Methyl (4R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate (HCID 853166)

Names & identifiers

Preferred name: Methyl (4R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate
IUPAC: methyl (4R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate
English name: (R)-(+)-2,2-Dimethyl-1,3-dioxolane-4-carboxylic acid methyl ester
Molecular formula: C7H12O4
Molecular weight: 160.17

Names & synonyms

52373-72-5methyl (4R)-2,2-dimethyl-1,3-dioxolane-4-carboxylateDTXSID003574051,3-Dioxolane-4-carboxylic acid, 2,2-dimethyl-, methyl ester, (4R)-RefChem:812360DTXCID70308464610-831-6Methyl (R)-(+)-2,2-dimethyl-1,3-dioxolane-4-carboxylate(R)-methyl 2,2-dimethyl-1,3-dioxolane-4-carboxylate(R)-(+)-2,2-Dimethyl-1,3-dioxolane-4-carboxylic Acid Methyl EsterMFCD00066527(+)-2,3-O-Isopropylidene-D-glyceric Acid Methyl Ester

Show more names

methyl 2,2-dimethyl-1,3-dioxolane-4-carboxylateD674173-METHOXY-5,5,8,8-...(R)-METHYL-O-ISOPROPYLIDENE GLYCERATEMethyl α,β-isopropylidene-D-glycerateMETHYL 2,3-O-ISOPROPYLIDENE-D-GLYCERATEMETHYL ALPHA, BETA-ISOPROPYLIDENE-D-GLYCERATE(R)-(+)-2,2-Dimethyl-1,3-dioxolan-4-carboxylate

(+)-Methyl 2,3-O-Isopropylidene-D-glycerateD2562Methyl (R)-(+)-2,2-dimethyl-1,3-dioxolane-4-carboxylate, 98%(R)-(+)-2,2-dimethyl-1,3-dioxolan-4-carboxylic acid methyl esterMethyl (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylateAMY31947Methyl(R)-(+)-2,2-Dimethyl-1,3-dioxolane-4-carboxylateSCHEMBL877770

Database identifiers

CAS: 52373-72-5
PubChem CID: 853166
DTXSID: DTXSID00357405
EC Number: 610-831-6
Nikkaji: J590.998H

Properties

Computed structural properties

XLogP: 0.4
Topological polar surface area: 44.8 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 2
Heavy atoms: 11
Formal charge: 0
Complexity: 164

Physicochemical properties

Boiling point: 70 · 70-75 °C/10 mmHg (lit.)
Density: 1.106 g/mL · 1.106 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.426
Flash point: 173 °F · 173 °F
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Acetone (Slightly), Chloroform (Slightly), Methanol (Slightly)
form: Oil
color: Yellow
optical activity: 20 · [α]20/D +8.5°, c = 1.5 in acetone
BRN: 4292353 · 4292353
InChI: InChI=1S/C7H12O4/c1-7(2)10-4-5(11-7)6(8)9-3/h5H,4H2,1-3H3/t5-/m1/s1
InChIKey: DOWWCCDWPKGNGX-RXMQYKEDSA-N
SMILES: O1C[C@H](C(OC)=O)OC1(C)C
CAS DataBase Reference: 52373 · 52373-72-5(CAS DataBase Reference)
UNSPSC Code: 12352005 · 12352005
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 227 · H227
Precautionary statements: 210 · P210-P280-P403+P235-P501
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Safety Statements: 23 · 23-24/25
WGK Germany: 3 · 3
F: 10 · 10-23
HS Code: 29329990 · 29329990
Storage Class: 10 · 10 - Combustible liquids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H227 (100%): Combustible liquid [Warning Flammable liquids]

P210, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesFlam. Liq. 4 (100%)

Safety data

F: 10-23
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
hs_code: 29329990
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 23-24/25
Storage Class: 10 - Combustible liquids
Hazard statements: H227
Precautionary statements: P210-P280-P403+P235-P501

Chemistry & industry

Applications · 2 items

Uses(R)-(+)-2,2-Dimethyl-1,3-dioxolane-4-carboxylic Acid Methyl Ester is a dioxolane derivative used in the preparation of matrix metalloproteinases (MMP) inhibitors.

UsesMethyl (R)-(+)-2,2-dimethyl-1,3-dioxolane-4-carboxylate may be used as a starting material to synthesize (2R)-[1-2H2]-glycerol, a probe to study the stereochemistry of glycerol metabolism in Streptomyces cattleya. It may also be used to synthesize organic building blocks like (R)-2,3-dihydroxy-3-methylbutyl toluene-p-sulfonate and (2S,8R)-2-amino-8-[(R) 2,2-dimethyl-1,3-dioxolan-4-yl]-8-oxooctanoic acid.