILES: O=C(O)CCCCCCCC(O)C(O)CCCCCCO
InChI: InChI=1/C16H32O5/c17-13-9-5-4-7-11-15(19)14(18)10-6-2-1-3-8-12-16(20)21/h14-15,17-19H,1-13H2,(H,20,21)
InChIKey: MEHUJCGAYMDLEL-UHFFFAOYAO
Std. InChI: InChI=1S/C16H32O5/c17-13-9-5-4-7-11-15(19)14(18)10-6-2-1-3-8-12-16(20)21/h14-15,17-19H,1-13H2,(H,20,21)
Std. InChIKey: MEHUJCGAYMDLEL-UHFFFAOYSA-N
Toxicity Data With Reference
| 1. | ivn-mus LD50:178 mg/kg | CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#00691 . |
Carcinogenicity of 9,10,16-Trihydroxy palmitic acid (533-87-9) hasn't been listed as a carcinogen by NTP, IARC,ACGIH, or CA Prop 65. And its toxicological properties have not been fully investigated.
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Poison by intravenous route. When heated to decomposition it emits acrid smoke and irritating fumes.
Safety Statements:
22: Do not breathe dust
24: Avoid contact with skin
25: Avoid contact with eyes
Specification
9,10,16-Trihydroxy palmitic acid (533-87-9) also can be called Aleuritolic acid ; Aleuritic acid ; erythro-Aleuritic acid ; beta-Aleuritic acid and DL-erythro-Aleuritic acid .It is hazardous,so the first aid measures and others should be known.Such as: When on the skin: first,should flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing. Secondly,Get shoesmedical aid . Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.Then get medical aid soon.While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product : If victim is conscious and alert, give 2-4 cupfuls of milk or water, and get medical aid immediately.
In addition, 9,10,16-Trihydroxy palmitic acid (533-87-9) can be stable under normal temperature and pressure conditions.It is not compatible with strong oxidizing agents, and you must not take it with incompatible materials.And also prevent it to broken down into hazardous decomposition products: irritating and toxic fumes and gases.Also known its polymerization is hazardous.