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Butanedioic acid,2-hydroxy-2-methyl-, (2R)-

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Name

Butanedioic acid,2-hydroxy-2-methyl-, (2R)-

EINECS N/A
CAS No. 6236-10-8 Density 1.513 g/cm3
PSA 94.83000 LogP -0.70330
Solubility N/A Melting Point 108-110 °C(lit. )
Formula C5H8O5 Boiling Point 295.2 °C at 760 mmHg
Molecular Weight 148.116 Flash Point 146.6 °C
Transport Information N/A Appearance white fine crystalline powder
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 6236-10-8 ((R)-(-)-CITRAMALIC ACID) Hazard Symbols IrritantXi
Synonyms

Butanedioicacid, 2-hydroxy-2-methyl-, (R)-;Malic acid, 2-methyl-, (-)- (8CI);(-)-Citramalic acid;(R)-Citramalate;(R)-Citramalic acid;2R-Methylmalic acid;D-(-)-Citramalic acid;D-Citramalic acid;R-Citramalic acid;

Article Data 10

Butanedioic acid,2-hydroxy-2-methyl-, (2R)- Synthetic route

205579-47-1

((3R,8aS)-3-Methyl-1,4-dioxo-hexahydro-pyrrolo[2,1-c][1,4]oxazin-3-yl)-acetic acid ethyl ester

6236-10-8

(R)-(-)-citramalic acid

Conditions
ConditionsYield
With hydrogenchloride for 5h; Heating;100%
93206-60-1

(S)-4-methyl-4-(trichloromethyl)-2-oxetanone

6236-10-8

(R)-(-)-citramalic acid

Conditions
ConditionsYield
With sodium hydroxide at 20℃; for 18h; Hydrolysis;91%
With sodium hydroxide In water 1.) 5 deg C; 2.) room temperature;
119696-04-7

trans-2-phenylcyclohexyl citramalate

6236-10-8

(R)-(-)-citramalic acid

Conditions
ConditionsYield
With potassium hydroxide In tetrahydrofuran at 60℃; for 24h;87%
597-44-4

2-hydroxy-2-methylbutane-1,4-dioic acid

A

2174-58-5

L-malic acid

B

6236-10-8

(R)-(-)-citramalic acid

Conditions
ConditionsYield
With formaldehyd; TETRACYCLINE; paraquat dichloride In water at 37℃; for 69h; Clostridium formicoaceticum, phosphate buffer;A 84.8%
B 81.8%

(R)-3-cyano-2-hydroxy-2-methylpropanamide

6236-10-8

(R)-(-)-citramalic acid

Conditions
ConditionsYield
With barium dihydroxide; water for 48h; Heating;81%

(-)-Isotetradehydrofurospongin-1

6236-10-8

(R)-(-)-citramalic acid

Conditions
ConditionsYield
Stage #1: (-)-Isotetradehydrofurospongin-1 With ozone In dichloromethane at -78℃;
Stage #2: With jones reagent In dichloromethane at 20℃; Further stages.;
25%
597-44-4

2-hydroxy-2-methylbutane-1,4-dioic acid

6236-10-8

(R)-(-)-citramalic acid

Conditions
ConditionsYield
With brucine
498-23-7

citraconic acid

A

6236-10-8

(R)-(-)-citramalic acid

B

152204-30-3

(2R,3S)-3-methylmalic acid

Conditions
ConditionsYield
With TETRACYCLINE In water at 37℃; for 142h; Clostridium formicoaceticum, phosphate buffer; Title compound not separated from byproducts;

1-benzyl hydrogen 2-hydroxy-2-methylbutanedioate

6236-10-8

(R)-(-)-citramalic acid

Conditions
ConditionsYield
With potassium hydroxide Hydrolysis;

14-O-α-L-rhamnopyranosyl-(2E,4E,7R,8E,10E,12E,14R)-7,9,13,17-tetramethyl-7,14-dihydroxy-2,4,8,10,12,16-octadecahexaenoic acid

A

6236-10-8

(R)-(-)-citramalic acid

B

144-62-7

oxalic acid

C

64-19-7

acetic acid

D

127-17-3

2-oxo-propionic acid

Conditions
ConditionsYield
With ozone In dichloromethane at -78℃; for 0.0833333h; Further byproducts given. Title compound not separated from byproducts;

Butanedioic acid,2-hydroxy-2-methyl-, (2R)- Specification

The Butanedioic acid, 2-hydroxy-2-methyl-, (2R)-, with the CAS registry number of 6236-10-8, is also known as D-(-)-Citramalic acid and (R)-(-)-Citramalic acid. It belongs to the product categories of Carboxylic Acids (Chiral); Chiral Building Blocks; Synthetic Organic Chemistry. This chemical's molecular formula is C5H8O5 and molecular weight is 148.11. What's more, its IUPAC name is 2-Hydroxy-2-methylbutanedioic acid.

Physical properties about Butanedioic acid, 2-hydroxy-2-methyl-, (2R)- are: (1)ACD/LogP: -0.91; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 5; (8)#H bond donors: 3; (9)#Freely Rotating Bonds: 4; (10)Polar Surface Area: 61.83 Å2; (11)Index of Refraction: 1.521; (12)Molar Refractivity: 29.84 cm3; (13)Molar Volume: 97.8 cm3; (14)Polarizability: 11.83×10-24 cm3; (15)Surface Tension: 73.4 dyne/cm; (16)Density: 1.513 g/cm3; (17)Flash Point: 146.6 °C; (18)Enthalpy of Vaporization: 62.05 kJ/mol; (19)Boiling Point: 295.2 °C at 760 mmHg; (20)Vapour Pressure: 0.000161 mmHg at 25 °C; (21)Melting Point: 108-110 °C(lit. ).

When you are using this chemical, please be cautious about it as the following:
As a chemical, it is irritating to eyes, respiratory system and skin. In addition, this chemical may cause inflammation to the skin or other mucous membranes. During using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(O)C[C@@](O)(C(=O)O)C
(2) InChI: InChI=1/C5H8O5/c1-5(10,4(8)9)2-3(6)7/h10H,2H2,1H3,(H,6,7)(H,8,9)/t5-/m1/s1
(3) InChIKey: XFTRTWQBIOMVPK-RXMQYKEDBR

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