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168017

Sigma-Aldrich

meso-2,3-Dimethylsuccinic acid

99%

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About This Item

Linear Formula:
HO2CCH(CH3)CH(CH3)CO2H
CAS Number:
608-40-2
Molecular Weight:
146.14
EC Number:
210-163-1
MDL number:
MFCD00064229
UNSPSC Code:
12352100
PubChem Substance ID:
24850228
NACRES:
NA.22

Quality Level

100

Assay

99%

form

powder

mp

200 °C (dec.) (lit.)

SMILES string

C[C@@H]([C@@H](C)C(O)=O)C(O)=O

InChI

1S/C6H10O4/c1-3(5(7)8)4(2)6(9)10/h3-4H,1-2H3,(H,7,8)(H,9,10)/t3-,4+

InChI key

KLZYRCVPDWTZLH-ZXZARUISSA-N

Application

meso-2,3-Dimethylsuccinic acid was used in the synthesis of:
  • meso-1,4-diiodo-2,3-dimethylbutane
  • selenoacetal with an erythro-configured CHMe-CHMe fragment
  • erythro-4-acetoxy-2,3-dimethylbutan-1-ol
  • (±)-faranal

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBG7549
STBD9354V
STBD8926V
STBD6018V
STBC8766V

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Synthesis of (3S*, 4R*, 6E, 10Z)-3, 4, 7, 11-tetramethyltrideca-6, 10-dienal (faranal) using stereospecific 1, 4-cis-hydrogenation of conjugated double bonds.
Vasil'ev AA, et al.
Journal of the Chemical Society. Perkin Transactions 1, 14, 2211-2216 (2000)
Highly selective formation of eight-membered-ring systems by oxidative cyclization with molybdenum pentachloride-an environmentally friendly and inexpensive access to 2,2'-cyclolignans.
Beate Kramer et al.
Angewandte Chemie (International ed. in English), 41(16), 2981-2982 (2002-08-31)

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