(R)-1,4-Dioxaspiro[4,5]decane-2-carboxaldehyde

Product Name: (R)-1,4-Dioxaspiro[4,5]decane-2-carboxaldehyde
CAS No.: 78008-36-3
Chemical Name: (R)-1,4-Dioxaspiro[4,5]decane-2-carboxaldehyde
Synonyms: (R)-1,4-Dioxaspiro[4;(R)-Cyclohexylideneglyceraldehyde;(R)-2,3-Cyclohexylideneglyceraldehyde;2,3-O-Cyclohexylidene-D-glyceraldehyde;O,O-Cyclohexylidene-(R)-glyceraldehyde;1,4-DIOXASPIRO[4.5]DECANE-2-CARBOXALDEHYDE;(R)-1,4-Dioxaspiro[4.5]decane-2-carbaldehyde;1,4-Dioxa-spiro[4.5]decane-2(R)-carbaldehyde;(2R)-1,4-dioxaspiro[4.5]decane-2-carbaldehyde;(3R)-1,4-dioxaspiro[4.5]decane-3-carbaldehyde
CBNumber: CB3209709
Molecular Formula: C9H14O3
Formula Weight: 170.21
MOL File: 78008-36-3.mol

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(R)-1,4-Dioxaspiro[4,5]decane-2-carboxaldehyde Property

Boiling point:: 271.2±25.0 °C(Predicted)
Density: 1.108 g/mL at 25 °C(lit.)
refractive index: n20/D 1.472(lit.)
Flash point:: 218 °F
storage temp.: Inert atmosphere,Store in freezer, under -20°C
form: clear liquid
color: Colorless to Light yellow
optical activity: [α]/D 60±10° in chloroform
InChI: 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
InChIKey: FFGZPNNLXMQFMO-QMMMGPOBSA-N
SMILES: O1C2(CCCCC2)OC[C@@H]1C=O
CAS DataBase Reference: 78008-36-3(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
HS Code: 2932990090
Storage Class: 10 - Combustible liquids
Hazard Classifications: Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 543039
Product name: (R)-1,4-Dioxaspiro[4.5]decane-2-carboxaldehyde
Packaging: 1g
Price: $208.84
Updated: 2025/07/31

TCI Chemical

Product number: D5511
Product name: (R)-1,4-Dioxaspiro[4.5]decane-2-carboxaldehyde
Purity: >98.0%(GC)
Packaging: 5g
Price: $241
Updated: 2023/01/07

TRC

Product number: D495938
Product name: (R)-1,4-Dioxaspiro[4.5]decane-2-carbaldehyde
Packaging: 500mg
Price: $90
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FC44062
Product name: (R)-2,3-Cyclohexylideneglyceraldehyde
Packaging: 500mg
Price: $115
Updated: 2021/12/16

Apolloscientific

Product number: OR912826
Product name: (R)-1,4-Dioxaspiro[4,5]decane-2-carboxaldehyde
Purity: 95%
Packaging: 1g
Price: $180
Updated: 2021/12/16

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(R)-1,4-Dioxaspiro[4,5]decane-2-carboxaldehyde Chemical Properties,Usage,Production

Uses

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

Synthesis

76779-67-4

78008-36-3

General procedure for the synthesis of (R)-1,4-dioxaspiro[4,5]decane-2-carbaldehyde from 1,2:5,6-di-O-cyclohexylidene-D-mannitol: a solution of sodium meta-periodide (NaIO4, 7.3 g, 34 mmol) and tetrabutylammonium bromide (phase transfer catalyst, 0.2 g, 0.62 mmol) in water (60 mL) was slowly added to a solution of 1,2. 5,6-di-O-cyclohexylidene-D-mannitol (10.0 g, 29.3 mmol) to a solution of tetrahydrofuran (THF, 100 mL). The reaction mixture was stirred at room temperature for 3 hours. After completion of the reaction, the organic layer was separated and the aqueous layer was extracted with ether (3 x 35 mL). The combined ether extracts were washed with water (1 x 35 mL) and dried with anhydrous sodium sulfate. The solvent was removed by evaporation under reduced pressure to give a colorless viscous liquid (R)-1,4-dioxaspiro[4,5]decane-2-carboxaldehyde (compound (R)-8) in 90% yield (8.94 g).

References

[1] Synlett, 2011, # 8, p. 1154 - 1156
[2] Helvetica Chimica Acta, 2015, vol. 98, # 6, p. 823 - 833
[3] Organic and Biomolecular Chemistry, 2013, vol. 11, # 36, p. 6195 - 6207
[4] Tetrahedron Letters, 2013, vol. 54, # 48, p. 6420 - 6422
[5] Organic Letters, 2017, vol. 19, # 16, p. 4167 - 4170

(R)-1,4-Dioxaspiro[4,5]decane-2-carboxaldehyde Preparation Products And Raw materials

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View Lastest Price from (R)-1,4-Dioxaspiro[4,5]decane-2-carboxaldehyde manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: (R)-1,4-Dioxaspiro[4,5]decane-2-carboxaldehyde 78008-36-3
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-10-29

Career Henan Chemical Co

Product: (R)-1,4-Dioxaspiro[4,5]decane-2-carboxaldehyde 78008-36-3
Price: US $1.00/KG
Min. Order: 1KG
Purity: 96%
Supply Ability: 500kg
Release date: 2018-08-20

78008-36-3, (R)-1,4-Dioxaspiro[4,5]decane-2-carboxaldehydeRelated Search:

DIOXOPROMETHAZINE HCL Decane 1,4-Dioxane Selenium dioxide 1-Bromodecane (R)-(+)-2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde DIOXOPROMETHAZINE 2,3-O-(3-PENTYLIDENE)-D-GLYCERALDEHYDE RARECHEM AL BP 0891 2,3-CYCLOHEXYLIDENE-D-RIBONIC ACID GAMMA-LACTONE (R)-1,4-Dioxaspiro[4,5]decane-2-carboxaldehyde

(R)-1,4-DIOXASPIRO[4.5]DECANE-2-CARBOXALDEHYDE

(+)-1,4-DIOXOSPIRO[4,5]DECANE-2-CARBOXALDEHYDE

(+)-1,4-DIOXOSPIRO[4,5]DECANE-2-CARBOXYALDEHYDE

(R)-(+)-1,4-Dioxospiro(4,5)decane-2-carboxaldehyde

1,4-DIOXASPIRO[4.5]DECANE-2-CARBOXALDEHYDE

(R)-(+)-2,2,CYCLOHEXYL-1,3-DIOXALANE-4-CARBOXALDEHYDE

(+)-1,4-DIOXOSPIRO[4,5]DECANE-2-CABOXYALDEHYDE

(R)-1,4-Dioxaspiro[4

(2R)-1,4-dioxaspiro[4.5]decane-2-carbaldehyde

(R)-2,3-Cyclohexylideneglyceraldehyde

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

(R)-Cyclohexylideneglyceraldehyde

2,3-O-Cyclohexylidene-D-glyceraldehyde

O,O-Cyclohexylidene-(R)-glyceraldehyde

(3R)-1,4-dioxaspiro[4.5]decane-3-carbaldehyde

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

1,4-Dioxa-spiro[4.5]decane-2(R)-carbaldehyde

(<i>R</i>)-1,4-Dioxaspiro[4.5]decane-2-carboxaldehyde

78008-36-3

C9H14O3

Asymmetric Synthesis

Chiral Building Blocks

Organic Building Blocks

Aldehydes

chiral

Aldehydes

Chiral Building Blocks

Organic Building Blocks

Small molecule