(R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID
- Product Name
- (R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID
- CAS No.
- 5709-98-8
- Chemical Name
- (R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID
- Synonyms
- (R)-3-Cyclohexene-1-carboxylic acid;(R)-Cyclohex-3-enecarboxylic acid;EOS-61457;(R) -3-cyclohexenoic acid;(R)-3-cyclohexene-1-carboxylic;(R)-3-CyclohexenecarboxylicAci;(R)-cyclohex-3-ene-1-carboxylicacid;(R)-3-Cyclohexene-1β-carboxylic acid;(1R)-3-Cyclohexene-1-carboxylic acid;(R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID
- CBNumber
- CB1673391
- Molecular Formula
- C7H10O2
- Formula Weight
- 126.15
- MOL File
- 5709-98-8.mol
(R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID Property
- Boiling point:
- 90 °C(Press: 0.2 Torr)
- Density
- 1.126±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- Chloroform, Methanol
- form
- Oil
- pka
- 4.67±0.20(Predicted)
- color
- Colorless
- optical activity
- 127.898°(C=1g/100ml CHCL3)
- InChI
- InChI=1S/C7H10O2/c8-7(9)6-4-2-1-3-5-6/h1-2,6H,3-5H2,(H,8,9)/t6-/m0/s1
- InChIKey
- VUSWCWPCANWBFG-LURJTMIESA-N
- SMILES
- [C@@H]1(C(O)=O)CCC=CC1
- CAS DataBase Reference
- 5709-98-8
Safety
- Hazard Codes
- C
- Risk Statements
- 34
- Safety Statements
- 26-36/37/39-45
- RIDADR
- UN3265
- HazardClass
- 8
- HS Code
- 2916200090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H312Harmful in contact with skin
H314Causes severe skin burns and eye damage
- Precautionary statements
-
P234Keep only in original container.
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P390Absorb spillage to prevent material damage.
P405Store locked up.
P406Store in corrosive resistant/… container with a resistant inner liner.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- C987885
- Product name
- (R)-3-CyclohexenecarboxylicAcid
- Packaging
- 25mg
- Price
- $160
- Updated
- 2021/12/16
- Product number
- C987885
- Product name
- (R)-3-CyclohexenecarboxylicAcid
- Packaging
- 100mg
- Price
- $595
- Updated
- 2021/12/16
- Product number
- 122285
- Product name
- (R)-(+)-3-Cyclohexenecarboxylicacid
- Purity
- 97.0%
- Packaging
- 1g
- Price
- $42
- Updated
- 2021/12/16
- Product number
- 2421-1-R0
- Product name
- (1R)-Cyclohex-3-ene-1-carboxylic acid
- Purity
- 97.0%
- Packaging
- 250mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- FC20702
- Product name
- (R)-3-Cyclohexenecarboxylic acid
- Packaging
- 250mg
- Price
- $105
- Updated
- 2021/12/16
(R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID Chemical Properties,Usage,Production
Chemical Properties
Colorless Oil
Uses
An intermediate of Leustroducsin B (LSN-B), a novel colony-stimulating factor (CSF) inducer, which was isolated from Streptomyces platensis.
Synthesis
6493-77-2
5709-98-8
Synthesis of Intermediate IV: Porcine liver esterase (PLE, 51.2 mg, 1382 units) was added to a stirred suspension of methyl 3-cyclohexene-1-carboxylate (III, 5.19 g, 37.0 mmol) in pH 7.00 phosphate buffer solution (520 mL, 0.07 M). The pH of the reaction system was maintained at 7.00 by dropwise addition of NaOH solution (1.0 M) via syringe pump.The reaction was stirred continuously at room temperature until 1 equivalent of NaOH (37 mL) was consumed (reaction time: 11 h, TLC monitoring of the unfolding agent: petroleum ether/ether, 1:1). The reaction mixture was transferred to a dispensing funnel and washed twice with ethyl acetate (2 × 300 mL). After separating the phases, the organic phase was back-extracted twice with pH 7.00 phosphate buffer solution (2 × 300 mL). The aqueous phases were combined and acidified to pH 2 with aqueous HCl (30 mL, 4 M), followed by three extractions with ethyl acetate (3 × 400 mL). The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure (100 mbar). The crude product was filtered through a short silica gel column to afford (R)-3-cyclohexenecarboxylic acid (IV) as a light yellow oil (3.92 g, 84% yield). The enantiomeric excess values of the product were 96.3% ee (GC assay), 94.3% ee (spin assay), [α]D21 +89.12° (c = 6.730, methanol) (literature value: +94.5° (c = 7, methanol), [Acta Chem. Scand., 1970, 24, 2693]).
References
[1] Patent: US2008/161546, 2008, A1. Location in patent: Page/Page column title page; 18
[2] Chemistry - A European Journal, 2012, vol. 18, # 5, p. 1342 - 1351
[3] Patent: US2008/200406, 2008, A1. Location in patent: Page/Page column 25; sheet 1
[4] Patent: US2011/251148, 2011, A1. Location in patent: Page/Page column 9
[5] Patent: WO2012/61662, 2012, A1. Location in patent: Page/Page column 60
(R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID manufacturers
- Product
- (R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID 5709-98-8
- Price
- US $980.00-750.00/ton
- Min. Order
- 1ton
- Purity
- 99%
- Supply Ability
- 5000
- Release date
- 2024-08-15
- Product
- (R)-3-Cyclohexene-1-carboxylic acid 5709-98-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-28
- Product
- (R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID 5709-98-8
- Price
- US $0.00/KG
- Min. Order
- 0.1KG
- Purity
- 99%
- Supply Ability
- 1000KGS
- Release date
- 2023-06-13