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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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