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

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Name

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

EINECS 228-350-1
CAS No. 6236-09-5 Density 1.513 g/cm3
PSA 94.83000 LogP -0.70330
Solubility N/A Melting Point 109-111 °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 6236-09-5 ((S)-(+)-CITRAMALIC ACID) Hazard Symbols IrritantXi
Synonyms

Butanedioicacid, 2-hydroxy-2-methyl-, (S)-;Malic acid, 2-methyl-, (S)-(+)- (8CI);(+)-Citramalic acid;(+)-Methylmalic acid;(S)-(+)-Citramalic acid;(S)-Citramalic acid;2S-Methylmalic acid;L-Citramalic acid;

Article Data 18

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

93239-42-0

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

6236-09-5

(S)-citramalic acid

Conditions
ConditionsYield
With sodium hydroxide In water 1.) 5 deg C; 2.) room temperature;96%
With sodium hydroxide at 20℃; Hydrolysis;

(2'R,4'S)-2-<2'-(tert-Butyl)-4'-methyl-1',3'-dioxolan-4'-yl>essigsaeure

6236-09-5

(S)-citramalic acid

Conditions
ConditionsYield
With hydrogenchloride at 80℃; for 19h;80%
498-24-8

Mesaconic acid

6236-09-5

(S)-citramalic acid

Conditions
ConditionsYield
With formaldehyd; TETRACYCLINE; paraquat dichloride In water at 37℃; for 24h; Clostridium formicoaceticum, phosphate buffer;69.8%
mit Hilfe eines Mesaconase-Praeparats;
597-44-4

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

6236-09-5

(S)-citramalic acid

Conditions
ConditionsYield
With strychnidin-10-one
With water; brucine
32814-40-7

S-(+)-Methyl-γ-iodo-β-carbomethoxy-β-hydroxy-butyrat

6236-09-5

(S)-citramalic acid

Conditions
ConditionsYield
(i) NaSH, H2S, EtOH, (ii) Raney-Ni, acetone, (iii) aq. HCl; Multistep reaction;
92572-49-1

<(2S,4S)-2-tert-butyl-4-methyl-5-oxo-1,3-dioxolan-4-yl>acetic acid

6236-09-5

(S)-citramalic acid

(2R,3S,5S)-5-((R)-1,2-Dihydroxy-ethyl)-3-methyl-tetrahydro-furan-2,3-diol

6236-09-5

(S)-citramalic acid

Conditions
ConditionsYield
With potassium hydroxide; potassium permanganate 1.) water, 4-5 deg C, 1 h; Yield given. Multistep reaction;

(S)-2-Hydroxy-2-methyl-succinic acid 1-((1S,2R)-2-phenyl-cyclohexyl) ester

6236-09-5

(S)-citramalic acid

Conditions
ConditionsYield
With potassium hydroxide In tetrahydrofuran at 60℃; for 24h;
32150-78-0

(4S)-(+)-4-methylmuconolactone

6236-09-5

(S)-citramalic acid

Conditions
ConditionsYield
With nitric acid; ozone 1.) CH2Cl2, -70 deg C; 2.) H2O, 90 deg C; Multistep reaction;
197069-14-0

1-benzyl hydrogen 2-hydroxy-2-methylbutanedioate

6236-09-5

(S)-citramalic acid

Conditions
ConditionsYield
With potassium hydroxide Hydrolysis;

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

The Butanedioic acid, 2-hydroxy-2-methyl-, (2S)-, with the CAS registry number of 6236-09-5, is also known as (S)-(+)-Citramalic acid and L-(+)-2-Methylmalic acid. Its EINECS registry number is 228-350-1. This chemical's molecular formula is C5H8O5 and molecular weight is 148.11. What's more, its IUPAC name is (2S)-2-Hydroxy-2-methylbutanedioic acid.

Physical properties about Butanedioic acid, 2-hydroxy-2-methyl-, (2S)- are: (1)ACD/LogP: -0.91; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -4.03; (4)ACD/LogD (pH 7.4): -5.65; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 5; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 61.83 Å2; (13)Index of Refraction: 1.521; (14)Molar Refractivity: 29.84 cm3; (15)Molar Volume: 97.8 cm3; (16)Polarizability: 11.83×10-24 cm3; (17)Surface Tension: 73.4 dyne/cm; (18)Density: 1.513 g/cm3; (19)Flash Point: 146.6 °C; (20)Enthalpy of Vaporization: 62.05 kJ/mol; (21)Boiling Point: 295.2 °C at 760 mmHg; (22)Vapour Pressure: 0.000161 mmHg at 25 °C; (23)Melting Point: 109-111 °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(O)(C)CC(=O)O
(2) InChI: InChI=1/C5H8O5/c1-5(10,4(8)9)2-3(6)7/h10H,2H2,1H3,(H,6,7)(H,8,9)
(3) InChIKey: XFTRTWQBIOMVPK-UHFFFAOYAT

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