Monomethyl azelate (HCID 75009)

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 properties

XLogP: 1.9
Topological polar surface area: 63.6 Å²
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
CAS DataBase Reference: 2104 · 2104-19-0(CAS DataBase Reference)
FDA UNII: 67 HF5BH · XDI67HF5BH
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
PPE: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Safety Statements: 24 · 24/25
WGK Germany: 3 · 3
HS Code: 29171390 · 29171390
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 5 items

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 · 1 item

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%.