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(S,S)-2,3-Butanediol

Description Reference
Product Name
(S,S)-2,3-Butanediol
CAS No.
19132-06-0
Chemical Name
(S,S)-2,3-Butanediol
Synonyms
2,3-BUTANEDIOL, [S-(R*,R*)]-;(2S,3S)-Butane-2,3-diol;(S-(R,R))-butane-2,3-diol;L-Butane-2,3-diol;L(+)-2,3-BUTANEDIOL;(S,S)-2,3-BUTANEDIOL;2S,3S-(+)-Butanediol;(S,S)-Butane-2,3-diol;(2S,3S)-2,3-BUTANEDIOL;(2S,3S)-Butan-2,3-diol
CBNumber
CB8117911
Molecular Formula
C4H10O2
Formula Weight
90.12
MOL File
19132-06-0.mol
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(S,S)-2,3-Butanediol Property

Melting point:
20°C
alpha 
13 º (c=neat)
Boiling point:
179-182 °C (lit.)
Density 
0.987 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.433
Flash point:
185 °F
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
pka
14.67±0.20(Predicted)
form 
Oily Liquid
color 
Slightly yellow
Specific Gravity
0.987
PH
9-10 (500g/l, H2O, 20℃)
explosive limit
3.1-11.4%(V)
optical activity
[α]20/D +13°, neat
Water Solubility 
soluble
BRN 
1718899
Stability:
hygroscopic
InChI
1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3/t3-,4-/m0/s1
InChIKey
OWBTYPJTUOEWEK-IMJSIDKUSA-N
SMILES
C[C@H](O)[C@H](C)O
LogP
-0.655 (est)
CAS DataBase Reference
19132-06-0(CAS DataBase Reference)
NIST Chemistry Reference
2,3-Butanediol, [S-(R*,R*)]-(19132-06-0)
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Safety

Hazard Codes 
Xi
Safety Statements 
24/25
RIDADR 
NA 1993 / PGIII
WGK Germany 
3
HS Code 
29053995
Storage Class
10 - Combustible liquids
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H227Combustible liquid

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
18967
Product name
L-(+)-2,3-Butanediol
Purity
for chiral derivatization, ≥97.0%
Packaging
1ml
Price
$232
Updated
2022/05/15
Sigma-Aldrich
Product number
18967
Product name
L-(+)-2,3-Butanediol
Purity
for chiral derivatization, ≥97.0%
Packaging
5ml
Price
$795
Updated
2022/05/15
TCI Chemical
Product number
B1343
Product name
(S,S)-(+)-2,3-Butanediol
Purity
>97.0%(GC)
Packaging
1g
Price
$123
Updated
2026/03/19
TCI Chemical
Product number
B1343
Product name
(S,S)-(+)-2,3-Butanediol
Purity
>97.0%(GC)
Packaging
100mg
Price
$22
Updated
2026/03/19
Strem Chemicals
Product number
08-0201
Product name
(2S,3S)-(+)-2,3-Butanediol, min. 97%
Packaging
100mg
Price
$31
Updated
2024/03/01
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(S,S)-2,3-Butanediol Chemical Properties,Usage,Production

Description

2, 3-Butanediol, which is very important for a variety of chemical feedstocks and liquid fuels, can be derived from the bioconversion of natural resources1-2. It may be used in the production of antifreeze solvents, extraction solvents, butadiene, polymers, polyurethane and diacetyl and may also be used as a fuel1, 2. It can be used as a precursor in the manufacture of a range of chemical products, various plastics and pesticides, including the solvents methyl ethyl ketone (MEK), gamma-butyrolactone (GBL), and 1, 3-butadiene3. Methyl ethyl ketone can be used as a liquid fuel additive. Many other derivatives for potential uses as antifreeze agent (levo-form of 2,3 BDL), solvents, and plastic can also be prepared from 2.3-BDL. Furthermore, it can be added as a flavoring agent in food products when converted to a diacetyl by dehydrogenation2. Nowadays, it has been more and more applied of microbial fermentation for the production of 2.3-BDL2,4.

Reference

  1. https://www.sigmaaldrich.com/catalog/product/sial/18967?lang=en&region=US
  2. Lee, Jinwon, et al. "Biological production of 2,3-butanediol." Applied Microbiology & Biotechnology 55.1(2001):10-8.
  3. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3147483/
  4. Oliver, John W. K., et al. "Cyanobacterial conversion of carbon dioxide to 2, 3-butanediol. PNAS 110.4(2013):1249-1254.

