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543039

(R)-1,4-Dioxaspiro[4.5]decane-2-carboxaldehyde

Synonym(s):

(R)-2,3-Cyclohexylideneglyceraldehyde, (R)-Cyclohexylideneglyceraldehyde, 2,3-O-Cyclohexylidene-D-glyceraldehyde, O,O-Cyclohexylidene-(R)-glyceraldehyde

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About This Item

Empirical Formula (Hill Notation):
C9H14O3
CAS Number:
78008-36-3
Molecular Weight:
170.21
NACRES:
NA.22
PubChem Substance ID:
24878656
UNSPSC Code:
12352005
MDL number:
MFCD03093997
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optical activity

[α]/D 60±10° in chloroform

Quality Level

100

refractive index

n20/D 1.472 (lit.)

density

1.108 g/mL at 25 °C (lit.)

functional group

aldehyde, ether, ketal

SMILES string

O=C[C@H]1COC2(CCCCC2)O1

InChI

1S/C9H14O3/c10-6-8-7-11-9(12-8)4-2-1-3-5-9/h6,8H,1-5,7H2/t8-/m0/s1

InChI key

FFGZPNNLXMQFMO-QMMMGPOBSA-N

Application

Used as a building block.
Reactant for:
  • Proline-catalyzed Diels Alder reaction
  • Stereodivergent synthesis of carbahexofuranoses employing a Wittig olefination-Claisen rearrangement protocol
  • Wittig reactions
  • Crotylation reactions
  • Asymmetric synthesis of Goniothalesdiol A via stereocontrolled allylation and base-catalyzed oxy-Michael addition

Other Notes

Contains varying amounts of polymer

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN0330
MKCN0152
MKBT1899V
MKBF1782V
MKBF1683V

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The Journal of Organic Chemistry, 60, 585-587 (1995)

Global Trade Item Number

SKUGTIN
543039-1G04061837395550