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(1R,2R)-(-)-1,2-Cyclohexanedicarboxylic acid

Product Name
(1R,2R)-(-)-1,2-Cyclohexanedicarboxylic acid
CAS No.
46022-05-3
Chemical Name
(1R,2R)-(-)-1,2-Cyclohexanedicarboxylic acid
Synonyms
Lurasidone INT 4;Lurasidone Impurity 49;Lurasidone intermediate 6;(1R, 2R) -1,2-Cyclohexanedioic acid;(R,R)-1,2-Cyclohexanedicarboxylic Acid;(1R,2R)-1,2-cyclohexanecarboxylic acid;(1R)-1β,2α-Cyclohexanedicarboxylic acid;(R,R)-CYCLOHEXANE-1,2-DICARBOXYLIC ACID;1R,2R)-1, 2-cyclohexandicarboxylic acid;(1R,2R)Cyclohexan-1,2-dicarboxylic acid
CBNumber
CB0671507
Molecular Formula
C8H12O4
Formula Weight
172.18
MOL File
46022-05-3.mol
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(1R,2R)-(-)-1,2-Cyclohexanedicarboxylic acid Property

Melting point:
184 °C
Boiling point:
384.1±35.0 °C(Predicted)
Density 
1.314±0.06 g/cm3(Predicted)
refractive index 
-18 ° (C=1, Acetone)
storage temp. 
Store below +30°C.
solubility 
Soluble in acetone.
form 
Solid
pka
4.18±0.28(Predicted)
color 
White to Off-White
InChI
InChI=1S/C8H12O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h5-6H,1-4H2,(H,9,10)(H,11,12)/t5-,6-/m1/s1
InChIKey
QSAWQNUELGIYBC-PHDIDXHHSA-N
SMILES
[C@@H]1(C(O)=O)CCCC[C@H]1C(O)=O
CAS DataBase Reference
46022-05-3(CAS DataBase Reference)
EPA Substance Registry System
1,2-Cyclohexanedicarboxylic acid, (1R,2R)- (46022-05-3)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
WGK 3 highly water endangering
HS Code 
29171900
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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.

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

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.24449
Product name
(1R,2R)-(-)-1,2-Cyclohexanedicarboxylic acid
Purity
for synthesis
Packaging
250mg
Price
$21.3
Updated
2025/07/31
Sigma-Aldrich
Product number
8.24449
Product name
(1R,2R)-(-)-1,2-Cyclohexanedicarboxylic acid
Purity
for synthesis
Packaging
250MG
Price
$19.6
Updated
2023/06/20
TCI Chemical
Product number
C1953
Product name
(1R,2R)-1,2-Cyclohexanedicarboxylic Acid
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$61
Updated
2025/07/31
TCI Chemical
Product number
C1953
Product name
(1R,2R)-1,2-Cyclohexanedicarboxylic Acid
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$218
Updated
2025/07/31
TRC
Product number
C987905
Product name
(R,R)-1,2-CyclohexanedicarboxylicAcid
Packaging
10g
Price
$525
Updated
2021/12/16
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(1R,2R)-(-)-1,2-Cyclohexanedicarboxylic acid Chemical Properties,Usage,Production

Uses

Chiral dicarboxylic acid guests with a two C spacer (1R,2R)-cyclohexane-1,2-dicarboxylic acid and Boc-L-aspartic acid] gave CD-active species.

