L-Lactide supplier | CasNO.4511-42-6

Name
L-Lactide
EINECS 224-832-0
CAS No. 4511-42-6
Article Data36
CAS DataBase
Density 1.186 g/cm³
Solubility 16.7g/L at 20℃
Melting Point 92-94 °C(lit.)
Formula C₆H₈O₄
Boiling Point 285.5 °C at 760 mmHg
Molecular Weight 144.127
Flash Point 150.6 °C
Transport Information
Appearance Crystalline flake object
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1,4-Dioxane-2,5-dione,3,6-dimethyl-, (3S-cis)-;p-Dioxane-2,5-dione, 3,6-dimethyl-, L- (8CI);(-)-L-Dilactide;(3S,6S)-3,6-Dimethyl-1,4-dioxane-2,5-dione;(S,S)-3,6-Dimethyl-1,4-dioxane-2,5-dione;1,4-Dioxane-2,5-dione, 3,6-dimethyl-,(3S,5S)-;L,L-Dilactide;L-(-)-Lactide;L-Dilactide;Purasorb L;
PSA 52.60000
LogP -0.13660

Synthetic route

Reaxys ID: 11369849: Reaxys ID: 11369849

: 4511-42-6
L,L-dilactide

Conditions

Conditions	Yield
at 60 - 320℃; for 0.35 - 0.433333h; Product distribution / selectivity; Pyrolysis;	100%
at 280℃; for 2h; Product distribution / selectivity; Pyrolysis;	95.3%

Reaxys ID: 11385251: Reaxys ID: 11385251

: 4511-42-6
L,L-dilactide

Conditions

Conditions	Yield
tin octylate at 200℃; under 5 Torr; Product distribution / selectivity;	99.3%
at 200℃; under 5 Torr; Product distribution / selectivity;	99.3%
at 200℃; under 5 Torr; Product distribution / selectivity;
at 200℃; under 5 Torr; Product distribution / selectivity;
at 210℃; under 4 Torr; Product distribution / selectivity;

: stannous lactate

: 4511-42-6
L,L-dilactide

Conditions

Conditions	Yield
With benzylurea at 100 - 180℃; under 1 Torr; for 2h; Temperature; Reagent/catalyst; Pressure;	96.72%

: 79-33-4
L-Lactic acid

: 4511-42-6
L,L-dilactide

Conditions

Conditions	Yield
In water at 240℃; under 760.051 Torr; Inert atmosphere; Autoclave;	94%
Stage #1: L-Lactic acid With 1-docosanol; 3-chloropyridinium trifluoromethanesulfonate at 140℃; under 25 Torr; for 12h; Stage #2: at 160℃; under 1 Torr; for 3h; Reagent/catalyst; Pressure; Temperature; Time;	80%
Stage #1: L-Lactic acid With 1-docosanol; 3-chloropyridinium trifluoromethanesulfonate In water at 140℃; under 30.003 Torr; for 12h; Stage #2: In water at 160℃; under 0.99985 Torr; for 3h; Reagent/catalyst;	79%

: 687-47-8
(S)-Ethyl lactate

: 4511-42-6
L,L-dilactide

Conditions

Conditions	Yield
titanium(IV) tetraethanolate; Triethylene glycol dimethyl ether at 120℃; under 50 Torr; for 7.5h; Inert atmosphere;	85.5%
Stage #1: (S)-Ethyl lactate With cerium(III) chloride heptahydrate In water Inert atmosphere; Stage #2: for 4h; Reagent/catalyst;	52%
With Triethylene glycol dimethyl ether; titanium(IV) tetraethanolate at 120℃; for 6h; Product distribution / selectivity;

: 79-33-4
L-Lactic acid

: 661-19-8
1-docosanol

A: 908335-80-8
2-docosene

B: methyl 2-docosyloxypropionate

C: 4511-42-6
L,L-dilactide

Conditions

Conditions	Yield
Stage #1: L-Lactic acid; 1-docosanol With 3-chloropyridinium trifluoromethanesulfonate at 140℃; under 25 Torr; for 12h; Stage #2: at 160℃; under 1 Torr; for 3h; Stage #3: With methanol; potassium carbonate Reagent/catalyst; Pressure; Temperature; Time;	A n/a B n/a C 80%

