CAS 27738-46-1 3',4'-Methylenedioxymandelic acid (HCID 119618)

Overview

3,4-methylenedioxymandelic acid is a 2-hydroxy monocarboxylic acid that is mandelic acid in which positions 3 and 4 on the benzene ring are substituted by a methylenedioxy group. It has a role as a metabolite. It is a member of benzodioxoles and a 2-hydroxy monocarboxylic acid. It is functionally related to a mandelic acid.

Names & identifiers

Preferred name: 3',4'-Methylenedioxymandelic acid
IUPAC: 2-(1,3-benzodioxol-5-yl)-2-hydroxyacetic acid
English name: 1,3-Benzodioxole-5-glycolic acid
Molecular formula: C9H8O5
Molecular weight: 196.16

Names & synonyms

27738-46-1alpha-Hydroxy-1,3-benzodioxole-5-acetic acidRefChem:4845363',4'-Methylenedioxymandelic acid248-628-63,4-Methylenedioxymandelic acid3,4-(Methylenedioxy)mandelic acid1,3-Benzodioxole-5-glycolic acid2-(1,3-benzodioxol-5-yl)-2-hydroxyacetic acid2-(Benzo[d][1,3]dioxol-5-yl)-2-hydroxyacetic acidMFCD000435852-(1,3-benzodioxol-5-yl)-2-hydroxy-acetic acid

Show more names

Tadalafil Impurity 37Benzo[1,3]dioxol-5-yl-hydroxy-acetic acidTIMTEC-BB SBB008591Tadalafil and mandelic acid3,4-methylenedioxymandelicaci3,4-(METHYLENEDIOXY)MANDELIC ACID 98+%α-hydroxy-1,3-benzodioxole-5-acetic acid(1,3-Benzodioxol-5-yl)hydroxyacetic acid

4ZYA58BQJ81,3-Benzodioxole-5-acetic acid, .alpha.-hydroxy-2-(2H-1,3-benzodioxol-5-yl)-2-hydroxyacetic acid1,3-Benzodioxol-5-yl(hydroxy)acetic acid1,3-Benzodioxole-5-acetic acid, alpha-hydroxy-2-(2H-benzo[d]1,3-dioxolen-5-yl)-2-hydroxyacetic acid1,3-Benzodioxole-5-glycollic acidEINECS 248-628-6

Database identifiers

CAS: 27738-46-1
PubChem CID: 119618
DTXSID: DTXSID60950431
ChEBI: CHEBI:65054
UNII: 4ZYA58BQJ8
EC Number: 248-628-6
Nikkaji: J141.112H

Properties

Computed structural properties

XLogP: 0.8
Topological polar surface area: 76 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 5
Rotatable bonds: 2
Heavy atoms: 14
Formal charge: 0
Complexity: 229

Physicochemical properties

Melting point: 158 · 158-162 °C
Boiling point: 403.5 · 403.5±45.0 °C(Predicted)
Density: 1.553 · 1.553±0.06 g/cm3(Predicted)
storage temp.: Hygroscopic, Refrigerator, Under inert atmosphere
solubility: Aqueous Base (Slightly), DMSO (Slightly), Methanol (Slightly, Sonicated)
form: Solid
pka: 3.39 · 3.39±0.11(Predicted)
color: White to Light Brown
BRN: 209546 · 209546
Stability: Hygroscopic
InChI: 1S/C9H8O5/c10-8(9(11)12)5-1-2-6-7(3-5)14-4-13-6/h1-3,8,10H,4H2,(H,11,12)
InChIKey: CLUJFRCEPFNVHW-UHFFFAOYSA-N
SMILES: OC(C(O)=O)c1ccc2OCOc2c1
CAS DataBase Reference: 27738 · 27738-46-1(CAS DataBase Reference)
FDA UNII: 4 ZYA58BQJ8 · 4ZYA58BQJ8
UNSPSC Code: 12352100 · 12352100
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26
WGK Germany: 3 · 3
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): 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 39 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 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications

Uses3,4-(Methylenedioxy)mandelic acid was used as starting reagent in the synthesis of (-)cephalotaxine, (+)harringtonine and (-)drupacine.

Uses1,3-Benzodioxole-5-glycolic Acid can be used for chemosterilant activity against tobacco budworm.

Suppliers81 total

上海康恩博医药科技有限公司17510465506 · [email protected]

常州帝通化工有限公司+86-0519-88298848 · [email protected]

南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]

济南药德生物科技有限公司17805033575; 17805033575 · [email protected]

湖北万得化工有限公司15377098680 15377098680 · [email protected]

Additional notes

DefinitionChEBI: A 2-hydroxy monocarboxylic acid that is mandelic acid in which positions 3 and 4 on the benzene ring are substituted by a methylenedioxy group.