Synthesis

2305-32-0

46022-05-3

Methanol (500 mL) and isopropanol (500 mL) were added to a round-bottomed flask, followed by the addition of racemic trans-1,2-cyclohexanedicarboxylic acid (100 g). Under stirring, (R)-1-phenylethylamine (74 mL) was added slowly over 30 min and the reaction mixture was stirred continuously at 30-40 °C for 2-3 h. The reaction was carried out by filtration. Upon completion of the reaction, the resulting solid was collected by filtration, washed with a mixture of methanol and isopropanol (50 mL each), and subsequently dried under reduced pressure to afford the crude (R)-1-phenylethylamine salt of (1R,2R)-1,2-cyclohexanedicarboxylic acid. The crude salt was dissolved in a solvent mixture of methanol (500 mL) and isopropanol (500 mL) and stirred at 65-70 °C for 2-3 hours, then cooled to room temperature and filtered. The solid was washed with a mixture of methanol and isopropanol (50 mL each) and dried again under reduced pressure. The dried solid was dissolved in a solution of about 2 N hydrochloric acid and extracted twice with ethyl acetate (first 1000 mL, second 200 mL). The organic phases were combined and washed with saturated brine solution (100 mL). Subsequently, ethyl acetate was removed by distillation under reduced pressure at 50-55 °C and cyclohexane was added to the residue. The separated solid was filtered, washed with cyclohexane and dried under vacuum at 45-50 °C for 8-10 hours. Finally, 29.4 g of (1R,2R)-1,2-cyclohexanedicarboxylic acid was obtained.

References

[1] Patent: WO2012/131606, 2012, A1
[2] Patent: WO2016/59649, 2016, A1. Location in patent: Page/Page column 19

(1R,2R)-(-)-1,2-Cyclohexanedicarboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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(1R,2R)-(-)-1,2-Cyclohexanedicarboxylic acid Suppliers

Americas 1 Canada 1 China 304 Europe 1 Germany 4 India 17 Japan 3 Switzerland 1 United Kingdom 8 United States 14 Global 354
Loudi Xinjiyuan Chemistry Co., Ltd.
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Alfa Aesar
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021-67582001/03/05
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View Lastest Price from (1R,2R)-(-)-1,2-Cyclohexanedicarboxylic acid manufacturers

Jinan Jianfeng Chemical Co., Ltd
Product
(1R,2R)-(-)-1,2-CYCLOHEXANEDICARBOXYLIC ACID 46022-05-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99.99% HPLC
Supply Ability
1T/M
Release date
2024-03-05
Jinan Jianfeng Chemical Co., Ltd
Product
Lurasidone INT 4 46022-05-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99.99%HPLC
Supply Ability
1T/M
Release date
2024-03-05
Henan Aochuang Chemical Co.,Ltd.
Product
(1R,2R)-(-)-1,2-CYCLOHEXANEDICARBOXYLIC ACID 46022-05-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-30

46022-05-3, (1R,2R)-(-)-1,2-Cyclohexanedicarboxylic acidRelated Search:

(3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione (R,R)-1,2-bis(methanesulfonyloxymethyl)cyclohexane (1R,2R)-1,2-CYCLOHEXANEDIMETHANOL 1,2-CYCLOHEXANEDICARBOXYLIC ACID 1,1-CYCLOHEXANEDICARBOXYLIC ACID DIETHYL ESTER 1,1-Cyclohexanedicarboxylic acid, 95% (1R,2R)-(-)-1,2-CYCLOHEXANEDICARBOXYLIC ACID 1,2,3,4,5,6-Cyclohexanehexacarboxylic acid 1,2-CYCLOHEXANEDICARBOXYLIC ACID DIGLYCIDYL ESTER rel-(1R*)-1β*,2α*-Cyclohexanedicarboxylic acid,rel-(1R*,2R*)-1,2-Cyclohexanedicarboxylic acid PRM30 TRANS-1,2-CYCLOHEXANEDICARBOXYLIC ACID DIETHYL ESTER 1,2-Cyclohexanedicarboxylic acid hydrogen 1-ethyl ester TRANS-1,4-CYCLOHEXANEDICARBOXYLIC ACID MONOMETHYL ESTER CHLORIDE 1,4-Cyclohexanedicarboxylic Acid Diallyl Ester 5-Hydroxy-4-[bis(1-hydroxyethyl)amino]-1,2-cyclohexanedicarboxylic acid dioctyl ester 1,2-Cyclohexanedicarboxylic acid bis(2-propenyl) ester,1,2-Cyclohexanedicarboxylic acid di-2-propenyl ester 1,4-Cyclohexanedicarboxylic acid 1-butyl 4-(3-oxoandrost-4-en-17β-yl) ester

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