...Expand

: 79-33-4
L-Lactic acid

: 2216-51-5
(-)-menthol

A: 923031-01-0
L-menthyl L-lactoyl L-lactate

B: 923031-02-1
L-menthyl L-lactoyl L-lactoyl L-lactate

C: 61597-98-6
(1R,2S,5R)-menthyl (S)-(-)-lactate

D: 4511-42-6
L,L-dilactide

Conditions

Conditions	Yield
In n-heptane; water at 128℃; for 32h; Product distribution / selectivity; Heating / reflux;	A 24.6% B 0.4% C 67.7% D 0.6%
sulfuric acid In n-heptane at 119℃; for 2h; Product distribution / selectivity;	A 32.2% B 1.9% C 57.6% D 0.4%
sodium hydrogen sulfate In n-heptane at 93 - 123℃; for 17h; Product distribution / selectivity; Heating / reflux;	A 36.5% B 5.6% C 48.7% D 4.8%

...Expand

Reaxys ID: 11369848: Reaxys ID: 11369848

A: hexalactide

B: 859046-55-2
trilactide

C: C12H16O8

D: 859046-57-4
C15H20O10

E: C21H28O14

F: 13076-19-2
(3R,6S)-3,6-dimethyl-1,4-dioxane-2,5-dione

G: 4511-42-6
L,L-dilactide

H: 13076-17-0
D-lactide

Conditions

Conditions	Yield
at 60 - 400℃; for 0.566667h; Product distribution / selectivity; Pyrolysis;	A 4.51% B 3.26% C 5.59% D 6.02% E 1.88% F 18.28% G n/a H n/a

...Expand

Reaxys ID: 11369849: Reaxys ID: 11369849

A: hexalactide

B: 859046-55-2
trilactide

C: C12H16O8

D: 859046-57-4
C15H20O10

E: 13076-19-2
(3R,6S)-3,6-dimethyl-1,4-dioxane-2,5-dione

F: 4511-42-6
L,L-dilactide

G: 13076-17-0
D-lactide

Conditions

Conditions	Yield
at 60 - 400℃; for 0.566667h; Product distribution / selectivity; Pyrolysis;	A 0.46% B 0.5% C 1.65% D 0.75% E 12.17% F n/a G n/a

...Expand

: 547-64-8
methyl lactate

A: 67-56-1
methanol

B DP2: DP2

C DP3: DP3

D DP4: DP4

E: 4511-42-6
L,L-dilactide

Conditions

Conditions	Yield
Amberlys 36 resin at 104 - 115℃; under 25 - 80 Torr; for 28h; Heating / reflux;	A n/a B 7.4% C 0.3% D 0% E 0%

...Expand

Reaxys ID: 11369849: Reaxys ID: 11369849

A: 13076-19-2
(3R,6S)-3,6-dimethyl-1,4-dioxane-2,5-dione

B: 4511-42-6
L,L-dilactide

C: 13076-17-0
D-lactide

Conditions

Conditions	Yield
at 60 - 400℃; for 0.433333 - 0.566667h; Product distribution / selectivity; Pyrolysis;	A 6.08% B n/a C n/a

...Expand

Reaxys ID: 11369849: Reaxys ID: 11369849

A: C12H16O8

B: 859046-57-4
C15H20O10

C: 4511-42-6
L,L-dilactide

D: 13076-17-0
D-lactide

Conditions

Conditions	Yield
at 60 - 300℃; for 0.4h; Product distribution / selectivity; Pyrolysis;	A 0.28% B 0.2% C n/a D n/a

