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505-48-6

505-48-6 Structure

505-48-6 Structure
IdentificationMore
[Name]

Suberic acid
[CAS]

505-48-6
[Synonyms]

1,6-HEXANEDICARBOXYLIC ACID
CORK ACID
DICARBOXYLIC ACID C8
HEXANE-1,6-DICARBOXYLIC ACID
KORK ACID
OCTANEDIOC ACID
OCTANEDIOIC ACID
RARECHEM AL BO 0184
SUBERIC ACID
1,6-Dicarboxyhexane
1,8-Octanedioic acid
1,8-octanedioicacid
Hexamethylenedicarboxylic acid
Octane-1,8-dioic acid
suberic
subericacid(octanedioicacid)
Oktanedioic acid
Subericacid,99%
142-144℃
octandioic acid
[EINECS(EC#)]

208-010-9
[Molecular Formula]

C8H14O4
[MDL Number]

MFCD00004428
[Molecular Weight]

174.19
[MOL File]

505-48-6.mol
Chemical PropertiesBack Directory
[Appearance]

off-white crystalline powder
[Melting point ]

140-144 °C(lit.)
[Boiling point ]

230 °C15 mm Hg(lit.)
[bulk density]

700kg/m3
[density ]

1.3010 (rough estimate)
[vapor pressure ]

0Pa at 22.85℃
[refractive index ]

1.4370 (estimate)
[Fp ]

203 °C
[storage temp. ]

Store below +30°C.
[solubility ]

1.6g/l
[form ]

Powder
[pka]

4.52(at 25℃)
[color ]

White to cream
[PH]

3.2 (1.6g/l, H2O, 20℃)
[Stability:]

Stable. Combustible. Incompatible with strong oxidizing agents, reducing agents, bases.
[Water Solubility ]

0.6 g/L (20 ºC)
[Merck ]

14,8862
[BRN ]

1210161
[Henry's Law Constant]

1.8×106 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
[InChI]

1S/C8H14O4/c9-7(10)5-3-1-2-4-6-8(11)12/h1-6H2,(H,9,10)(H,11,12)
[InChIKey]

TYFQFVWCELRYAO-UHFFFAOYSA-N
[SMILES]

OC(=O)CCCCCCC(O)=O
[LogP]

0.59 at 25℃ and pH7.08
[CAS DataBase Reference]

505-48-6(CAS DataBase Reference)
[NIST Chemistry Reference]

Octanedioic acid(505-48-6)
[EPA Substance Registry System]

505-48-6(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H319
[Precautionary statements ]

P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R36:Irritating to the eyes.
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S39:Wear eye/face protection .
S36:Wear suitable protective clothing .
[WGK Germany ]

1
[Autoignition Temperature]

430°C
[TSCA ]

Yes
[REACH Registrations]

Active
[HS Code ]

29171990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Cyclooctanone-->octanedial-->trans-1,2-Cyclooctanediol-->cis-1,2-Cyclooctanediol
[Preparation Products]

Hexamethylene Diisocyanate-->Suberic acid monomethyl ester-->8-(tert-Butoxy)-8-oxooctanoic acid-->6-Heptenoic acid-->DISUCCINIMIDYL SUBERATE-->Pimelic acid-->Ethyl 2-cyano-2-cycloheptylidenacetate
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Octanedioic acid(505-48-6).msds
Hazard InformationBack Directory
[Description]

It was firstly produced by nitric acid oxidation of cork (Latin suber) material and then from castor oil. The oxidation of ricinoleic acid produces, by splitting at the level of the double bond and at the level of the OH group, at the same time, suberic acid (octanedioic acid) and the next homologue azelaic acid. Suberic acid was used in the manufacture of alkyd resins and in the synthesis of polyamides leading to nylon.
[Chemical Properties]

off-white crystalline powder
[Uses]

In the plastics industry.
[Uses]

Suberic Acid is used in the preparation of reduction-sensitive micelles affecting their cellular uptake. This has potential application in delivery of anticancer drugs. It is also used in the fluoresc ent detection of amidinium-carboxylate and amidinium formation.
[Definition]

ChEBI: An alpha,omega-dicarboxylic acid that is the 1,6-dicarboxy derivative of hexane.
[Reactions]

Suberic acid is an essential chemical widespread in softwood trees' trunk. Can there be reactions such as esterification, carboxylic acid halides, amidation and reduction in suberic acid, generation pyrolysis is heated. Its main application is to react with dibasic alcohol and diamine, produce polyester and polymeric amide, and also for organic synthesis.
[Synthesis Reference(s)]

Journal of the American Chemical Society, 81, p. 3677, 1959 DOI: 10.1021/ja01523a046
[Synthesis]

Industrial is to be obtained by Viscotrol C or ricinolic acid or cyclooctane oxidation, conventionally using 50% sulfuric acid to carry out catalysis. Suberic acid also can be oxidized and obtained by cyclooctene. A method for preparing suberic acid through cyclooctene oxidation comprises the following steps: mixing tetra-allkylammonium perrhenate and alkyl-imidazolim disulfate ionic liquid in a certain proportion to form a composite phase transfer catalyst and meanwhile carrying out catalytic oxidation reaction on cyclooctene in the presence of alkyl-imidazolim disulfate ionic liquid serving as a reaction solvent and a hydrogen peroxide solution serving as an oxidizing agent, wherein the reaction temperature is 40-70 DEG C, the pressure is normal, and the reaction time is 0.5-4 hours. After the reaction, the gas chromatography detection shows that the conversion rate of the cyclooctene is above 90%, and the cyclooctene yield is above 60%.
[storage]

Store at -20°C
[Purification Methods]

Crystallise it from acetone. It sublimes at 300o without decomposition. [Beilstein 2 IV 2028.]
[Toxics Screening Level]

The initial threshold screening level (ITSL) for suberic acid is 17 μg/m3 based on an annual averaging time.
Spectrum DetailBack Directory
[Spectrum Detail]

Suberic acid(505-48-6)MS
Suberic acid(505-48-6)1HNMR
Suberic acid(505-48-6)IR1
Suberic acid(505-48-6)IR2
Suberic acid(505-48-6)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Suberic acid, 99%(505-48-6)
[Alfa Aesar]

Suberic acid, 99%(505-48-6)
[Sigma Aldrich]

505-48-6(sigmaaldrich)
[TCI AMERICA]

Suberic Acid,>99.0%(GC)(T)(505-48-6)
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