Choline bitartrate

Choline (2R,3R)-bitartrate
Names
	IUPAC name Choline (2R,3R)-bitartrate
	Systematic IUPAC name (2-Hydroxyethyl)trimethylaminium hydrogen (2R,3R)-tartrate
	Other names Choline hydrogen L-(+)-tartrate; Choline (2R,3R)-tartrate (1:1); (2-Hydroxyethyl)trimethylammonium hydrogen (2R,3R)-tartrate; (2-Hydroxyethyl)trimethylammonium L-(+)-bitartrate; (2-Hydroxyethyl)trimethylammonium (2R,3R)-bitartrate; (2-Hydroxyethyl)trimethylammonium L-(+)-tartrate salt (1:1);
Identifiers
CAS Number	87-67-2;
3D model (JSmol)	Non-isomeric: Interactive image; Isomeric: Interactive image;
ChemSpider	8374424;
ECHA InfoCard	100.001.604
EC Number	201-763-4;
PubChem CID	6900;
UNII	6K2W7T9V6Y ;
CompTox Dashboard (EPA)	DTXSID00889332 ;
	InChI : InChI=1S/C5H14NO.C4H6O6/c1-6(2,3)4-5-7;5-1(3(7)8)2(6)4(9)10/h7H,4-5H2,1-3H3;1-2,5-6H,(H,7,8)(H,9,10)/q+1;/p-1/t;1-,2-/m.1/s1 Key: QWJSAWXRUVVRLH-LREBCSMRSA-M;
	SMILES Non-isomeric: C[N+](C)(C)CCO.C(C(C(=O)[O-])O)(C(=O)O)O; Isomeric: C[N+](C)(C)CCO.[C@@H]([C@H](C(=O)[O-])O)(C(=O)O)O;
Properties
Chemical formula	C9H19NO7
Molar mass	253.251 g·mol−1
Appearance	White crystalline powder
Odor	Odorless or faint trimethylamine-like odor
Melting point	147–153 °C (297–307 °F; 420–426 K)
Solubility	Water (slightly), ethanol (slightly), DMSO (slightly), methanol (slightly, when heated); insoluble in diethyl ether, chloroform and benzene
Structure
Coordination geometry	Tetrahedral molecular geometry at the nitrogen atom
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	200 to 400 grams (as choline, human, estimated)
Related compounds
Other anions	Choline chloride; Choline hydroxide;
Other cations	N,N-Dimethylethanolamine bitartrate
Related compounds	Choline; Ethanolamine; Tartaric acid; Trimethylamine;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Choline bitartrate is an organic compound with the chemical formula [(CH₃)₃NCH₂CH₂OH]⁺HOOC−CH(OH)−CH(OH)−COO⁻. It is a white crystalline powder with an acid taste. It is hygroscopic when exposed to air. Modern texts refer to the choline salt of the natural form of tartaric acid, that is, the salt called choline dextrobitartrate, choline (2R,3R)-bitartrate or choline L-(+)-bitartrate.