...Expand

: 923-17-1
(S,S)-2-[(2-hydroxypropanoyl)oxy]propanoic acid

: 4511-42-6
L,L-dilactide

Conditions

Conditions	Yield
Stage #1: (S,S)-2-[(2-hydroxypropanoyl)oxy]propanoic acid With 1,3,5-trichloro-2,4,6-triazine In acetone at 20℃; Stage #2: With triethylamine In acetone for 1h; Further stages.;

: 620627-85-2
sec-phenethyl O-lactoyllactate

A: 4511-42-6
L,L-dilactide

B [Y[2,2'-(1,4-dithiabutanediyl)-bis(4-methyl-6-tert-butylphenolato)]{N(SiHMe2)2}(THF)]: [Y[2,2'-(1,4-dithiabutanediyl)-bis(4-methyl-6-tert-butylphenolato)]{N(SiHMe2)2}(THF)]

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 100 percent / hydrogen / Pd/C / ethanol / 20 °C 2.1: cyanuric chloride / acetone / 20 °C 2.2: Et3N / acetone / 1 h View Scheme

poly(L-lactic acid): poly(L-lactic acid)

A: 849585-22-4
LACTIC ACID

B: 13076-19-2
(3R,6S)-3,6-dimethyl-1,4-dioxane-2,5-dione

C: 4511-42-6
L,L-dilactide

D: 13076-17-0
D-lactide

Conditions

Conditions	Yield
tin(II) octanoate at 210 - 230℃; under 22.5023 Torr; for 1 - 2h; Product distribution / selectivity;
zinc stearate at 210 - 230℃; under 22.5023 Torr; for 1 - 2h; Product distribution / selectivity;
tin(II) octanoate at 210 - 230℃; under 22.5023 Torr; for 1 - 2h; Product distribution / selectivity;

...Expand

L-lactic acid oligomer: L-lactic acid oligomer

A: 13076-19-2
(3R,6S)-3,6-dimethyl-1,4-dioxane-2,5-dione

B: 4511-42-6
L,L-dilactide

Conditions

Conditions	Yield
Stage #1: L-lactic acid oligomer at 140℃; for 730.5h; Stage #2: tin(II) octanoate at 235℃; Product distribution / selectivity;
tin(II) octanoate at 120 - 230℃; Product distribution / selectivity;

L-lactic acid oligomer: L-lactic acid oligomer

: 4511-42-6
L,L-dilactide

Conditions

Conditions	Yield
tin(II) octanoate at 120 - 235℃; Product distribution / selectivity;

Reaxys ID: 11363805: Reaxys ID: 11363805

A: 4511-42-6
L,L-dilactide

B: 13076-17-0
D-lactide

Conditions

Conditions	Yield
tin octanoate at 60 - 300℃; for 0.4h; Product distribution / selectivity; Pyrolysis;

Reaxys ID: 11369849: Reaxys ID: 11369849

A: 4511-42-6
L,L-dilactide

B: 13076-17-0
D-lactide

Conditions

Conditions	Yield
at 60 - 320℃; for 0.433333h; Product distribution / selectivity; Pyrolysis;

: 1071822-17-7
(6S)-3-methylene-6-methyl-1,4-dioxane-2,5-dione

A: 13076-19-2
(3R,6S)-3,6-dimethyl-1,4-dioxane-2,5-dione

B: 4511-42-6
L,L-dilactide

Conditions

Conditions	Yield
With 10% Pd on charcoal; hydrogen In tetrahydrofuran at 20℃; under 21446.5 Torr; for 18h; Autoclave; optical yield given as %de;

: 13076-19-2
(3R,6S)-3,6-dimethyl-1,4-dioxane-2,5-dione

A: 4511-42-6
L,L-dilactide

B: 13076-17-0
D-lactide

Conditions

Conditions	Yield
Na-ethylhexanoate at 160℃; for 15h; Product distribution / selectivity; Racemisation; Parr reactor;
Multi-step reaction with 2 steps 1: potassium phosphate / ethyl acetate / 168 h / 20 °C 2: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 4 h / 110 °C View Scheme

