Monomethyl azelate
Completing data — refresh the page later to see the latest
Basic information
- CAS
2104-19-0- Standard SMILES
COC(=O)CCCCCCCC(=O)O- InChIKey
VVWPSAPZUZXYCM-UHFFFAOYSA-N- Molecular formula
- C10H18O4
- Average molar mass
- 202.25 g/mol
- Monoisotopic mass
- 202.12050906
Overview
Methyl hydrogen azelate has been reported in Oryza officinalis with data available.
Names & identifiers
- Preferred name
- Monomethyl azelate
- IUPAC
- 9-methoxy-9-oxononanoic acid
- English name
- Azelaic acid monomethyl ester
- Molecular formula
- C10H18O4
- Molecular weight
- 202.25
Names & synonyms
Monomethyl azelateMethyl hydrogen azelateMonomethyl nonanedioate8-Carbomethoxyoctanoic acidNonanedioic acid, monomethyl esterAzelaic acid, monomethyl esterNonanedioic acid, 1-methyl esterXDI67HF5BHNSC 60226AZELAIC ACID, METHYL ESTEREINECS 218-275-2UNII-XDI67HF5BH
Show more names
9-Methoxy-9-oxononanoic acidAzelaic acid impurity 2Methyl nonmalonateMONO-METHYL AZELATEMonoMethyl AzelaateMonomethyl Azelate >METHYL HYDROGEN AZELATEMONO-METHYL NONANEDIONATE
NSC-60226METHYL 8-CARBOXYOCTANOATEDTXSID10175253AI3-08581RefChem:159591DTXCID0097744VVWPSAPZUZXYCM-UHFFFAOYSA-N2104-19-0
Database identifiers
- CAS
2104-19-0- PubChem CID
- 75009
- DTXSID
DTXSID10175253- UNII
- XDI67HF5BH
- EC Number
- 218-275-2
- Nikkaji
- J21.789A
Properties
Computed structural propertiesFilling in
- XLogP
- 1.9
- Topological polar surface area
- 63.6 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 9
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 177
Physicochemical properties
- Melting point
- 22 · 22-24 °C (lit.)
- Boiling point
- 159 · 159-160 °C/3 mmHg (lit.)
- Density
- 1.045 g/mL · 1.045 g/mL at 20 °C (lit.)
- refractive index
- 20 · n20/D 1.446(lit.)
- Flash point
- 230 °F · >230 °F
- storage temp.
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- solubility
- Chloroform, DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 4.77 · 4.77±0.10(Predicted)
- color
- Colourless to Pale Yellow Oil
- Water Solubility
- Not miscible in water.
- BRN
- 1775786 · 1775786
- InChI
- InChI=1S/C10H18O4/c1-14-10(13)8-6-4-2-3-5-7-9(11)12/h2-8H2,1H3,(H,11,12)
- InChIKey
- VVWPSAPZUZXYCM-UHFFFAOYSA-N
- SMILES
- C(OC)(=O)CCCCCCCC(O)=O
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.
Warning
H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (50%)
Safety data
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- wgk
- 3
- hs_code
- 29171390
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319
- Precautionary statements
- P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Chemistry & industry
Applications
UsesMethyl hydrogen azelate is used as pharmaceutical intermediates.
Preparation methods
PreparationAZELAIC ACID MONOMETHYL ESTER was prepared by ozone oxidation using methyl oleate as a raw material and a mixture of acetic acid and n-hexane as a solvent. The synthesis conditions for AZELAIC ACID MONOMETHYL ESTER were: V(methyl oleate):V(mixed solvent) = 1:4, ozonation reaction temperature of 10–13 °C, oxidative pyrolysis temperature of 90–95 °C, and oxidative pyrolysis time of 2.5 h. The crude product was purified by molecular distillation. Under these conditions, the yield of AZELAIC ACID MONOMETHYL ESTER was ≥78%, and the purity was ≥96%.
Upstream & downstream products
Downstream products
Related reactions
12 records
Compound notes
Loading…