Chemical Properties

SLIGHTLY YELLOW OILY LIQUID

Uses

(S,S)-2,3-Butanediol is the (S,S)-isomer of 2,3-Butanediol (B690020), a naturally occurring compound found in cocoa butter.

Definition

ChEBI: The (S,S) diastereoisomer of butane-2,3-diol.

General Description

L-(+)-2,3-Butanediol is a stereoisomer of 2,3-Butanediol (2,3-BD). 2,3-BD may be used in the production of antifreeze solvents, extraction solvents, butadiene, polymers, polyurethane and diacetyl and may also be used as a fuel.

Synthesis

(1) 6.06 g of the ketoreductase-containing solution obtained in step 1 above was placed in a clean 250 mL single-necked flask equipped with a magnet with 20 mL of phosphate buffer salt solution at a concentration of 0.01 mol/L, and the single-necked flask was placed in a water bath at 20 C. The solution in the single-necked flask was stirred and mixed at a speed of 400 rpm, and a mixture was obtained.

(2) During the stirring process, the temperature of the water bath was kept constant, and 0.202 g of nicotinamide adenine dinucleotide, 100 mL of isopropanol, and 20.2 g of 2,3-butanedione were sequentially added to the above mixture for an airtight reaction, and a reaction solution was obtained.

(3) The above reaction solution was extracted and filtered under reduced pressure to obtain a light yellow filtrate, and then the filtrate was subjected to rotary evaporation treatment at 45 C. and 0.08 MPa, and the extract was obtained by waiting for almost no liquid to flow out.

(4) The above extract was placed in a water bath at 50C, and a distillation column and condenser tube were used to raise the temperature without liquid to 70C for distillation and separation, and (2S,3S)-(+)-2,3-butanediol could be obtained.

Purification Methods

Purify it by fractional distillation. The bis-(4-nitrobenzoate) has m 141-142o and [] (-) or (+) 52o (c 4 CHCl3). [Ghirardelli & Lucas J Am Chem Soc 79 734 1957, Rubin et al. J Am Chem Soc 74 425 1952, Neish Can J Res 27 6 1949, Neish & Ledingham Can J Res 27 694 1949, Beilstein 1 IV 2524-2525.]

(S,S)-2,3-Butanediol Preparation Products And Raw materials

Raw materials

Preparation Products

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(S,S)-2,3-Butanediol Suppliers

Shanghai Qiao Chemical Science Co., Ltd
Tel
021-58892003 18601689453;
Email
info@qiaochem.com
Country
China
ProdList
6060
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Ningbo Enzyme Chemical Co., LTD
Tel
0574-+86-574-8773-0716-654-654 18042089573
Email
yufang.jiang@enzymaster.com
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China
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58
Hangzhou WDJBIO Co., Ltd.
Tel
0571-86706360 18158111080
Email
3168409019@qq.com
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China
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494
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J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
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TCI (Shanghai) Development Co., Ltd.
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021-67121386
Fax
021-67121385
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Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
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Energy Chemical
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021-021-58432009 400-005-6266
Fax
021-58436166
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sales8178@energy-chemical.com
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China
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Shanghai Longsheng chemical Co.,Ltd.
Tel
58099637 13585536065
Fax
021-58099609
Email
sales@shlschem.com
Country
China
ProdList
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Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42934
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Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
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View Lastest Price from (S,S)-2,3-Butanediol manufacturers

Hebei Chuanghai Biotechnology Co,.LTD
Product
(S S) -2 3-Butanediol 19132-06-0
Price
US $5.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-15
Hangzhou ICH Biofarm Co., Ltd
Product
(S,S)-2,3-Butanediol 19132-06-0
Price
US $0.00-0.00/g
Min. Order
0.1g
Purity
>97.0%(GC)
Supply Ability
500kg
Release date
2023-06-29
Zhuozhou Wenxi import and Export Co., Ltd
Product
L-(+)-2,3-Butanediol 19132-06-0
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27

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  • e.e. / Absolute Conefiguration Determination (NMR)
  • Simple Alcohols (Chiral)
  • Chiral Building Blocks
  • Enantiomer Excess & Absolute Conefiguration Determination
  • Organic Building Blocks
  • Polyols
  • Asymmetric Synthesis
  • Chiral
  • organic alcohol
  • Chiral Compounds
  • Diols
  • Analytical Chemistry
  • Chiral Building Blocks
  • e.e. / Absolute Configuration Determination (NMR)
  • Enantiomer Excess & Absolute Configuration Determination
  • Simple Alcohols (Chiral)
  • Synthetic Organic Chemistry
  • Chiral Compound
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  • 19132-06-0