: 79-33-4
L-Lactic acid

A: 13076-19-2
(3R,6S)-3,6-dimethyl-1,4-dioxane-2,5-dione

B: 4511-42-6
L,L-dilactide

C: 13076-17-0
D-lactide

Conditions

Conditions	Yield
Stage #1: L-Lactic acid In water at 170℃; under 80 Torr; for 3h; Stage #2: tin catalyst at 220℃; under 10 - 15 Torr; Product distribution / selectivity;
With potassium hydroxide; stannous octoate at 150 - 240℃; under 7.50075 Torr; Product distribution / selectivity;

...Expand

: 97-62-1
Ethyl isobutyrate

: 4511-42-6
L,L-dilactide

Conditions

Conditions	Yield
With Triethylene glycol dimethyl ether; titanium(IV) tetraethanolate at 120℃; for 7.5h; Inert atmosphere;

: 3,6-dimethyl-1,4-dioxane-2,5-dione

A: 13076-19-2
(3R,6S)-3,6-dimethyl-1,4-dioxane-2,5-dione

B: 4511-42-6
L,L-dilactide

C: 13076-17-0
D-lactide

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 110℃; for 4h; optical yield given as %ee;

...Expand

: 849585-22-4
LACTIC ACID

: 4511-42-6
L,L-dilactide

Conditions

Conditions	Yield
Stage #1: LACTIC ACID at 70℃; under 60.006 Torr; Stage #2: With tin(II) phosphite at 70 - 250℃; under 7.50075 - 15.0015 Torr; Pressure;

: 849585-22-4
LACTIC ACID

A: 13076-19-2
(3R,6S)-3,6-dimethyl-1,4-dioxane-2,5-dione

B: 4511-42-6
L,L-dilactide

Conditions

Conditions	Yield
Stage #1: LACTIC ACID at 70℃; under 60.006 Torr; Stage #2: With tin(II) octanoate at 70 - 250℃; under 7.50075 - 15.0015 Torr;

: 79-33-4
L-Lactic acid

: 20016-85-7
(R)-2-hydroxylbutanoic acid

A: C7H10O4

B: 1621671-24-6
(R)-3,6-diethyl-1,4-dioxane-2,5-dione

C: 4511-42-6
L,L-dilactide

Conditions

Conditions	Yield
With H-BEA In o-xylene for 3h; Dean-Stark; Heating;	A 46.5 %Chromat. B 23.8 %Chromat. C 29 %Chromat.

...Expand

: 13076-17-0
D-lactide

A: 13076-19-2
(3R,6S)-3,6-dimethyl-1,4-dioxane-2,5-dione

B: 4511-42-6
L,L-dilactide

Conditions

Conditions	Yield
With sodium sulfite at 190℃; for 4h; Reagent/catalyst; Temperature; stereoselective reaction;

: 27871-49-4
(S)-Methyl lactate

A: 2037-15-2
Methyl 2-(2-hydroxypropionyl)propionate

B: 13076-19-2
(3R,6S)-3,6-dimethyl-1,4-dioxane-2,5-dione

C: 4511-42-6
L,L-dilactide

Conditions

Conditions	Yield
With TiO2 on amorphous SiO2 at 220 - 300℃; under 760.051 Torr; Catalytic behavior; Reagent/catalyst; Inert atmosphere;

...Expand

: 4511-42-6
L,L-dilactide

poly-L-lactide: poly-L-lactide

Conditions

Conditions	Yield
With [1,5-dithiapentadiyl-bis(4,6-di-t-Buphenol)Y{N(SiHMe2)2}THF] In toluene at 25℃; for 20h; Product distribution; Further Variations:; Reagents; Solvents;	100%
With Ti[S(4-Me-6-tBu(C6H2O)2](NEt2)2 In toluene at 100℃; for 120h; Product distribution;	90.3%
tin(II) octanoate at 100 - 180℃; for 1h;

: 4511-42-6
L,L-dilactide

poly(L-lactide), Mn(GPC) = 6.00E-4, PDI = 2.01; monomer(s): L-lactide: poly(L-lactide), Mn(GPC) = 6.00E-4, PDI = 2.01; monomer(s): L-lactide

