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(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
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(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
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Safety

Hazard Codes 
C
Risk Statements 
34
Safety Statements 
26-36/37/39-45
RIDADR 
UN3265
HazardClass 
8
HS Code 
2916200090
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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..…

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N-Bromosuccinimide Price

TRC
Product number
C987885
Product name
(R)-3-CyclohexenecarboxylicAcid
Packaging
25mg
Price
$160
Updated
2021/12/16
TRC
Product number
C987885
Product name
(R)-3-CyclohexenecarboxylicAcid
Packaging
100mg
Price
$595
Updated
2021/12/16
Matrix Scientific
Product number
122285
Product name
(R)-(+)-3-Cyclohexenecarboxylicacid
Purity
97.0%
Packaging
1g
Price
$42
Updated
2021/12/16
SynQuest Laboratories
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
Biosynth Carbosynth
Product number
FC20702
Product name
(R)-3-Cyclohexenecarboxylic acid
Packaging
250mg
Price
$105
Updated
2021/12/16
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(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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(R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID Suppliers

Toronto Research Chemicals
Tel
--
Fax
--
Email
info@trc-canada.com
Country
Canada
ProdList
6038
Advantage
71
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View Lastest Price from (R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
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
Henan Aochuang Chemical Co.,Ltd.
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
Zhengzhou Anbu Chem Co.,Ltd
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

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