Dimethyl 3-hydroxypentanedioate

HCID 232491

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Basic information

CAS: 7250-55-7
Standard SMILES: COC(=O)CC(O)CC(=O)OC
InChIKey: CUPGMRSSZADEIW-UHFFFAOYSA-N
Molecular formula: C7H12O5
Average molar mass: 176.17 g/mol
Monoisotopic mass: 176.06847348

Names & identifiers

Preferred name: Dimethyl 3-hydroxypentanedioate
IUPAC: dimethyl 3-hydroxypentanedioate
English name: Dimethyl 3-hydroxyglutarate
Molecular formula: C7H12O5
Molecular weight: 176.17

Names & synonyms

Dimethyl 3-hydroxypentanedioate7250-55-7Dimethyl 3-hydroxyglutarate3-Hydroxyglutaric acid dimethyl ester1,5-dimethyl 3-hydroxypentanedioateMFCD00042841Pentanedioic acid, 3-hydroxy-, dimethyl esterGlutaric acid, 3-hydroxy-, dimethyl esterNSC30047SCHEMBL28243DTXSID20283136NSC-30047

Show more names

55275_FLUKANISTC7250557166979_ALDRICH3-hydroxyglutarateDimethyl 3-hydroxyglDimethyl 3-hydroxyglutarate 98%

AKOS015918312DS-2386SY017678dimethyl 3-hydroxypentane-1,5-dioateDimethyl-3-hydroxyglutarate3-Hydroxy-pentanedioic Acid Dimethyl Ester; Dimethyl 3-hydroxyglutarate; NSC 30047NSC 30047FT-0657295

Database identifiers

CAS: 7250-55-7
PubChem CID: 232491
DTXSID: DTXSID20283136
Nikkaji: J102.577E

Properties

Computed structural properties

XLogP: -0.7
Topological polar surface area: 72.8 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 5
Rotatable bonds: 6
Heavy atoms: 12
Formal charge: 0
Complexity: 147

Physicochemical properties

Boiling point: 139 · 139-140 °C/8 mmHg (lit.)
Density: 1.192 g/mL · 1.192 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.442(lit.)
Flash point: 230 °F · >230 °F
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform
form: Oil
pka: 12.6 · 12.60±0.20(Predicted)
color: Clear colourless to Pale Yellow
BRN: 1776666 · 1776666
InChI: InChI=1S/C7H12O5/c1-11-6(9)3-5(8)4-7(10)12-2/h5,8H,3-4H2,1-2H3
InChIKey: CUPGMRSSZADEIW-UHFFFAOYSA-N
SMILES: C(OC)(=O)CC(O)CC(OC)=O
CAS DataBase Reference: 7250 · 7250-55-7(CAS DataBase Reference)
NIST Chemistry Reference: 3 · Glutaric acid, 3-hydroxy-, dimethyl ester(7250-55-7)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
PPE: Eyeshields, Gloves
Safety Statements: 23 · 23-24/25
WGK Germany: 3 · 3
HS Code: 29181990 · 29181990
Storage Class: 10 · 10 - Combustible liquids

Safety & regulation

Safety data

PPE: Eyeshields, Gloves
wgk: 3
hs_code: 29181990
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 23-24/25
Storage Class: 10 - Combustible liquids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 3 items

UsesDimethyl 3-hydroxyglutarate was used in the synthesis of two chiral fragments representing C1-11 and C12-25 of the polyene macrolide pimaricin.

UsesGlutaric Acid derivative

General DescriptionEnantioselective hydrolysis and ammonolysis of dimethyl-3-hydroxyglutarate has been studied using immobilized lipase B isolated from Candida antarctica.