Conditions

Conditions	Yield
With (TMS)2NYb[Me3SiNC(Ph)N(CH2)3NC(Ph)NSiMe3]2YbN(TMS)2 In toluene at 60℃; for 0.166667h;	100%

: 4511-42-6
L,L-dilactide

poly(L-lactide), Mn(GPC) = 4.10E-4, PDI = 1.31; monomer(s): L-lactide: poly(L-lactide), Mn(GPC) = 4.10E-4, PDI = 1.31; monomer(s): L-lactide

Conditions

Conditions	Yield
With [Me3SiNC(Ph)N(CH2)3NC(Ph)NSiMe3]Yb[NH(2,6-iPr2C6H3)](DME) In toluene at 60℃; for 0.0166667h;	100%

: 4511-42-6
L,L-dilactide

Reaxys ID: 11841898: Reaxys ID: 11841898

Conditions

Conditions	Yield
With N,N'-bis(2,6-diisopropylphenyl)-1,6,7,12-tetra-[4-(2-hydroxyethyl)phenoxy]perylene-3,4,9,10-tetracarboxylic acid diimide; stannous octoate In toluene at 90 - 110℃; for 48h;	100%
C42H90ErO6P3 Product distribution / selectivity;
C28H62MgO4P2(2+)*2Cl(1-) Product distribution / selectivity;

: 67-56-1
methanol

: 4511-42-6
L,L-dilactide

: 27871-49-4
(S)-Methyl lactate

Conditions

Conditions	Yield
With [Mg(tbpca)2] In dichloromethane at 25℃; for 6h; Inert atmosphere; chemoselective reaction;	99.5%
With Ca[N(SiMe3)2]2*2THF In toluene at 30℃; for 0.166667h;	94%
With [Li6(methyl salicylato)6] at 25℃; for 2.5h; Time; Inert atmosphere; Glovebox;

: 29167-28-0
triphenylmethyl sulfanylethyl alcohol

: 4511-42-6
L,L-dilactide

polymer (H(O-CH(CH3)-CO)n-O-CH2CH2-S-(trityl)), Mn = 5500(SEC), 5000(NMR), Mw/Mn = 1.3; monomer(s): L-lactide; 2-(tritylsulfanyl)ethan-1-ol: polymer (H(O-CH(CH3)-CO)n-O-CH2CH2-S-(trityl)), Mn = 5500(SEC), 5000(NMR), Mw/Mn = 1.3; monomer(s): L-lactide; 2-(tritylsulfanyl)ethan-1-ol

Conditions

Conditions	Yield
With stannous octoate In 1,4-dioxane at 60℃; for 40h;	99%

: 29167-28-0
triphenylmethyl sulfanylethyl alcohol

: 4511-42-6
L,L-dilactide

polymer (H(O-CH(CH3)-CO)n-O-CH2CH2-S-(trityl)), Mn = 14600(SEC), 12400(NMR), Mw/Mn = 1.4; monomer(s): L-lactide; 2-(tritylsulfanyl)ethan-1-ol: polymer (H(O-CH(CH3)-CO)n-O-CH2CH2-S-(trityl)), Mn = 14600(SEC), 12400(NMR), Mw/Mn = 1.4; monomer(s): L-lactide; 2-(tritylsulfanyl)ethan-1-ol

Conditions

Conditions	Yield
With stannous octoate In 1,4-dioxane at 60℃; for 40h;	99%

: 29167-28-0
triphenylmethyl sulfanylethyl alcohol

: 4511-42-6
L,L-dilactide

polymer (-O-CH2CH2-S-(trityl) terminated), Mn = 3000(SEC), 2700(NMR), Mw/Mn = 1.4; monomer(s): L-lactide; 2-(tritylsulfanyl)ethan-1-ol: polymer (-O-CH2CH2-S-(trityl) terminated), Mn = 3000(SEC), 2700(NMR), Mw/Mn = 1.4; monomer(s): L-lactide; 2-(tritylsulfanyl)ethan-1-ol

Conditions

Conditions	Yield
With stannous octoate In 1,4-dioxane	99%

: 4511-42-6
L,L-dilactide

: 100-51-6
benzyl alcohol

poly-L-lactide with benzyl ester and hydroxyl end-groups, Mn = 14000, Mw/Mn = 1.37; monomer(s): L-lactide; benzyl alcohol: poly-L-lactide with benzyl ester and hydroxyl end-groups, Mn = 14000, Mw/Mn = 1.37; monomer(s): L-lactide; benzyl alcohol

Conditions

Conditions	Yield
With 6-[MeOCH2CH2N(Me)CH2]-2,4-(tBu)2-phenolate lithium complex In dichloromethane at 26.5℃; for 0.25h;	98%

: 64-17-5
ethanol

: 4511-42-6
L,L-dilactide

: 64231-47-6
(S)-2-hydroxy-propionic acid (S)- 1-ethoxycarbonyl-ethyl ester

Conditions

Conditions	Yield
With [Mg(tbpca)2] In dichloromethane at 25℃; for 1h; Inert atmosphere; chemoselective reaction;	98%
With [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid In toluene at 25 - 80℃; for 2h; Inert atmosphere;	60%
With camphor-10-sulfonic acid In toluene at 25 - 80℃; for 2h;	60%
With camphor-10-sulfonic acid In toluene at 25 - 80℃; for 2h;	60%
Stage #1: ethanol With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: L,L-dilactide In tetrahydrofuran; hexane for 0.5h;

: 58885-58-8
N-tert-butoxycarbonyl-3-aminopropanol

: 4511-42-6
L,L-dilactide

boc-aminopropyl-poly(lactic acid)20: boc-aminopropyl-poly(lactic acid)20

Conditions

Conditions	Yield
Stage #1: L,L-dilactide In toluene at 80℃; for 1h; Stage #2: N-tert-butoxycarbonyl-3-aminopropanol With diethylzinc In toluene at -10 - 20℃; Stage #3: With acetic acid In toluene	98%

: 58885-58-8
N-tert-butoxycarbonyl-3-aminopropanol

: 4511-42-6
L,L-dilactide

boc-aminopropyl-poly(lactic acid)30: boc-aminopropyl-poly(lactic acid)30

Conditions

Conditions	Yield
Stage #1: N-tert-butoxycarbonyl-3-aminopropanol With diethylzinc In toluene at -10 - 20℃; for 1h; Stage #2: L,L-dilactide In toluene at 80℃; for 2h; Stage #3: With acetic acid In toluene Product distribution / selectivity;	98%

: 58885-58-8
N-tert-butoxycarbonyl-3-aminopropanol

: 4511-42-6
L,L-dilactide

boc-aminopropyl-poly(lactic acid)50: boc-aminopropyl-poly(lactic acid)50

Conditions

Conditions	Yield
Stage #1: N-tert-butoxycarbonyl-3-aminopropanol With diethylzinc In toluene at -10 - 20℃; for 1h; Stage #2: L,L-dilactide In toluene at 80℃; for 2h; Stage #3: With acetic acid In toluene	98%

: 58885-58-8
N-tert-butoxycarbonyl-3-aminopropanol

: 4511-42-6
L,L-dilactide

boc-aminopropyl-poly(lactic acid)80: boc-aminopropyl-poly(lactic acid)80

Conditions

Conditions	Yield
Stage #1: L,L-dilactide In toluene at 80℃; for 1h; Stage #2: N-tert-butoxycarbonyl-3-aminopropanol With diethylzinc In toluene at -10 - 20℃; Stage #3: With acetic acid In toluene	98%

: C39H47N5O13*ClH

: 4511-42-6
L,L-dilactide

: C129H167N5O73

Conditions

Conditions	Yield
Stage #1: C39H47N5O13*ClH With sodium hydroxide In water Stage #2: L,L-dilactide With dmap In N,N-dimethyl-formamide at 55℃;	98%

: 29167-28-0
triphenylmethyl sulfanylethyl alcohol

: 4511-42-6
L,L-dilactide

polymer (H(O-CH(CH3)-CO)n-O-CH2CH2-S-(trityl)), Mn = 10100(SEC), 8200(NMR), Mw/Mn = 1.3; monomer(s): L-lactide; 2-(tritylsulfanyl)ethan-1-ol: polymer (H(O-CH(CH3)-CO)n-O-CH2CH2-S-(trityl)), Mn = 10100(SEC), 8200(NMR), Mw/Mn = 1.3; monomer(s): L-lactide; 2-(tritylsulfanyl)ethan-1-ol

Conditions

Conditions	Yield
With stannous octoate In 1,4-dioxane at 60℃; for 40h;	97%

: 67-56-1
methanol

: 4511-42-6
L,L-dilactide

: (1-methoxy-1-oxopropane-2-yl)-2-hydroxypropionate

Conditions

Conditions	Yield
With potassium hexamethylsilazane at 55℃; for 1h;	97%
With [Zn(N-[methyl(2-hydroxy-3,5-di-tert-butylphenyl)]-N-methyl-N-cyclohexylamine(-1H))2] In dichloromethane at 20℃; Reagent/catalyst; Solvent; Temperature; Schlenk technique;
at 25℃; for 241h; Time; Inert atmosphere; Glovebox;

: 29167-28-0
triphenylmethyl sulfanylethyl alcohol

: 4511-42-6
L,L-dilactide

polymer (H(O-CH(CH3)CO)n-O-CH2CH2-S-(trityl)), Mn = 15300(SEC), 19000(NMR), Mw/Mn = 1.9; monomer(s): L-lactide; 2-(tritylsulfanyl)ethan-1-ol: polymer (H(O-CH(CH3)CO)n-O-CH2CH2-S-(trityl)), Mn = 15300(SEC), 19000(NMR), Mw/Mn = 1.9; monomer(s): L-lactide; 2-(tritylsulfanyl)ethan-1-ol

Conditions

Conditions	Yield
With stannous octoate In 1,4-dioxane at 60℃; for 40h;	96%

: 4511-42-6
L,L-dilactide

: 100-51-6
benzyl alcohol

α-H-ω-benzyl-terminated poly[(S)-oxy-1,1-ethanediyl-carbonyl-oxy-1,1-ethanediyl-carbonyl], ring opening polymerization product; monomer(s): L-lactide; benzyl alcohol: α-H-ω-benzyl-terminated poly[(S)-oxy-1,1-ethanediyl-carbonyl-oxy-1,1-ethanediyl-carbonyl], ring opening polymerization product; monomer(s): L-lactide; benzyl alcohol

Conditions

Conditions	Yield
With tert-Butoxybis(dimethylamino)methane In tetrahydrofuran at 70℃; for 0.166667h; Product distribution; Further Variations:; Reagents; Pressures; vacuum;	96%

: 4511-42-6
L,L-dilactide

poly(lactide), by ring-opening polimerization, Mn (GPC) = 13700, Mw/Mn = 1.06; monomer(s): L-lactide: poly(lactide), by ring-opening polimerization, Mn (GPC) = 13700, Mw/Mn = 1.06; monomer(s): L-lactide

Conditions

Conditions	Yield
With benzyl alcohol In toluene at 50℃; for 0.5h;	96%

: 4511-42-6
L,L-dilactide

poly(L-lactide), Mn(GPC) = 6.50E-4, PDI = 1.29; monomer(s): L-lactide: poly(L-lactide), Mn(GPC) = 6.50E-4, PDI = 1.29; monomer(s): L-lactide

Conditions

Conditions	Yield
With [Me3SiNC(Ph)N(CH2)3NC(Ph)NSiMe3]Yb[NH(2,6-iPr2C6H3)](DME) In toluene at 60℃; for 0.116667h;	95%

: 4511-42-6
L,L-dilactide

: 100-51-6
benzyl alcohol

poly(L-lactide), benzyl ester at one chain-end, Mn = 10300, Mw/Mn = 1.08: poly(L-lactide), benzyl ester at one chain-end, Mn = 10300, Mw/Mn = 1.08

Conditions

Conditions	Yield
(MeOCH2CH2N-{CH2-[2-LiO-3,5-C6H2(tBu)2]}2)2 In dichloromethane at 26.5℃; for 0.25h;	95%

: 4511-42-6
L,L-dilactide

: 100-51-6
benzyl alcohol

: 56777-24-3
benzyl (S)-Lactate

Conditions

Conditions	Yield
With Ca[N(SiMe3)2]2*2THF In toluene at 30℃; for 0.0833333h;	95%

: 4511-42-6
L,L-dilactide

: 71-36-3
butan-1-ol

: C124H170O81

Conditions

Conditions	Yield
With Rasta resin-(1,5,7-triazabicyclo[4.4.0]dec-5-ene)[RR-TBD] In chloroform-d1 at 20℃; for 2h;	95%

: 17102-64-6
Sorbyl alcohol

: 4511-42-6
L,L-dilactide

polylactic acid: polylactic acid

Conditions

Conditions	Yield
Stage #1: Sorbyl alcohol With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: L,L-dilactide In tetrahydrofuran; hexane at -78 - 20℃; Stage #3: With acetic acid In tetrahydrofuran; hexane	94.4%

: 64-17-5
ethanol

: 4511-42-6
L,L-dilactide

: 2614-88-2
sorbinyl chloride

polylactic acid: polylactic acid

Conditions

Conditions	Yield
Stage #1: ethanol With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: L,L-dilactide In tetrahydrofuran; hexane at -78 - 20℃; Stage #3: sorbinyl chloride In tetrahydrofuran; hexane at -78℃; for 1h;	94.2%

...Expand

L-Lactide Specification

The CAS registry number of 1,4-Dioxane-2,5-dione,3,6-dimethyl-,(3S,6S)- is 4511-42-6. The systematic name is (3S,6S)-3,6-dimethyl-1,4-dioxane-2,5-dione. Its EINECS registry number is 224-832-0. In addition, the molecular formula is C₆H₈O₄ and the molecular weight is 144.13. It belongs to the classes of Chiral Building Blocks; Dioxanes; Dioxanes Dioxolanes; Functional Materials; Glycidyl Compounds; Lactones Lactides (for High-Performance Polymer Research); Reagent for High-Performance Polymer Research; Synthetic Organic Chemistry. And it should be stored in a cool and dry place.

Physical properties about 1,4-Dioxane-2,5-dione,3,6-dimethyl-,(3S,6S)- are: (1)ACD/BCF (pH 5.5): 1; (2)ACD/BCF (pH 7.4): 1; (3)ACD/KOC (pH 5.5): 4.003; (4)ACD/KOC (pH 7.4): 4.003; (5)#H bond acceptors: 4; (6)Polar Surface Area: 52.6 Å²; (7)Index of Refraction: 1.429; (8)Molar Refractivity: 31.335 cm³; (9)Molar Volume: 121.519 cm³; (10)Polarizability: 12.422 ×10^-24cm³; (11)Surface Tension: 31.383 dyne/cm; (12)Density: 1.186 g/cm³; (13)Flash Point: 150.578 °C; (14)Enthalpy of Vaporization: 52.452 kJ/mol; (15)Boiling Point: 285.469 °C at 760 mmHg; (16)Vapour Pressure: 0.003 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing and eye/face protection. 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: C[C@H]1C(=O)O[C@H](C(=O)O1)C
(2)InChI: InChI=1/C6H8O4/c1-3-5(7)10-4(2)6(8)9-3/h3-4H,1-2H3/t3-,4-/m0/s1
(3)InChIKey: JJTUDXZGHPGLLC-IMJSIDKUBG

Product Name

L-Lactide

Synthetic route

L-Lactide Specification

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